Title: TOP 10 Hotels in Hillsdale, NY (from $75) - COMPETITIVE PRICES | Expedia.com

[Hillsdale Travel Guide](https://expedia.com/Hillsdale.dx183683)[Vacation Rentals in Hillsdale](https://expedia.com/Hillsdale-Vacation-Rentals.d183683.Travel-Guide-VacationRentals)[Flights to Hillsdale](https://expedia.com/Cheap-Flights-To-Hillsdale.d183683.Travel-Guide-Flights)[Car Rentals in Hillsdale](https://expedia.com/Car-Rentals-In-Hillsdale.d183683.Car-Rental-Guide)[Hillsdale Vacation Packages](https://expedia.com/Hillsdale.d183683.Destination-Travel-Guides)

![Red and Green Norway Maple Trees and Wood Fence](https://images.trvl-media.com/place/183683/4f99f7be-1e9f-40aa-ab8f-094fc6d499c2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/183683/4f99f7be-1e9f-40aa-ab8f-094fc6d499c2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Go beyond your typical stay in Hillsdale

Pool

[](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America&regionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-17&d2=2026-04-17&amenities=POOL)

Pet friendly

[](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America&regionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-17&d2=2026-04-17&amenities=PETS)

Cabin

[](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America&regionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-17&d2=2026-04-17&lodging=CABIN)

Spa

[](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America&regionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-17&d2=2026-04-17&amenities=SPA_ON_SITE)

Family friendly

[](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America&regionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-17&d2=2026-04-17&travelerType=family_friendly)

Hot tub

[](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America&regionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-17&d2=2026-04-17&amenities=HOT_TUB)

Apart hotel

[](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America&regionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-17&d2=2026-04-17&lodging=APART_HOTEL)

Farm

[](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America&regionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-17&d2=2026-04-17&lodging=AGRITOURISM)

Apart­ment

[](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America&regionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-17&d2=2026-04-17&lodging=APARTMENT)

Cottage

[](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America&regionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-17&d2=2026-04-17&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Apr 1 - Apr 2](https://www.expedia.com/Hotel-Search?regionId=183683&startDate=2026-04-01&endDate=2026-04-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Apr 2 - Apr 3](https://www.expedia.com/Hotel-Search?regionId=183683&startDate=2026-04-02&endDate=2026-04-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=183683&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=183683&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Hillsdale hotels

![Lobby lounge](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/84274eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/6a569eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires Untold

[](https://www.expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

Lenox

9.0/10

Wonderful

(884 reviews)

"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Payton

$102 nightly

$114 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/77fe0507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/6761ce21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/465e60d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshire Mountain Lodge

[](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

Pittsfield

9.0/10

Wonderful

(892 reviews)

"Overall pleasant stay; great facilities, staff, and location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Casey

$130 nightly

$145 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/ed360a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/226579d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Villa, 3 Bedrooms | Iron/ironing board, free cribs/infant beds, WiFi, bed sheets](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/5aedd4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

[](https://www.expedia.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

South Lee

9.0/10

Wonderful

(860 reviews)

"Great place to enjoy with the whole family!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth

$130 nightly

$145 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/9aaa75ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/be4af91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/d60ca119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, 1 King Bed, Garden View | Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/f581b284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prospect Berkshires

[](https://www.expedia.com/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information)

Egremont

9.8/10

Exceptional

(23 reviews)

"Excellent local stay - would recommend to all"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gentian

$291 nightly

$326 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a97806ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/e88abd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/91284a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

[](https://www.expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

Pittsfield

8.0/10

Very Good

(1,000 reviews)

"Nice property. Breakfast buffet was good. Parking lot was under construction, but complimentary valet parking was offered. Friendly staff, comfortable beds.resturanton 2 nd floor was good "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

D

$114 nightly

$127 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Egyptian cotton sheets, premium bedding, memory foam beds, desk](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/7554b9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/0196c962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Dining room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/1088b9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, memory foam beds, desk](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/d22663b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Brooks Motel

[](https://www.expedia.com/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information)

Hillsdale

7.4/10

Good

(133 reviews)

"Room was clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick

$110 nightly

$123 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/b5bb1d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/w1127h1499x0y0-42ebd11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/d3489cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/ed989ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Cat Lodge

[](https://www.expedia.com/Hillsdale-Hotels-Little-Cat-Lodge.h94739508.Hotel-Information)

