Title: 2 Stars Hotels in Winchester, New Hampshire from CA $98 - Find Cheap Winchester Hotels With 2 Stars | Expedia.ca

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![The Ashuelot Covered Bridge is a historic wooden covered bridge over the Ashuelot River on Bolton Road, just south of its intersection with NH 119 in Ashuelot, New Hampshire, an unincorporated village of Winchester.](https://images.trvl-media.com/place/3000447144/529ffd18-db0c-4d9e-8844-fe610e44574f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Donny Campos

![](https://images.trvl-media.com/place/3000447144/529ffd18-db0c-4d9e-8844-fe610e44574f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Winchester 2 Star Hotels

Tonight

[Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-01-13&endDate=2026-01-14&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-01-14&endDate=2026-01-15&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-01-16&endDate=2026-01-18&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-01-23&endDate=2026-01-25&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester 2-star hotels

![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)

![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)

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

![Fitness facility](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/fa5ce310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Keene NH

[](https://www.expedia.ca/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

CA $112

CA $122 total

includes taxes & fees

Jan 16 - Jan 17

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

![Free breakfast](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/f5b14dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/b79a8982.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)

### Hampton Inn Brattleboro

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

Brattleboro

8.2/10

Very good

(935 reviews)

"Good breakfast, great staff and very good location "

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

Valdeci

CA $204

CA $224 total

includes taxes & fees

Jan 21 - Jan 22

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/4c998aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Theatre show](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/2424bc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Theatre show](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/afa5570f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/501b3c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Latchis Hotel

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

Brattleboro

8.4/10

Very good

(843 reviews)

"Room was very clean and the hotel staff were very friendly! Hotel is attached to a movie theater which is great!"

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

Jaime

CA $181

CA $199 total

includes taxes & fees

Jan 19 - Jan 20

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

![Reception](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/1b1adba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/42933ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/d0279da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/148f2c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Greenfield

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

Greenfield

8.6/10

Excellent

(886 reviews)

"Friendly staff, great breakfast, comfy beds"

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

Lori

CA $261

CA $291 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Greenfield-Hotels-Hampton-Inn-Suites-Greenfield.h1601018.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](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/51ea72b2.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.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

Brattleboro

8.6/10

Excellent

(758 reviews)

"The room was clean and the staff was wonderful"

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

Julianne

CA $172

CA $189 total

includes taxes & fees

Jan 29 - Jan 30

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc.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)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/89435dc8.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)

### The Putney Inn

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

Putney

8.4/10

Very good

(1,000 reviews)

"The room was okay for a quick stop to rest. "

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

Janice

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

![Concierge desk](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/c5f36674.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)

![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)

### The Covered Bridge Inn

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

Brattleboro

7.6/10

Good

(1,004 reviews)

"Easy check in and good parking"

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

nicholas

CA $117

CA $128 total

includes taxes & fees

Jan 15 - Jan 16

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

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/f95623cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/d00f4932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/facc91f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/bbdb2e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Keene

[](https://www.expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information)

Keene

8.8/10

Excellent

(363 reviews)

"Room is very clean , breakfast is good and fresh .coffee serve well all time . Will back to stay again . "

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

Raymond

CA $238

CA $258 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/7a5af75b.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)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/0940a25b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/017470f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information)

Keene

8.4/10

Very good

(977 reviews)

"Staff was very welcoming and the room was very clean. "

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

Rebecca

CA $167

CA $181 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.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)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/058b0dfd.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)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/b5010c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Brattleboro

8.8/10

Excellent

(1,007 reviews)

"The hotel was very clean. Staff was extremely friendly and helpful."

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

Stephanie

CA $211

CA $232 total

includes taxes & fees

Jan 29 - Jan 30

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

![Sundeck](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/34b58580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Select Comfort beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/064d9a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Select Comfort beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/eba3c737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Select Comfort beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/ad2eea38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverside Hotel, an Ascend Collection Hotel

[](https://www.expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information)

West Chesterfield

9.6/10

Exceptional

(635 reviews)

"Scenic balcony. Friendly staff. We had a lovely stay. "

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

Travis

CA $224

CA $243 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.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)

![Banquet hall](https://images.trvl-media.com/lodging/5000000/4580000/4570100/4570044/232c3c13.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)

### The Inn At Crumpin Fox

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

Bernardston

9.2/10

Wonderful

(350 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

CA $176

CA $197 total

includes taxes & fees

Jan 16 - Jan 17

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

![Reception](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/19b6c01d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/7f0e9a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/f50c0b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/17df5014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Brattleboro VT

[](https://www.expedia.ca/Brattleboro-Hotels-Travelodge-By-Wyndham-Brattleboro-VT.h1039680.Hotel-Information)

