Title: Top 10 Hotels in Winchester, NH from $89 - Competitive Prices | Expedia.com

[Winchester Travel Guide](https://expedia.com/Winchester.dx3000447144)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d3000447144.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d3000447144.Travel-Guide-Flights)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d3000447144.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d3000447144.Destination-Travel-Guides)

![Winchester, New Hampshire in winter ](https://images.trvl-media.com/place/3000447144/3e6a6279-072b-4adb-98ce-884d4d6659f9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/3000447144/3e6a6279-072b-4adb-98ce-884d4d6659f9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Go beyond your typical stay in Winchester

Pool

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America&regionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&amenities=POOL)

Hot tub

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America&regionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&amenities=HOT_TUB)

Pet-friendly

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America&regionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&amenities=PETS)

Great for families

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America&regionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&travelerType=family_friendly)

Apart­ment

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America&regionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America&regionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&lodging=COTTAGE)

Chalet

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America&regionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&lodging=CHALET)

## Check prices for these dates

Tonight

[Feb 11 - Feb 12](https://www.expedia.com/Hotel-Search?regionId=3000447144&startDate=2026-02-11&endDate=2026-02-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 12 - Feb 13](https://www.expedia.com/Hotel-Search?regionId=3000447144&startDate=2026-02-12&endDate=2026-02-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=3000447144&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=3000447144&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester hotels

![Front of property](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/1221c604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Chalet | Terrace/patio](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/5b84c00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Chalet | 2 bedrooms, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/6c062779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch Smart TV with cable channels, TV, fireplace](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/cfeba99c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vikings Villages Resort

[](https://www.expedia.com/Brattleboro-Hotels-Vikings-Villages.h92078509.Hotel-Information)

Guilford

10/10

Exceptional

(163 reviews)

"It was wonderful & staff was great! I loved staying here!"

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

Leticia

$142 nightly

$155 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-Vikings-Villages.h92078509.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4580000/4570100/4570044/5cfd9172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4580000/4570100/4570044/e940457b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/5000000/4580000/4570100/4570044/35f23d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard view](https://images.trvl-media.com/lodging/5000000/4580000/4570100/4570044/15d3021c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn At Crumpin Fox

[](https://www.expedia.com/Bernardston-Hotels-The-Inn-At-Crumpin-Fox.h4570044.Hotel-Information)

Bernardston

9.2/10

Wonderful

(352 reviews)

"Staff very accomodating when we needed to check in very early"

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

Bill

$141 nightly

$158 total

Feb 13 - Feb 14

Total with taxes and fees

[](https://www.expedia.com/Bernardston-Hotels-The-Inn-At-Crumpin-Fox.h4570044.Hotel-Information)

![Room 4 | Hypo-allergenic bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/22815dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/81dd974d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/4bee0dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception hall](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/7fbb1dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Colonel Williams Inn

[](https://www.expedia.com/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.Hotel-Information)

Brattleboro

9.8/10

Exceptional

(344 reviews)

"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."

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

Sahand

$150 nightly

$166 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/59abbcdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/f8844d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking | In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/f0fdbfec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/95e5b046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Keene Elm City Hotel, an Ascend Collection Hotel

[](https://www.expedia.com/Keene-Hotels-Holiday-Inn-Express-Keene.h14439.Hotel-Information)

Keene

8.4/10

Very Good

(982 reviews)

"Staff were great place was clean and nice. "

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

Alex

$119 nightly

$129 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Keene-Hotels-Holiday-Inn-Express-Keene.h14439.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/b02dfcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/c8b24996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/fdc80b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/0bc486c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blooming Inn

[](https://www.expedia.com/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information)

Shelburne Falls

9.2/10

Wonderful

(130 reviews)

"Beautiful comfortable home with many thoughtful touches"

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

Rachel

$143 nightly

$154 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578971/b6d65569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578971/34f36e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578971/efe7a33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578971/4c68c022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The One Cat B&B

[](https://www.expedia.com/Brattleboro-Hotels-The-One-Cat-BB.h13578971.Hotel-Information)

Brattleboro

9.6/10

Exceptional

(78 reviews)

"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"

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

Cara

$146 nightly

$161 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-The-One-Cat-BB.h13578971.Hotel-Information)