Copake Falls

9.4/10

Exceptional

(75 reviews)

"Nice rooms, very clean place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Padgett

$169 nightly

$189 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Hillsdale-Hotels-Little-Cat-Lodge.h94739508.Hotel-Information)

![Lake](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/e459ce18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/00c971b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/6a32b13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

[](https://www.expedia.com/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

Lee

9.2/10

Wonderful

(1,001 reviews)

"Room was spotless, staff was very kind!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ilia

$100 nightly

$112 total

Apr 23 - Apr 24

Total with taxes and fees

[](https://www.expedia.com/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/dcdd836c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/be126a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/9ac40a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

[](https://www.expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

Great Barrington

8.8/10

Excellent

(754 reviews)

"Staff was great! Clean room, parking was always available. Breakfast was great. Had a great time!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brigid

$111 nightly

$124 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3a8723ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/8cd694d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3f4a1adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Yankee, Trademark Collection by Wyndham

[](https://www.expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

Lenox

9.2/10

Wonderful

(1,002 reviews)

"Great place to stay and close to shops and restaurants will be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marie-Pascale

[](https://www.expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/9d0420c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1c5bd04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/15c993a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

[](https://www.expedia.com/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information)

Great Barrington

9.4/10

Exceptional

(776 reviews)

"Staff was lovely, everything was easy, clean and comfortable"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Helena

$144 nightly

$161 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1650f935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1d183ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking | Bathroom | Combined shower/tub, deep soaking tub, hydromassage showerhead](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/591bd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Great Barrington

[](https://www.expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

Great Barrington

8.4/10

Very Good

(1,000 reviews)

"Great location, friendly staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

$67 nightly

$75 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/a75d4cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pet-friendly](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/ee2d524f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room, 1 King Bed | Minibar, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/4b9b80d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed | Minibar, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/0f83c46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### the Alander

[](https://www.expedia.com/Copake-Hotels-The-Alander.h74111256.Hotel-Information)

Copake

9.0/10

Wonderful

(213 reviews)

"Delightful and well appointed stay! Close to so many things and very cozy."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jackie

$140 nightly

$157 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Copake-Hotels-The-Alander.h74111256.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/1f3c89c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/b86d31e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/700c0e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beekman Arms and Delamater Inn

[](https://www.expedia.com/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information)

Rhinebeck Village

8.4/10

Very Good

(857 reviews)

"Great stay as always, looking forward to returning "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lauri

$159 nightly

$180 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information)

![Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/220f6cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/83dd2b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/748b4faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Monument Mountain Motel

[](https://www.expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information)

Great Barrington

9.0/10

Wonderful

(836 reviews)

"Nice place and very reasonable for great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Raymond

$67 nightly

$74 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/6897a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/fa13e671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/3e2d816d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/94cb14a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Red Lion Inn

[](https://www.expedia.com/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

Stockbridge

8.8/10

Excellent

(1,000 reviews)

"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gary

$189 nightly

$211 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/1923ad8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, hot tub, body treatments, aromatherapy](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/7da9e2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/876a2e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/73438520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Diamond Mills Resort

[](https://www.expedia.com/Kingston-Hotels-Diamond-Mills-Hotel-Tavern.h4672738.Hotel-Information)

Saugerties

9.4/10

Exceptional

(363 reviews)

"Clean room and pretty big! Spa services were filled up and didn’t leave opening for guests. Breakfast was OK- boxed cereal, oatmeal, packaged bagel and fruit "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elana

$274 nightly

$304 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Diamond-Mills-Hotel-Tavern.h4672738.Hotel-Information)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/25fee020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/835e48b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/6d6ce66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Bedroom, Non Smoking (Room 5) | Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/2dfac34b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Granville House

[](https://www.expedia.com/Housatonic-Hotels-Granville-House.h50873824.Hotel-Information)

Housatonic

10/10

Exceptional

(97 reviews)

"Very cosy and friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dominic

$174 nightly

$194 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Housatonic-Hotels-Granville-House.h50873824.Hotel-Information)

![Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/75dbf9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/22135a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double Room, 2 Queen Beds, Courtyard View | Premium bedding, pillowtop beds, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/3d6dcf9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/51ca9ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East Rock Inn