Brattleboro

6.0/10

(740 reviews)

"Great person at front desk. Motel was nicer than expected and clean"

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

Giovanni

CA $99

CA $109 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Brattleboro-Hotels-Travelodge-By-Wyndham-Brattleboro-VT.h1039680.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/bdf98f07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/d13ce465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/4a8be764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/d66e17b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gardner Inn

[](https://www.expedia.ca/Gardner-Hotels-Gardner-Inn.h118926252.Hotel-Information)

Gardner

5.4/10

(18 reviews)

"The property needs work but hte staff was pleasant and the facility was quiet. "

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

Lou

CA $153

CA $171 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Gardner-Hotels-Gardner-Inn.h118926252.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/41372bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Loft, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/cb9ce75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Loft, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/819de6c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/5c506444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Keene Downtown

[](https://www.expedia.ca/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information)

Keene

8.8/10

Excellent

(759 reviews)

"Everything was clean, comfortable and the staff quite conversational"

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

Diane

CA $243

CA $263 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/859400/859304/de359926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/859400/859304/26331746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/859400/859304/aebc4914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/860000/859400/859304/86b7892f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Econo Lodge Brattleboro South

[](https://www.expedia.ca/Brattleboro-Hotels-Econo-Lodge-Brattleboro.h859304.Hotel-Information)

Brattleboro

5.4/10

(611 reviews)

"The room was fine and, while a bit in need of updating, definitely more than worth the cheap price. The staff weren't very friendly or helpful and there was no sign of the breakfast - but still a great price and super convenient locale right next to the highway "

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

Niels

CA $89

CA $98 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Brattleboro-Hotels-Econo-Lodge-Brattleboro.h859304.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)

![Front of property](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/93d41afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Guesthouse B](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/4298e900.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)

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

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

Peterborough

9.4/10

Exceptional

(444 reviews)

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

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

Susan

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

![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)

![Exterior](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/25ade840.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)

![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.ca/Brattleboro-Hotels-Vikings-Villages.h92078509.Hotel-Information)

Guilford

10/10

Exceptional

(156 reviews)

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

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

Leticia

CA $289

CA $337 total

includes taxes & fees

Jan 15 - Jan 16

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

![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](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/5e1ddcf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### The Burrell House

[](https://www.expedia.ca/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

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

![Property entrance](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/9af3116e.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)

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

### Black Mountain Inn

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

Brattleboro

7.4/10

Good

(477 reviews)

"Room looked good. Wish they have shampoo. Only one soap. Nice shower pressure. Would visit again "

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

Miles

CA $153

CA $168 total

includes taxes & fees

Jan 20 - Jan 21

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

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## Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Winchester.

![The Colonial Hotel](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Colonial Hotel

625 Betty Spring Road Gardner MA

CA $200

CA $223 total

Jan 20 - Jan 21

includes taxes & fees

8.8/10 Excellent! (1,002 reviews)

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

![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Plus Keene Hotel

401 Winchester St Keene NH

CA $193

CA $209 total

Jan 19 - Jan 20

includes taxes & fees

8.2/10 Very Good! (1,000 reviews)

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

![Courtyard by Marriott Keene Downtown](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/7bc7321f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Courtyard by Marriott Keene Downtown

75 Railroad St Keene NH

CA $250

CA $271 total

Jan 25 - Jan 26

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

[](https://expedia.ca/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Winchester.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=3000447144&star=20)

You can also use these popular filters to refine your search.

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=3000447144&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=3000447144&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=3000447144&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=3000447144&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&regionId=3000447144&star=20&star=20&amenities=WATER_PARK)

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.

## 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.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&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

"Clean room, friendly staff, great location, really unique. Exceeded our expectations "

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

![Days Inn by Wyndham Keene NH](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/f71e05d0_y.jpg)

### Days Inn by Wyndham Keene NH

10/10 Excellent

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

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

![Econo Lodge Brattleboro](https://images.trvl-media.com/lodging/1000000/860000/859400/859304/178059c7_y.jpg)

### Econo Lodge Brattleboro

8/10 Good

"Shops nearby. Heater worked good. 0lder motel but kept up quite well."

[](https://expedia.ca/Brattleboro-Hotels-Econo-Lodge-Brattleboro.h859304.Hotel-Information)

![Gardner Inn](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/bdf98f07_y.jpg)

### Gardner Inn

10/10 Excellent

"Clean room, comfy bed, quiet guests around my room. Staff was cordial when I checked in. "

[](https://expedia.ca/Gardner-Hotels-Gardner-Inn.h118926252.Hotel-Information)

## Find out more about Winchester

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Winchester, Winchester you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Winchester are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Winchester.

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