![Land view from property](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1023h453x0y0-571ad601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1025h684x0y3-22b2c22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/ea836d50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, garden views ](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/24332bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Columns Inn

[](https://www.expedia.com/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information)

Newfane

9.8/10

Exceptional

(21 reviews)

"Everything was great 👍 I will stay there again and highly recommend to others "

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

Linda

$129 nightly

$141 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/a0cdde49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room | Private kitchenette | Mini-fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/b9a1accb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/02cc9efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, 1 Queen Bed | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/5e1ddcf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Burrell House

[](https://www.expedia.com/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information)

Keene

9.6/10

Exceptional

(156 reviews)

"The building and room were very nice. The location is great, very walkable to the center of town. "

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

Rochelle

$159 nightly

$172 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information)

![Standard Room, 2 Queen Beds, Refrigerator & Microwave | Desk, iron/ironing board, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/acae342c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/8319d109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/3973f8d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/a238c10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Putney Inn

[](https://www.expedia.com/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

Putney

8.4/10

Very Good

(1,000 reviews)

"perfect room, very clean and friendly staff"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Marc-André

$80 nightly

$89 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/df603ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/d8604c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/f54cc2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/b858846d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Carriage Barn Inn

[](https://www.expedia.com/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information)

Keene

9.6/10

Exceptional

(167 reviews)

"Very helpful and welcoming host. "

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

Bruce

$168 nightly

$183 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/44065a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/1eab968f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/81424597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/f2da8de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Brattleboro

[](https://www.expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

Brattleboro

8.2/10

Very Good

(942 reviews)

"Good breakfast, great staff and very good location "

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

Valdeci

$114 nightly

$125 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/f71e05d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/7bbf2ddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/39253ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/9e4b70fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Keene NH

[](https://www.expedia.com/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information)

Keene

7.0/10

Good

(1,002 reviews)

"Checkin was quick. I like the pre-check in process."

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

Anthony

$99 nightly

$108 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information)

![Breakfast area](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/10a69b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room, 2 Double Beds, Refrigerator & Microwave | Individually decorated, individually furnished, desk, blackout drapes](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/a5ea8fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/41382b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Covered Bridge Inn

[](https://www.expedia.com/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information)

Brattleboro

7.6/10

Good

(1,000 reviews)

"Easy check in and good parking"

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

nicholas

$79 nightly

$87 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e4ae1b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/2e815906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/eaeba6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Colonial Hotel

[](https://www.expedia.com/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information)

Gardner

8.8/10

Excellent

(1,010 reviews)

"Well-kept hotel with a great restaurant."

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

Adam

$160 nightly

$179 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/322811f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/776c9b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/54d53274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Brattleboro I-91

[](https://www.expedia.com/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

Brattleboro

8.6/10

Excellent

(760 reviews)

"The room was clean and the staff was wonderful"

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

Julianne

$123 nightly

$135 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-baca4e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2557x3y3-db499e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Keene Hotel

[](https://www.expedia.com/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)

Keene

8.4/10

Very Good

(1,000 reviews)

"Great stay pool was very nice"

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

Patrick

$139 nightly

$151 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/6a4870a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 Queen Bed, Private Bathroom (Wisteria Room) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/4e79f11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/56f95948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/8a97a85f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Maguire House Bed & Breakfast

[](https://www.expedia.com/Leominster-Hotels-The-Maguire-House-Bed-Breakfast.h2205666.Hotel-Information)

Ashburnham

10/10

Exceptional

(36 reviews)

"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "

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

Ranjit

$264 nightly

$264 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Leominster-Hotels-The-Maguire-House-Bed-Breakfast.h2205666.Hotel-Information)

![BBQ/picnic area](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/94272c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/5d62062a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/757a6ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Guesthouse B | Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/4298e900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverhouse by Weekender (Formerly Jack Daniels Inn)

[](https://www.expedia.com/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information)

Peterborough

9.4/10

Exceptional

(445 reviews)

"Room was clean, spacious and staff was pleasant. "

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

Susan

$149 nightly

$162 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/05d203e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/1bf7bbfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room | Blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/e3bf7119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/2641a6a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Black Mountain Inn

[](https://www.expedia.com/Brattleboro-Hotels-Black-Mountain-Inn.h8804.Hotel-Information)

Brattleboro

7.4/10

Good

(482 reviews)

"Instant check-in and check-out Very responsive and friendly staff. Clean and well maintained. Everything you need is provided. The room is spacious, and the beds are comfortable."