[](https://www.expedia.com/Great-Barrington-Hotels-East-Rock-Inn.h102806911.Hotel-Information)

Great Barrington

9.4/10

Exceptional

(41 reviews)

"The room was clean and comfortable wi will back next year:) "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nadya

$122 nightly

$137 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-East-Rock-Inn.h102806911.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/6536823f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/c9e1da28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor wedding](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/8593526f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/2ff81a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mirbeau Inn & Spa

[](https://www.expedia.com/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information)

Rhinebeck Village

9.6/10

Exceptional

(315 reviews)

"Clean room, nice amenities"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maria

$472 nightly

$533 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## Stay near popular Hillsdale attractions

### Catamount Aerial Adventure Park

3.2/5 (5 reviews)

Scale New England's largest aerial adventure park with over 150 treetop challenges across nine difficulty levels. Glide between zip lines and navigate bridges while surrounded by serene forest scenery. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532664791)

### Copake Lake

This glacial lake in the Hudson Valley offers pristine waters for boating, fishing, and swimming year-round. Enjoy serene morning kayaking or lively afternoons of water skiing surrounded by picturesque natural scenery. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=876920089589612544)

### Hillsdale Town Hall

This historic former library now serves as Hillsdale's administrative center with distinctive slate-shingled roof and Ionic columns. Visit during town board meetings to experience local governance. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=876920526210342912)

### Community Library

The Roeliff Jansen Community Library serves as a vital cultural hub for Hillsdale, Copake, and Ancram communities. Visitors enjoy book clubs, writing groups, and educational workshops in its welcoming atmosphere. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=876920986224852992)

### Mosquito Island

Commune with nature and explore the great outdoors at Mosquito Island during your travels in Copake Lake. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=876920450731741184)

## Learn more about Hillsdale

Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.

[See all hotels in Hillsdale](https://www.expedia.com/Hotel-Search?startDate=2026-04-15&endDate=2026-04-16&adults=2&regionId=183683)

![Red and Green Norway Maple Trees and Wood Fence](https://images.trvl-media.com/place/183683/4f99f7be-1e9f-40aa-ab8f-094fc6d499c2.jpg?impolicy=fcrop&w=900&h=601&p=1&q=high)

## Top Hillsdale Hotel Reviews

![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"This was a very nice stay. The gentleman that checked us in was friendly, funny, knowledgeable and very welcoming. "

[](https://expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27_y.jpg)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent

"this has been absolutely amazing and incredible for incredibly difficult time for our family because of family medical emergency. everyone has been so amazing and beautiful and healing for our loved ones and we are grateful to be close to then"

[](https://expedia.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Clean, quiet, spacious, comfortable, and lovely furnishings! It was a very relaxing overnight."

[](https://expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg)

### Quality Inn Great Barrington

8/10 Good

"The Quality Inn in Great Barrington is a good value play. The room we had was clean; the staff was friendly and knowledgeable; and the heating was welcomed on this March day. Breakfast was a weak point, but the coffee was good and available throughout the day. And yes, I would stay there again. "

[](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb_y.jpg)

### Berkshires Untold

10/10 Excellent

"Easy check-in, secure and clean"

[](https://expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17_y.jpg)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Breakfast is excellent, quiet place is peaceful you can relax really well it has an Indian cuisine restaurant inside also a bar the restaurant is excellent all you request they will do it as long that they have it they will do everything is excellent to this In. Friendly staff."

[](https://expedia.com/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

![voco James Newbury Hudson Valley by IHG](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/c531473a_y.jpg)

### voco James Newbury Hudson Valley by IHG

10/10 Excellent

"Beautiful property, friendly staff. Definitely will be back!!"

