Title: TOP 10 Hotels in Winchester, NH (from $84) - 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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Winchester Pet friendly [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&amenities=PETS) Family friendly [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&travelerType=family_friendly) Pool [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&amenities=POOL) Cabin [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&lodging=CABIN) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&amenities=HOT_TUB) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&lodging=APARTMENT) Cottage [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447144&latLong=42.773418%2C-72.383141&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-13&d2=2026-04-13&lodging=COTTAGE) ## Check prices for these dates Tonight [Mar 28 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=3000447144&startDate=2026-03-28&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 29 - Mar 30](https://www.expedia.com/Hotel-Search?regionId=3000447144&startDate=2026-03-29&endDate=2026-03-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=3000447144&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=3000447144&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester hotels ![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) ![Free breakfast](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/f5b14dc0.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) ### Hampton Inn Brattleboro [](https://www.expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information) Brattleboro 8.2/10 Very Good (954 reviews) "I wish I could have stayed longer. Very nice hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosa $130 nightly $143 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-dbaacfef.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-baca4e54.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 (1,001 reviews) "Nice rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim $149 nightly $162 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/ad889baf.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) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/11eeaf46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/83b20ad1.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 (1,000 reviews) "Great staff, great food, clean, friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas $152 nightly $170 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/8ff4fc3b.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) ![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) ![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/d77aaa71.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 8.6/10 Excellent (999 reviews) "Clean room, polite staff,kids enjoyed the indoor heated pool they also have a small gym and breakfast in the morning couldn't beat the price definitely a great place for the family dogs are also welcome!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean $126 nightly $137 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Keene-Hotels-Holiday-Inn-Express-Keene.h14439.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/9384b42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pub](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/a75a25f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/2a21d8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/cd3048ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Keene Downtown [](https://www.expedia.com/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.Hotel-Information) Keene 8.8/10 Excellent (1,000 reviews) "Really clean hotel, friendly staff and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron $180 nightly $195 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/3b38e982.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.com/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.Hotel-Information) Brattleboro 8.8/10 Excellent (1,000 reviews) "Room spotless, welcoming & friendly staff especially in the breakfast area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dominick $144 nightly $158 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.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 | Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/cb9ce75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/a258302a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft, 1 Bedroom | Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/819de6c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Keene Downtown [](https://www.expedia.com/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information) Keene 8.8/10 Excellent (767 reviews) "Everything was clean and the staff was friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly $175 nightly $190 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.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) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/89435dc8.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 (1,002 reviews) "Great Stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas $76 nightly $84 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Putney-Hotels-The-Putney-Inn.h1810866.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) ![Suite, 1 King Bed with Sofa bed, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/51ea72b2.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) ![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) ### 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 (786 reviews) "The room was clean and the staff was wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julianne $142 nightly $156 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![Basic Room, 1 Queen Bed, Valley View | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/127000000/126250000/126242900/126242822/95905fb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 Queen Bed, Valley View | In-room dining](https://images.trvl-media.com/lodging/127000000/126250000/126242900/126242822/2c2e54f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 Queen Bed, Valley View | Coffee and/or coffee maker](https://images.trvl-media.com/lodging/127000000/126250000/126242900/126242822/3531bb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 Queen Bed, Valley View | Television](https://images.trvl-media.com/lodging/127000000/126250000/126242900/126242822/ecfa8a1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windmill Motel Restaurant [](https://www.expedia.com/Bernardston-Hotels-Windmill-Motel-Restaurant.h126242822.Hotel-Information) Bernardston 10/10 Exceptional (1 review) "Staff was friendly and accommodating " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) James $108 nightly $121 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Bernardston-Hotels-Windmill-Motel-Restaurant.h126242822.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/c7b3d99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/dac28271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/8c604ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One king suite nosmoking | Down comforters, desk, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/4639169d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Greenfield [](https://www.expedia.com/Greenfield-Hotels-Hampton-Inn-Suites-Greenfield.h1601018.Hotel-Information) Greenfield 8.6/10 Excellent (899 reviews) "Good stay; great staff and nice clean rooms!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter $155 nightly $173 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Greenfield-Hotels-Hampton-Inn-Suites-Greenfield.h1601018.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) ![Exterior](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/a625cff5.