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

Olga

$108 nightly

$118 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-Black-Mountain-Inn.h8804.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/50bc8764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/5315fd15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/3b38e982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/058b0dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Brattleboro by IHG

[](https://www.expedia.com/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.Hotel-Information)

Brattleboro

8.8/10

Excellent

(1,002 reviews)

"Very clean room and super friendly staff!"

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

Joanne

$152 nightly

$167 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.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 Winchester attractions

### New England Sweetwater Farm & Distillery

This rustic distillery crafts award-winning spirits using locally sourced ingredients. Sample their unique vodkas and whiskeys while learning about the distillation process in a warm space adorned with reclaimed wood. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=934551452230144000)

### Barden State Wildlife Management Area

This serene wildlife reserve in New Hampshire offers undisturbed natural landscapes for wildlife observation. Bring binoculars for spotting native species while exploring the peaceful trails during spring through fall. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=934551042299895808)

### Bennett Gorge

This secluded woodland trail winds alongside a brook to the remnants of an historic mill. Explore Richmond's industrial past while enjoying the tranquil sounds of flowing water and forest solitude. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=934551386384121856)

### Winchester Speedpark

Winchester Speedpark thrills with professionally designed motocross tracks featuring challenging jumps and turns. Experience heart-pounding night races or watch competitors tackle the New England racing circuit. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=934550877316976640)

### Loring Field

Explore the great outdoors at Loring Field, a lovely green space in Winchester. While you're in the area, stroll along the lakeside. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=934551530481532928)

### Richmond Wildlife Manangement Area

This protected wilderness features diverse New Hampshire ecosystems across forests, wetlands, and meadows. Explore marked trails for wildlife viewing, especially during spring migration or autumn's foliage display. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=934551484100616192)

### Conant Public Library

This historic 1892 library houses Winchester's heritage collection, including one of New England's earliest pipe organs. Browse artifacts or research local history with help from knowledgeable staff. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=934551214698688512)

### Cass Pond

This serene 54-acre pond in Richmond offers peaceful fishing for bass, pickerel, and perch. Bring your own gear and a valid New Hampshire fishing license to fully enjoy this tranquil natural retreat. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=934550841938022400)

## Learn more about Winchester

Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic downtown district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

[See all hotels in Winchester](https://www.expedia.com/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26&adults=2&regionId=3000447144)

![Winchester, New Hampshire in winter ](https://images.trvl-media.com/place/3000447144/3e6a6279-072b-4adb-98ce-884d4d6659f9.jpg?impolicy=fcrop&w=900&h=591&p=1&q=high)

## Top Winchester Hotel Reviews

![Vikings Villages Resort](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/6c062779_y.jpg)

### Vikings Villages Resort

10/10 Excellent

"Great cabin, Christina was wonderfull in checking us in and giving us a tour, warm and cozy, very new! Will comeback!"

[](https://expedia.com/Brattleboro-Hotels-Vikings-Villages.h92078509.Hotel-Information)

![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg)

### Hampton Inn Brattleboro

10/10 Excellent

"The room was very clean, and the showers hot water was amazing! The staff was friendly and would let us know when breakfast was available so we wouldn’t miss it ! Robert and Destiny always had a smile on their face and greeted us when we arrived and when we left the hotel. I would definitely stay there again when we visit Brattleboro VT!! "

[](https://expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

![The Colonial Hotel](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg)

### The Colonial Hotel

10/10 Excellent

"Great venue. Excellent workout area, pool, hot tub and sauna. Great restaurant on the premises. Great place to stay "

[](https://expedia.com/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information)

![Four Columns Inn](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/be42824d_y.jpg)

### Four Columns Inn

10/10 Excellent

"We stayed in the John Fane room which is in the main building. It is cute as a button. Perfect for couples. "

[](https://expedia.com/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information)

![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg)

### The Putney Inn

10/10 Excellent

"For the money it was very decent in the clerk was nice also"

[](https://expedia.com/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg)

### Latchis Hotel

10/10 Excellent

"Spotless room -- all the basics. Friendly & helpful staff"

[](https://expedia.com/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

![Holiday Inn Express Hotel & Suites Brattleboro by IHG](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/b5010c60_y.jpg)

### Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent

"The staff, amenities and room were a high standard. Although we only stayed one night we had everything we needed to be comfortable and cozy "

[](https://expedia.com/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.Hotel-Information)

![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg)

### Colonial Motel And Spa

10/10 Excellent

"Amenities were great!"