[](https://expedia.com/Coxsackie-Hotels-James-Newbury-Hotel.h94292624.Hotel-Information)

![Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129_y.jpg)

### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Just got back from a weekend at a postcard cabin in the Catskills and honestly… it was such a beautiful experience. The cabin itself was EVERYTHING I needed peaceful, cozy, and surrounded by nature. Waking up to the quiet, fresh air, and just unplugging from everything felt so refreshing. It really gave that perfect escape-from-the-city vibe. The design was super cute and minimal, and everything felt intentional and relaxing. Definitely a place to reset your mind, especially for a romantic getaway or even a solo recharge. The only small downside was that the pillow sheets didn’t seem completely clean, which threw me off a bit. It wasn’t a huge issue, but definitely something I think could be improved to make the stay feel 100% comfortable. Overall though, I would still say the experience was amazing and I’d go back again just hoping for a little more attention to detail next time. "

[](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"OK, the hotel needs updating, but the staff was so friendly and helpful it didn't even matter. We parked our car, walked everywhere, 2 min to the Colonial theater! Insider tip, if you buy a breakfast tix from the front desk it's less $ than paying at the restaurant. "

[](https://expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

## More cheap stays in Hillsdale

![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn Great Barrington

372 Main Street Great Barrington MA

$67 nightly

$75 total

Apr 15 - Apr 16

Total with taxes and fees

8.4/10 Very Good! (1,000 reviews)

[](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Holiday Inn Express Hotel & Suites West Coxsackie by IHG](https://images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/7da8749e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Holiday Inn Express Hotel & Suites West Coxsackie by IHG

12740 State Route 9 W West Coxsackie NY

$95 nightly

$103 total

Apr 5 - Apr 6

Total with taxes and fees

8.4/10 Very Good! (1,000 reviews)

[](https://expedia.com/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.Hotel-Information)

![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA

$111 nightly

$124 total

Apr 9 - Apr 10

Total with taxes and fees

8.8/10 Excellent! (754 reviews)

[](https://expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2777 ROUTE 32 Saugerties NY

$123 nightly

$138 total

Apr 6 - Apr 7

Total with taxes and fees

8.8/10 Excellent! (732 reviews)

[](https://expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information)

![Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

282 Cairo Junction Rd Catskill NY

$179 nightly

$193 total

Apr 13 - Apr 14

Total with taxes and fees

9.6/10 Exceptional! (186 reviews)

[](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

[Get rates](https://expedia.com/Hotel-Search?startDate=4%2F15%2F2026&endDate=4%2F16%2F2026&selected=54944&PinnedHotelID=54944&HadPinnedHotel=true&regionId=183683)

9.2/10 Wonderful! (1,002 reviews)

[](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

## Hotels in Hillsdale with star-rating

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

16 properties

[](https://expedia.com/4Star-Hillsdale-Hotels.s40-0-d183683.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

178 properties

[](https://expedia.com/3Star-Hillsdale-Hotels.s30-0-d183683.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

176 properties

[](https://expedia.com/2Star-Hillsdale-Hotels.s20-0-d183683.Travel-Guide-Filter-Hotels)

## Find out more about Hillsdale

### Top reasons to visit Hillsdale

- **Outdoor Adventure:**  Hillsdale is perfect for skiing, hiking, and exploring beautiful national parks and lakes.
- **Thrilling Activities:**  Experience zip line adventures for an adrenaline rush amidst stunning scenery.
- **Serene Wellness Retreats:**  Enjoy relaxation and rejuvenation at local wellness retreats surrounded by nature.
- **Charming Accommodations:**  Stay at cozy bed & breakfasts and agritourism properties with warm hospitality.
- **Family-Friendly Atmosphere:**  Hillsdale offers picnic spots and activities ideal for families and couples.

### Find great hotels near Hillsdale

Discover the charming accommodations in Hillsdale, New York, where a blend of agritourism properties and cozy bed & breakfasts await. Perfect for families and adventure seekers, you'll find pet-friendly options and warm hospitality at places like the Hillsdale House Inn and Brooks Motel. Whether you're seeking a relaxing retreat or an active getaway, Hillsdale offers a variety of lodging to make your stay memorable.

