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=2026-04-04&d1=2026-04-04&endDate=2026-04-06&d2=2026-04-06&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=2026-04-04&d1=2026-04-04&endDate=2026-04-06&d2=2026-04-06&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=2026-04-04&d1=2026-04-04&endDate=2026-04-06&d2=2026-04-06&lodging=CABIN)

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=2026-04-04&d1=2026-04-04&endDate=2026-04-06&d2=2026-04-06&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=2026-04-04&d1=2026-04-04&endDate=2026-04-06&d2=2026-04-06&amenities=HOT_TUB)

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=2026-04-04&d1=2026-04-04&endDate=2026-04-06&d2=2026-04-06&amenities=SPA_ON_SITE)

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=2026-04-04&d1=2026-04-04&endDate=2026-04-06&d2=2026-04-06&lodging=AGRITOURISM)

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=2026-04-04&d1=2026-04-04&endDate=2026-04-06&d2=2026-04-06&lodging=COTTAGE)

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=2026-04-04&d1=2026-04-04&endDate=2026-04-06&d2=2026-04-06&lodging=APARTMENT)

## Check prices for these dates

Tonight

[Mar 21 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=183683&startDate=2026-03-21&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 22 - Mar 23](https://www.expedia.com/Hotel-Search?regionId=183683&startDate=2026-03-22&endDate=2026-03-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=183683&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[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)

## Our top choices for Hillsdale hotels

![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)

![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)

![House | Living area | 28-inch LED TV with digital channels](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/572e680f.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)

### The Brooks Motel

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

Hillsdale

7.4/10

Good

(133 reviews)

"The room is clean, exactly how you see it in the picture. Staff is very responsive, we enjoyed our stay and will definitely consider staying there again. "

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

Michael

$114 nightly

$128 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Hillsdale-Hotels-Hilldale-Motel.h96999590.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/a1ad800b.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)

![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/44ab9667.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

(834 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

Mar 22 - Mar 23

Total with taxes and fees

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

![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/83c805e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/90dd9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Berkshire Hills Inn & Suites

[](https://www.expedia.com/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

Pittsfield

8.6/10

Excellent

(1,000 reviews)

"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "

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

Kristina

$107 nightly

$119 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/2558ee66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/390a52f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/56630735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/cdf64ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pleasant Valley Motel West Stockbridge

[](https://www.expedia.com/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.Hotel-Information)

West Stockbridge

6.8/10

(1,000 reviews)

"Priced very reasonably and the room was clean and comfy!"

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

Wayne

$58 nightly

$64 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/eb59c690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/e46ce1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/87fd867b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Catskill

9.6/10

Exceptional

(176 reviews)

"I just love this place, this was my second time and ofc I will be back"

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

JANYRA

$159 nightly

$172 total

Mar 23 - Mar 24

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9c157bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9fc87fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/30ceb892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/b28516d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Locust Tree Bed and Breakfast LLC

[](https://www.expedia.com/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information)

East Canaan

9.0/10

Wonderful

(415 reviews)

"Great breakfast! Had a wonderful stay!"

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

Michelle

$105 nightly

$121 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information)

![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)

![Breakfast, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/4a1ad790.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

(878 reviews)

"Beautiful little quaint hotel. I will definitely be returning"

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

Erin

$78 nightly

$87 total

Mar 29 - Mar 30

Total with taxes and fees

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

![Lobby lounge](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/251da7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/b38994ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom | Premium bedding, down comforters, pillowtop beds, individually furnished](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/3908437c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/754813dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Element Lenox Berkshires

[](https://www.expedia.com/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information)

Lenox

9.8/10

Exceptional

(23 reviews)

"Friendly staff, beautiful interiors."

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

Izabela

$139 nightly

$155 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/47150b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/c24971a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/a831aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Lee - Lenox South

[](https://www.expedia.com/Lee-Hotels-Quality-Inn.h459706.Hotel-Information)

Lee

8.4/10

Very Good

(1,000 reviews)

"Cleanliness, staff courtesy, breakfast."

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

Chris

$76 nightly

$85 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Lee-Hotels-Quality-Inn.h459706.Hotel-Information)

![Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/dc8b3c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/0959b7d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/83c74984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/b5703a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Changing Times Boutique Country Lodging 

[](https://www.expedia.com/Craryville-Hotels-Changing-Times-Boutique-Country-BB.h19185424.Hotel-Information)

Craryville

10/10

Exceptional

(113 reviews)

"Great experience, looking forward to staying again."

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

Greg

$150 nightly

$168 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Craryville-Hotels-Changing-Times-Boutique-Country-BB.h19185424.Hotel-Information)

![In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms, Non Smoking | In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/723a5f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Non Smoking | In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/a393dfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/c5a54031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Great Barrington Berkshires

[](https://www.expedia.com/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information)

Great Barrington

7.6/10

Good

(574 reviews)

"Excellent location!!"