[](https://expedia.com/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)

![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0_y.jpg)

### The Covered Bridge Inn

10/10 Excellent

"Good"

[](https://expedia.com/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information)

## More cheap stays in Winchester

![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Putney Inn

57 Putney Landing Rd Putney VT

$80 nightly

$89 total

Feb 17 - Feb 18

Total with taxes and fees

8.4/10 Very Good! (1,003 reviews)

[](https://expedia.com/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

![Days Inn by Wyndham Keene NH](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/f71e05d0_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

$99 nightly

$108 total

Feb 25 - Feb 26

Total with taxes and fees

7/10 Good! (1,001 reviews)

[](https://expedia.com/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information)

![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

$114 nightly

$125 total

Mar 1 - Mar 2

Total with taxes and fees

8.2/10 Very Good! (941 reviews)

[](https://expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Latchis Hotel

50 Main Street Brattleboro VT

$123 nightly

$135 total

Mar 2 - Mar 3

Total with taxes and fees

8.4/10 Very Good! (846 reviews)

[](https://expedia.com/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

$123 nightly

$135 total

Mar 5 - Mar 6

Total with taxes and fees

8.4/10 Very Good! (760 reviews)

[](https://expedia.com/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![Hampton Inn & Suites Greenfield](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/72e137d6_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn & Suites Greenfield

184 Shelburne Rd Greenfield MA

$160 nightly

$179 total

Mar 1 - Mar 2

Total with taxes and fees

8.6/10 Excellent! (887 reviews)

[](https://expedia.com/Greenfield-Hotels-Hampton-Inn-Suites-Greenfield.h1601018.Hotel-Information)

## Hotels in Winchester with star-rating

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

4 Star Hotels

4 properties

[](https://expedia.com/4Star-Winchester-Hotels.s40-0-d3000447144.Travel-Guide-Filter-Hotels)

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

3 Star Hotels

64 properties

[](https://expedia.com/3Star-Winchester-Hotels.s30-0-d3000447144.Travel-Guide-Filter-Hotels)

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

2 Star Hotels

72 properties

[](https://expedia.com/2Star-Winchester-Hotels.s20-0-d3000447144.Travel-Guide-Filter-Hotels)

## Find out more about Winchester

### Top reasons to visit Winchester

- **Outdoor Adventures:**  Enjoy skiing at local resorts and explore scenic nature reserves, forests, and parks.
- **Family Fun:**  Visit the exciting dropzone waterpark for a day of thrilling activities with the family.
- **Wine Country:**  Indulge in delightful wine tastings in nearby wine regions for a refreshing experience.
- **Live Music:**  Catch live music events to enhance your vacation atmosphere and enjoy local talent.
- **Charming Accommodations:**  Choose from cozy bed & breakfasts or modern hotels, catering to every traveler's needs.

### Find great hotels near Winchester

Discover a variety of accommodation options in Winchester, New Hampshire, perfect for every traveler. Whether you're seeking a cozy bed & breakfast for a charming getaway or a modern hotel equipped with business amenities, Winchester has it all. Enjoy pet-friendly options and adventure-filled experiences, alongside competitive room rates and luxurious stays. Explore the best hotels in the area and find the ideal spot for your vacation.