- **[Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: ](https://www.expedia.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)** Nestled in the scenic Berkshires, about 14 miles from Hillsdale, this 3.5-star resort boasts a remarkable guest rating of 9.0\. It’s perfect for families seeking a memorable vacation experience, complete with ski access and a variety of child-friendly amenities. Guests can enjoy an on-site mini-golf course, arcade game room, and a playground designed for children. The resort's cozy accommodations and inviting atmosphere make it an ideal choice for those looking to unwind after a day of skiing or exploring the beautiful surroundings.
- **[Quality Inn Great Barrington: ](https://www.expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)** A budget-friendly option located just 8 miles from Hillsdale, the Quality Inn Great Barrington offers an excellent guest rating of 8.4\. This hotel is a great fit for adventurous travelers and business guests alike, providing easy access to outdoor activities such as hiking, biking, and various winter sports. With ski rentals and lessons available nearby, you can easily dive into the region's outdoor offerings. The friendly staff and comfortable accommodations ensure a pleasant stay for all guests.
- **[Holiday Inn Express Hotel & Suites Great Barrington by IHG: ](https://www.expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)** Situated 9 miles from Hillsdale, this budget-friendly hotel has a solid guest rating of 8.8\. Ideal for business travelers, the Holiday Inn Express Hotel & Suites combines convenience with comfort. Guests will appreciate the modern amenities and complimentary breakfast that kick-starts your day. This hotel’s strategic location enables easy access to nearby business districts and local attractions, making it a smart choice for those on the go.

### Where to stay near Hillsdale

Hillsdale, New York, offers a perfect blend of outdoor adventure and serene relaxation. Visitors can enjoy skiing and exploring the scenic views of the surrounding areas. Nearby attractions provide a friendly atmosphere ideal for families and couples alike, with plenty of picnic spots to unwind. Don't miss the charming Hillsdale College, which adds to the area's character. Whether you're seeking adventure or a peaceful getaway, Hillsdale has something for everyone.

- **[Great Barrington: ](https://www.expedia.com/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)** Situated 8 miles from Hillsdale, Great Barrington is a vibrant city that attracts visitors year-round. However, the peak travel season falls between June and August. Known for its exceptional outdoor activities, Great Barrington is a haven for adventure seekers, particularly those interested in skiing and sports. The area boasts stunning landscapes, with nearby lakes and mountains, making it perfect for both relaxation and recreation. Don’t miss the chance to explore the local ski resorts and take in the natural beauty of the surrounding national state park.
- **[Craryville: ](https://www.expedia.com/Craryville-Hotels.d6354169.Travel-Guide-Hotels)** Located just 3 miles from Hillsdale, Craryville is a charming city that offers a moderately seasonal travel experience, with visitor numbers peaking throughout the year. Outdoor enthusiasts flock here for its adventure and skiing opportunities. The ski fields and resorts are popular attractions, drawing in those eager for winter sports. Craryville is surrounded by picturesque lakes and mountains, providing plenty of options for hiking and exploring the great outdoors. Its proximity to national state parks ensures visitors can soak in the beauty of nature while enjoying various recreational activities.
- **[Copake: ](https://www.expedia.com/Copake-Hotels.d553248635975870705.Travel-Guide-Hotels)** About 5 miles from Hillsdale, Copake is a delightful city that experiences a diverse flow of visitors throughout the year, with peak travel times in March to April and July. It is known for its outdoor and adventure experiences, particularly skiing. With ski resorts and fields at your fingertips, Copake is ideal for those looking to hit the slopes. The area is also home to beautiful lakes and mountains, making it a great spot for hiking and sightseeing. Explore the nearby national state park to truly appreciate the natural wonders that Copake has to offer.

### Things to do in Hillsdale

Hillsdale, New York, is an ideal destination for outdoor enthusiasts, offering a range of activities such as skiing at local resorts and exploring scenic ski fields. Visitors can also enjoy wellness retreats for relaxation and rejuvenation, as well as thrilling zip line adventures for an adrenaline rush. Whether you're hitting the slopes or seeking relaxation, Hillsdale provides a perfect blend of adventure and tranquility.

**Shopping**

In Hillsdale, you can find charming local shops offering unique gifts and souvenirs. If you're up for a drive, visit the Great Barrington Plaza, about 12 miles away, for a variety of retail stores and boutiques. The Hudson Valley Antique Center is also worth the trip for vintage finds.

**Recreation**

Explore the tranquil setting of the Hillsdale Wellness Center, where you can enjoy yoga classes and holistic therapies. For outdoor fun, visit nearby Bash Bish Falls State Park for hiking, offering scenic views and a refreshing escape into nature.

**Adventure**

In Hillsdale, explore the scenic trails of the Catamount Ski Area for hiking and mountain biking, offering breathtaking views. Experience exhilarating zip-lining adventures at the nearby Catamount Adventure Park, perfect for thrill-seekers looking to soar through the treetops amidst stunning landscapes.