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

Abdul Samad

$75 nightly

$84 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information)

![Double Room | Individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/b3935f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/9a417e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/63dfffc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/65793401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Berkshire Mountain Inn

[](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information)

Great Barrington

10/10

Exceptional

(2 reviews)

$150 nightly

$168 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/bd464bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/da9c984e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/1ddd342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/2cdc8bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Saugerties

[](https://www.expedia.com/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information)

Saugerties

7.6/10

Good

(1,001 reviews)

"The room was very clean. The staff is excellent check-in was easy and the restaurant Abby’s attached to the hotel is very reasonably priced and the food is outstanding old school Salid bar ."

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

Richard

$89 nightly

$100 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/d9527fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds | Iron/ironing board, cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/3aa4f089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/8669006c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/9e0f1b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chatham Travel Lodge

[](https://www.expedia.com/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information)

Old Chatham

7.8/10

Good

(218 reviews)

"Great friendly personable person at the front desk!!"

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

Carolyn

$96 nightly

$108 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.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)

![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)

![Premier Room, 1 King Bed, Non Smoking, No Children Allowed | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/dbcc78d8.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

(1,000 reviews)

"Easy check-in; accommodating staff; clean room. Convenient but also quiet location."

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

Nathaniel

$88 nightly

$99 total

Mar 23 - Mar 24

Total with taxes and fees

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

![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/8e50ee57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, Private Bathroom (Garden - Pets Allowed) | Miscellaneous](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/c68ae4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment, Private Bathroom (Greylock - No Pets) | 1 bedroom](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/9aba043f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, Private Bathroom (Honeymoon - Pets Allowed) | 1 bedroom](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/7ac0f2b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shaker Mill Inn

[](https://www.expedia.com/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information)

West Stockbridge

9.6/10

Exceptional

(446 reviews)

"Had everything we needed. Very thoughtful touches. "

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

Mark

$105 nightly

$116 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/6761ce21.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

(883 reviews)

"Very comfortable and very close to ski slope and restaurants"

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

Frederick

$108 nightly

$120 total

Apr 19 - Apr 20

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/279dc540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/6fb451ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Queen Bed, Mobility Accessible | Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/9c5d1ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/ef9bad04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Little Lion

[](https://www.expedia.com/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information)

Great Barrington

8.6/10

Excellent

(555 reviews)

"Clean … check in , good location for us .. we’ll be back in Maynn"

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

Kathleen

$110 nightly

$123 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.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 | 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)

![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 | 1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/f25ff27c.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)

"Clean, breakfast was a nice option before heading to Butternut mountain nearby "

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

Kristin

$67 nightly

$75 total

Apr 5 - Apr 6

Total with taxes and fees

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

![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/143186d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/f060dba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Wilder House Berkshires Room 1 | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/aa99cb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/0603c149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wilder House Berkshires

[](https://www.expedia.com/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.Hotel-Information)

Sheffield

9.8/10

Exceptional

(43 reviews)

"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "

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

Kristinna

$148 nightly

$166 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-04&endDate=2026-04-05&regionId=183683&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Stay near popular Hillsdale attractions

### Catamount Aerial Adventure Park

3.0/5 (2 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=2026-04-04&endDate=2026-04-05&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

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

### Berkshires Untold

10/10 Excellent

"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."

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

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

### Berkshire Mountain Lodge

10/10 Excellent

"We had a great time here. It is convenient spot and right next to the slopes. You have your own kitchen and separate bedroom. The hot tub (outside) and heated pool was a plus. We would definitely come back to this place. "

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

![Howard Johnson by Wyndham Saugerties](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/bd464bb9_y.jpg)

### Howard Johnson by Wyndham Saugerties

8/10 Good

"There is no longer a coffee maker in the room. There is one in the lobby ... which is good, but requires one to dress and go out to get morning coffee. The place is clean and well maintained."

[](https://expedia.com/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.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

2/10 Terrible

"Not great, parking lot view. Over charged me for deposit. I’m still waiting for my deposit back. "

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

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

10/10 Excellent

"The room was clean and the breakfast was very good. The staff was friendly and helpful. "

[](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)

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

10/10 Excellent

"Perfect"

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

6/10 Okay

"rooms have a weird smell, if the hotel is empty"

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

![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5_y.jpg)

### Hotel On North

10/10 Excellent

"The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return. "

[](https://expedia.com/Pittsfield-Hotels-Hotel-On-North.h10246103.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

"yes"

[](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 5 - Apr 6

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)

![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

$88 nightly

$99 total

Mar 23 - Mar 24

Total with taxes and fees

9.2/10 Wonderful! (1,000 reviews)

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

$102 nightly

$110 total

Apr 12 - Apr 13

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

$107 nightly

$120 total

Mar 30 - Mar 31

Total with taxes and fees

8.8/10 Excellent! (744 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

$119 nightly

$133 total

Mar 29 - Mar 30

Total with taxes and fees

8.8/10 Excellent! (728 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

$159 nightly

$172 total

Mar 23 - Mar 24

Total with taxes and fees

9.6/10 Exceptional! (176 reviews)

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