- **[Best Western Plus Keene Hotel: ](https://www.expedia.com/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)** Nestled 11 miles from Winchester, the Best Western Plus Keene Hotel is a welcoming retreat aimed at families and business travelers alike. This 3-star hotel embraces inclusivity, offering services tailored for LGBTQIA guests. Business-friendly amenities include a fully equipped Business Center, multiple meeting rooms, and ample conference space. Families will appreciate the availability of free cribs, ensuring a comfortable stay for guests of all ages. With its modern facilities and warm atmosphere, this hotel is perfect for both relaxation and productivity.
- **[Colonial Motel And Spa: ](https://www.expedia.com/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)** Located 12 miles from Winchester, Colonial Motel And Spa presents a charming blend of comfort and leisure. This 3-star motel is not only pet-friendly but also features a full-service spa, making it an ideal choice for those looking to unwind. Guests can indulge in spa treatments or relax in the hot tub after a day of exploration. The outdoor pool, requiring adult supervision, offers a refreshing escape. Business travelers will find the necessary amenities to stay productive. With a welcoming pet policy, this motel ensures both you and your furry friends enjoy an enjoyable stay.
- **[Days Inn by Wyndham Keene NH: ](https://www.expedia.com/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information)** Situated 11 miles from Winchester, Days Inn by Wyndham Keene NH is a cozy lodging option that caters to business and pet-friendly travelers. This hotel provides essential amenities for business needs, including a 24-hour Business Center. Guests traveling with pets will find a welcoming environment, with specific policies allowing dogs. The hotel’s comfortable rooms and convenient location make it a great base for exploring the area, ensuring a practical yet enjoyable stay.

### Where to stay in and around Winchester

Winchester, New Hampshire, is a charming city perfect for outdoor enthusiasts and those seeking a romantic getaway. Explore the scenic landscapes and indulge in leisurely strolls through the area. Venture into nearby wine country for a refreshing experience, or enjoy the friendly atmosphere of family-friendly neighborhoods. Whether you're looking for adventure or a secluded retreat, Winchester offers a delightful blend of relaxation and exploration for every traveler.

- **[Brattleboro: ](https://www.expedia.com/Brattleboro-Hotels.d9636.Travel-Guide-Hotels)** Located a mere 10 miles from Winchester, Brattleboro is a vibrant city that draws visitors year-round. Known for its adventurous spirit, Brattleboro is a hotspot for skiing enthusiasts, offering access to excellent ski fields and resorts. The scenic beauty of this area is complemented by its picturesque lake, mountains, and valleys, making it perfect for both outdoor activities and relaxation. The peak tourist season runs from July to September, attracting those looking for adventure sports and breathtaking landscapes.
- **[Keene: ](https://www.expedia.com/Keene-Hotels.d6057413.Travel-Guide-Hotels)** Just 12 miles away from Winchester, Keene is another charming city that welcomes outdoor lovers and adventure seekers. With a blend of stunning scenery and recreational possibilities, it’s a great place to explore ski fields and enjoy the local college atmosphere. The area is rich in natural beauty, featuring lakes and mountains that invite hiking and exploration. Peak visitor times are typically from July to August and in October, making it a lively destination during these months.
- **[Richmond: ](https://www.expedia.com/Richmond-Hotels.d553248634999245866.Travel-Guide-Hotels)** Nestled within the Winchester area, Richmond is a quaint village that offers a more seasonal travel experience. Peak visitor times occur in February and from June to July, attracting those keen on outdoor adventures and scenic views. Richmond features recreational areas and ski fields, perfect for winter sports enthusiasts. Its proximity to a national state park and beautiful lakes adds to its allure, making it an ideal spot for nature lovers and those seeking a tranquil getaway.

### Things to do near Winchester

Winchester, New Hampshire, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Enjoy skiing at local resorts and explore the scenic beauty of the area. Don't miss the exciting dropzone waterpark for family fun, indulge in delightful wine tastings, and catch some live music to enhance your vacation experience. With a blend of adventure and relaxation, Winchester offers something for everyone.

**Shopping**

In Winchester, you can shop at [Delectable Mountain Cloth](https://www.expedia.com/Delectable-Mountain-Cloth-Hotels.0-l553248621532666774-0.Travel-Guide-Filter-Hotels) for unique gifts. [Vermont Marketplace](https://www.expedia.com/Vermont-Marketplace-Hotels.0-l813727084590112768-0.Travel-Guide-Filter-Hotels), located 10 miles away, offers entertainment and a family-friendly atmosphere. If you're up for a drive, visit the [Brattleboro Farmers' Market](https://www.expedia.com/Brattleboro-Farmers-Market-Hotels.0-l553248621532666767-0.Travel-Guide-Filter-Hotels), 12 miles away, for local produce and crafts amidst a vibrant city vibe.