**Nightlife**

The nightlife in Hillsdale offers cozy spots like The Hillsdale Tavern for a laid-back vibe. For something more lively, check out nearby bars featuring live music and dancing. Enjoy a relaxed evening with friends, savoring local brews and the friendly atmosphere that Hillsdale has to offer.

\*Distances are measured in a straight line; actual driving distances may vary depending on the route.

### Booking tips and Expedia advantages for Hillsdale

- **The most and least expensive months on average to stay in a hotel:**  The cheapest months to stay in Hillsdale are January and March to April, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
- **The most and least expensive days on average to stay in a hotel:**  The least expensive day to stay in Hillsdale is Tuesday. The most expensive day to stay in Hillsdale is Saturday.
- **Find cheap hotels on Expedia:**  Expedia's search tool makes it easy to choose your budget, preferred location, and additional preferences. You can arrange your search results to display hotels from the lowest to the highest price, ensuring you find the most affordable options first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels that are available for booking.
- **Consider bundling your trip:**  You can save money by combining your hotel stay in Hillsdale with your flights and activities by choosing an Expedia package.

### Find the best attractions near Hillsdale

Hillsdale, New York, is perfect for outdoor enthusiasts seeking adventure and culture. Visitors can enjoy skiing and various outdoor activities in stunning natural settings, including national parks, nature reserves, and beautiful lakes. Whether you're looking for thrilling adventures or a peaceful retreat, Hillsdale offers a variety of attractions that cater to all types of travelers eager to explore the great outdoors.

- **[National Shrine of the Divine Mercy: ](https://www.expedia.com/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)** Experience a serene atmosphere at this spiritual haven located 13 miles from Hillsdale. The shrine features beautiful architecture and tranquil gardens, inviting visitors to reflect and meditate amidst its cultural significance.
- **[Norman Rockwell Museum: ](https://www.expedia.com/Norman-Rockwell-Museum-Hotels.0-l6091839-0.Travel-Guide-Filter-Hotels)** Situated 12 miles away, this museum showcases the iconic works of artist Norman Rockwell. Explore his timeless illustrations that capture the essence of American life, complemented by engaging exhibits that provide insight into his creative process.
- **[Taconic State Park: ](https://www.expedia.com/Taconic-State-Park-Hotels.0-l553248621532664790-0.Travel-Guide-Filter-Hotels)** Just 4 miles from Hillsdale, this stunning park offers breathtaking scenery and outdoor adventures. Enjoy hiking, picnicking, or simply soaking in the natural beauty of the Hudson Valley, making it ideal for nature lovers and thrill-seekers alike.

### Best time to go to Hillsdale

The best time to visit Hillsdale can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Hillsdale falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Hillsdale falls in January, visitor numbers are slightly high and weather is mostly cloudy with light rain. 

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- |
| January                                                                                                          | 25.0°F (-3.9°C)                                                                                                      | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Slightly High                                                                                                  | Slightly Low                                                                                                  |
| February                                                                                                         | 26.6°F (-3.0°C)                                                                                                      | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Slightly High                                                                                                  | Average                                                                                                       |
| March                                                                                                            | 34.5°F (1.4°C)                                                                                                       | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Slightly Low                                                                                                   | Slightly Low                                                                                                  |
| April                                                                                                            | 46.2°F (7.9°C)                                                                                                       | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Average                                                                                                        | Slightly Low                                                                                                  |
| May                                                                                                              | 57.9°F (14.4°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| June                                                                                                             | 65.7°F (18.7°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| July                                                                                                             | 72.0°F (22.2°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Slightly High                                                                                                 |
| August                                                                                                           | 70.0°F (21.1°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| September                                                                                                        | 62.8°F (17.1°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| October                                                                                                          | 51.6°F (10.9°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Slightly High                                                                                                 |
| November                                                                                                         | 39.4°F (4.1°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| December                                                                                                         | 31.3°F (-0.4°C)                                                                                                      | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Slightly Low                                                                                                   | Average                                                                                                       |