**Recreation**

Enjoy a round of golf at [Crumpin-Fox Golf Club](https://www.expedia.com/Crumpin-Fox-Golf-Club-Hotels.0-l553248635974587711-0.Travel-Guide-Filter-Hotels), where you can immerse yourself in luxury amidst beautiful landscapes. For entertainment, catch a live performance at [The Stone Church](https://www.expedia.com/The-Stone-Church-Hotels.0-l553248635947261535-0.Travel-Guide-Filter-Hotels) or the [Vermont Jazz Center](https://www.expedia.com/Vermont-Jazz-Center-Hotels.0-l553248621532666765-0.Travel-Guide-Filter-Hotels), both offering vibrant atmospheres and delightful music experiences within a short drive from Winchester.

**Adventure**

Explore the [Metacomet-Monadnock Trail](https://www.expedia.com/Metacomet-Monadnock-Trail-Hotels.0-l553248621532666818-0.Travel-Guide-Filter-Hotels) for a thrilling hiking experience amidst beautiful scenery, located 6 miles from Winchester. For skiing enthusiasts, the [Harris Hill Ski Jump](https://www.expedia.com/Harris-Hill-Ski-Jump-Hotels.0-l787423624638455808-0.Travel-Guide-Filter-Hotels) offers an exhilarating adventure 11 miles away, while [Granite Gorge](https://www.expedia.com/Granite-Gorge-Hotels.0-l553248621587477427-0.Travel-Guide-Filter-Hotels), 16 miles from town, provides fantastic ski opportunities for all skill levels.

**Nightlife**

Experience the vibrant nightlife in nearby theaters like the [Hooker-Dunham Theater & Gallery](https://www.expedia.com/Hooker-Dunham-Theater-Gallery-Hotels.0-l787423967258140672-0.Travel-Guide-Filter-Hotels) and [Latchis Theatre](https://www.expedia.com/Latchis-Theatre-Hotels.0-l737449299461480448-0.Travel-Guide-Filter-Hotels), both offering culture and entertainment. For a bit more distance, check out the [Actors Theatre Playhouse](https://www.expedia.com/Actors-Theatre-Playhouse-Hotels.0-l553248621532666882-0.Travel-Guide-Filter-Hotels), where you can enjoy family-friendly performances in an inviting atmosphere.

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

### Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, visit during the cheaper months of March and December to January, and consider staying on a Tuesday for the best rates. Use Expedia to find affordable hotel options by sorting results from lowest to highest price, and take advantage of package deals that combine flights and activities. Joining Expedia's One Key membership can provide exclusive discounts and allow you to earn OneKeyCash for future stays. Don't miss out on free local activities and explore sustainable lodging options for an eco-friendly stay.

- **The most and least expensive months on average to stay in a hotel:**  The cheapest months to stay in Winchester are March and December to January, where the prices are slightly lower. This is in comparison to May to June 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 Winchester is Tuesday. The most expensive day to stay in Winchester is Saturday.
- **Find cheap hotels on Expedia:**  Expedia’s search tool enables you to customize your travel preferences, including your budget and preferred destination. You can easily sort the results to display hotels from the lowest to highest price, ensuring you find the most affordable options first. Additionally, you have the ability to refine your search by hotel type; for instance, if you select the Eco-certified filter, you'll be shown sustainable and eco-friendly hotels available for booking.
- **Consider bundling your trip:**  You can save money by combining your hotel stay in Winchester with your flights and activities through an Expedia package deal.
- **Become a One Key member:**  Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

### Find the best attractions near Winchester

Winchester, New Hampshire, is perfect for outdoor enthusiasts and romantic getaways, offering stunning scenery and eco-friendly experiences. Visitors can explore nearby nature reserves, forests, and parks, making it an ideal destination for adventure seekers. Whether you're hiking through lush landscapes or enjoying a peaceful picnic, Winchester caters to those looking for a refreshing outdoor escape.

- **[Moody Center: ](https://www.expedia.com/Moody-Center-Hotels.0-l678328764918857728-0.Travel-Guide-Filter-Hotels)** Located 5 miles from Winchester, Moody Center offers a serene and contemplative environment perfect for reflection and inspiration. The institute is known for its community-oriented approach, providing visitors with opportunities for personal growth and spiritual enrichment.
- **[Thomas Aquinas College: ](https://www.expedia.com/Thomas-Aquinas-College-Hotels.0-l553248635974560181-0.Travel-Guide-Filter-Hotels)** Also 5 miles away, Thomas Aquinas College boasts a vibrant atmosphere that combines modern education with a classical curriculum. The campus is lively, filled with students engaged in intellectual discussions, making it a great place to experience city vibes and academic excellence.
- **[Historical Old NMH Campus Building #3: ](https://www.expedia.com/Historical-Old-NMH-Campus-Building-3-Hotels.0-l553248635974861740-0.Travel-Guide-Filter-Hotels)** Situated 5 miles from Winchester, this historic building immerses visitors in rich cultural heritage. Its architecture and surroundings evoke a sense of nostalgia, inviting exploration of the area's educational history and cultural significance.

### Best time to go to Winchester

The best time to visit Winchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winchester falls in January, visitor numbers are average and weather is mostly sunny 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                                                                                                          | 23.2°F (-4.9°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly Low                                                                                                  |
| February                                                                                                         | 25.2°F (-3.8°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Average                                                                                                       |
| March                                                                                                            | 32.9°F (0.5°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly Low                                                                                                  |
| April                                                                                                            | 45.0°F (7.2°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| May                                                                                                              | 57.0°F (13.9°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| June                                                                                                             | 64.9°F (18.3°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Slightly High                                                                                                 |
| July                                                                                                             | 71.2°F (21.8°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Average                                                                                                       |
| August                                                                                                           | 69.3°F (20.7°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| September                                                                                                        | 61.9°F (16.6°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Average                                                                                                       |
| October                                                                                                          | 50.5°F (10.3°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| November                                                                                                         | 38.7°F (3.7°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Average                                                                                                       |
| December                                                                                                         | 29.7°F (-1.3°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Slightly Low                                                                                                  |

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

For your trip to Winchester, New Hampshire, consider flying into one of the nearby airports. Hartford, CT ([BDL](https://www.expedia.com/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)\-Bradley Intl.) is 60 miles away, with accommodations 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. Manchester, NH ([MHT](https://www.expedia.com/Manchester-Boston-Regional-Airport-Hotels.0-aMHT-0.Travel-Guide-Filter-Hotels)\-Manchester-Boston Regional) is 49 miles away, offering hotels such as [The Grand at Bedford Village Inn](https://www.expedia.com/Manchester-Hotels-The-Bedford-Village-Inn.h1211321.Hotel-Information), located 4 miles from the airport. Lastly, Worcester, MA ([ORH](https://www.expedia.com/Worcester-Regional-Airport-Hotels.0-aORH-0.Travel-Guide-Filter-Hotels)\-Worcester Regional) is 44 miles away, with options like [Beechwood Hotel](https://www.expedia.com/Worcester-Hotels-Beechwood-Hotel.h26897.Hotel-Information), situated 5 miles from the airport. Each hotel provides convenient access to their respective airports for an easy travel experience.

## Frequently asked questions

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

> This central area provides convenient access to local businesses and the town's main attractions. You'll find Winchesters's Town Common here, a pleasant green space, and the town's historic architecture. This location is ideal for independent travelers and couples who appreciate being within walking distance of local shops and eateries.
> 
>   
> For those looking for a more secluded experience with direct access to nature, the areas surrounding Pisgah State Park, just west of the town center, offer a quieter alternative. While fewer lodging options are directly within the park, nearby accommodations provide easy access to hiking trails, fishing, and kayaking opportunities.

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

> These periods offer pleasant weather conditions, fewer crowds, and a variety of outdoor activities. Late spring brings blooming foliage and comfortable temperatures, ideal for hiking and exploring the natural beauty of the region. Early autumn showcases stunning fall foliage, making it a picturesque time for scenic drives and enjoying local harvest festivals.
> 
>   
> For travelers who enjoy outdoor recreation and prefer comfortable temperatures without the peak summer crowds, these shoulder seasons provide an excellent balance.

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

### How can I save on a Winchester 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 Winchester hotel?

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