### The nearest major airports for your trip to Hillsdale

When planning your trip to Hillsdale, New York, you have several airport options. Bradley International Airport ([BDL](https://www.expedia.com/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)) in Hartford, CT, is 46 miles away, with nearby hotels like the [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.com/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), just 1 mile from the airport. [ALB](https://www.expedia.com/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)any International Airport (ALB) is 42 miles from Hillsdale, featuring hotels such as [The Landing Hotel at Rivers Casino & Resort](https://www.expedia.com/Albany-Hotels-The-Landing-Hotel-At-Rivers-Casino-Resort.h19093277.Hotel-Information), located 8 miles from the airport. For those considering White Plains, NY ([HPN](https://www.expedia.com/Westchester-County-Airport-Hotels.0-aHPN-0.Travel-Guide-Filter-Hotels)), located 77 miles away, hotels like [The Opus Westchester](https://www.expedia.com/White-Plains-Hotels-The-Opus-Westchester.h1789323.Hotel-Information) offer convenient airport shuttle services. Each airport provides various accommodation options to ensure a comfortable stay during your visit.

## Frequently asked questions

### What is the best area to stay in Hillsdale?

> This area is the heart of Hillsdale, offering easy access to local establishments and a pleasant, walkable environment. You'll find a few charming shops, cafes, and restaurants concentrated along these main roads. It provides a convenient base to explore the surrounding natural beauty and nearby towns.
> 
>   
> Couples looking for a peaceful getaway will appreciate the village center's relaxed pace and access to local dining. It's an ideal spot for those who enjoy strolling through a small town and finding unique local treasures.
> 
>   
> For travelers interested in outdoor activities, staying near the village center puts you within a short drive of hiking trails, nature preserves, and scenic drives.

### What are the best hotels in Hillsdale that travelers recommend?

> The Brooks Motel has a 7.6 rating and is praised by guests for its super comfy and clean beds, modern and clean rooms, and excellent customer service. This motel offers premium bedding, air conditioning, and fireplaces in the rooms. For those interested in winter sports, it's conveniently located near a ski area, with opportunities for cross-country skiing, downhill skiing, and access to ski lifts and runs. Additionally, it is just 1.2 miles from Catamount Aerial Adventure Park.

### What are the top pet-friendly hotels in Hillsdale?

> The Brooks Motel has a 7.6 rating and is a convenient option for travelers with dogs, as it offers a Dogs Only policy and allows pets to stay free. Guests frequently mention the super comfy and clean beds, as well as the modern and clean rooms. The customer service also receives excellent remarks. Additionally, it is located just 1.2 miles from Catamount Aerial Adventure Park and is convenient for those interested in various skiing activities, including downhill, cross-country, and ski lifts. See more [pet-friendly hotels in Hillsdale](https://www.expedia.com/Hillsdale-Hotels-Pet-Friendly-Hotel.0-0-d183683-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)

### What are the best budget hotels in Hillsdale?

> This motel has a 7.6 rating and is often praised for its super comfy and clean beds, as well as its modern and clean rooms. Guests consistently highlight the excellent customer service. Key amenities include free WiFi and complimentary self-parking. For those interested in winter sports, the motel is conveniently located near various ski areas, including cross-country, downhill, and ski lifts. View all [budget hotels in Hillsdale](https://www.expedia.com/Hillsdale-Hotels-Cheap-Hotels.0-0-d183683-tCheapHotels.Travel-Guide-Filter-Hotels)

### What are the best hotels in Hillsdale near Catamount Aerial Adventure Park?

> The Brooks Motel has a 7.6 rating and is conveniently located just 1.2 miles from Catamount Aerial Adventure Park. Guests often highlight the super comfy and clean beds, the modern and clean rooms, and the excellent customer service. This hotel offers free WiFi, free self-parking, and allows pets to stay free. It is also well-suited for those interested in skiing, with nearby access to ski areas, cross-country, downhill, ski lifts, and ski runs.

### When is the best time to go to Hillsdale?

> Summer in Hillsdale offers warm, sunny days, great for exploring the local hiking trails, swimming in nearby lakes, or visiting farmers' markets. The area thrives with outdoor events and opportunities to enjoy the natural beauty of the Berkshire foothills. Couples will find this period ideal for scenic drives, winery visits, and dining al fresco.
> 
>   
> The fall season transforms Hillsdale into a picturesque landscape of vibrant colors, making it an excellent time for those who appreciate natural scenery and photography. The cooler temperatures are comfortable for exploring antique shops and art galleries, and many local farms offer apple picking and pumpkin patches.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Hillsdale hotel booking with Expedia?

> \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

### How much is the nightly rate at a Hillsdale hotel?

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