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 (170 reviews) "Super cute property. Rooms are clean with historical " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie $148 nightly $161 total Apr 27 - Apr 28 Total with taxes and fees [](https://www.expedia.com/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/2641a6a9.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) ### Black Mountain Inn [](https://www.expedia.com/Brattleboro-Hotels-Black-Mountain-Inn.h8804.Hotel-Information) Brattleboro 7.4/10 Good (488 reviews) "Pet friendly for $15 plus tax. The place noisy with heat turned on in the room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela $100 nightly $110 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Brattleboro-Hotels-Black-Mountain-Inn.h8804.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) ![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) ![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 | 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) ### Vikings Villages Resort [](https://www.expedia.com/Brattleboro-Hotels-Vikings-Villages.h92078509.Hotel-Information) Guilford 10/10 Exceptional (179 reviews) "Great place and very clean!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emil $182 nightly $199 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Brattleboro-Hotels-Vikings-Villages.h92078509.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) ![Indoor pool](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/bbdb2e0f.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) ![Exterior](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/d00f4932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Keene [](https://www.expedia.com/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) Keene 8.8/10 Excellent (373 reviews) "Nice room, pool, and breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer $170 nightly $185 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/05f7e3bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/f7fdc9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 indoor pools](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/c66d09dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/bffb585f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colonial Motel And Spa [](https://www.expedia.com/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) Brattleboro 6.8/10 (1,001 reviews) "It was good to have pool option after a ski day" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aysa $100 nightly $110 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.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) ![Concierge desk](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/c5f36674.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.com/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information) Brattleboro 7.6/10 Good (1,001 reviews) "Clean room, quiet, good price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek $81 nightly $89 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.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) ![Reception hall](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/7fbb1dec.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) ### Colonel Williams Inn [](https://www.expedia.com/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.Hotel-Information) Brattleboro 9.8/10 Exceptional (349 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 $145 nightly $160 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.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) ![Courtyard view](https://images.trvl-media.com/lodging/5000000/4580000/4570100/4570044/15d3021c.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) ### The Inn At Crumpin Fox [](https://www.expedia.com/Bernardston-Hotels-The-Inn-At-Crumpin-Fox.h4570044.Hotel-Information) Bernardston 9.2/10 Wonderful (356 reviews) "Perfect place for what we needed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cathleen $145 nightly $162 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/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) ![Towels](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/17df5014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/cae4ce59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Brattleboro VT [](https://www.expedia.com/Brattleboro-Hotels-Travelodge-By-Wyndham-Brattleboro-VT.h1039680.Hotel-Information) Brattleboro 6.0/10 (762 reviews) "I will not be back. What’s roach motel must be like for roaches. Loud, gross and just no thanks. Glad it’s iver" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph $71 nightly $78 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Brattleboro-Hotels-Travelodge-By-Wyndham-Brattleboro-VT.h1039680.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=2026-04-11&endDate=2026-04-12®ionId=3000447144&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d3000447144.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d3000447144.Travel-Guide-Hotels) ## Stay near popular Winchester attractions ### 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®ionId=934550877316976640) ### 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®ionId=934550841938022400) ### 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®ionId=934551452230144000) ### 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®ionId=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®ionId=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®ionId=934551214698688512) ### 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®ionId=934551386384121856) ### 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®ionId=934551042299895808) ## 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=2026-04-11&endDate=2026-04-12&adults=2®ionId=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 ![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 6/10 Okay "Room was clean looking, some broken fixtures. " [](https://expedia.com/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information) ![Four Columns Inn](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1023h453x0y0-571ad601_y.jpg) ### Four Columns Inn 10/10 Excellent "The reception staff Claire who when I told her of my late arrival due to delayed flight not only left detailed instructions how to get in but also videos that extra effort really made me feel welcome and in the morning the homemade coffee cake muffins by another staff Elizabeth were the perfect food to wake up to. I will certainly stay there again!!" [](https://expedia.com/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information) ![Hampton Inn & Suites Greenfield](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/1b1adba5_y.jpg) ### Hampton Inn & Suites Greenfield 10/10 Excellent "A lot of ski racers go there. It will be nice to have a ski tuning room instead of having people sharpen and wax their skis in the rooms or parking lot." [](https://expedia.com/Greenfield-Hotels-Hampton-Inn-Suites-Greenfield.h1601018.Hotel-Information) ![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/acae342c_y.jpg) ### The Putney Inn 10/10 Excellent "Parking was available and easy, and it felt safe. Breakfast was slightly limited (boiled eggs, for example, would be a welcome breakfast item to enjoy with toast and the good coffee), but the fresh waffle was delicious, as well as the fruit and yogurt. The room was spotless, and the manager and his personnel excellent. " [](https://expedia.com/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![Econo Lodge Brattleboro South](https://images.trvl-media.com/lodging/1000000/860000/859400/859304/de359926_y.jpg) ### Econo Lodge Brattleboro South 2/10 Terrible "Do not stay here. Inhabitable, unsafe. Had to leave. Fire alarms taken off wall. Tissue covering sprinklers. Light fixtures broken. Walls dirty. Bed sheets and pillows dirty. " [](https://expedia.com/Brattleboro-Hotels-Econo-Lodge-Brattleboro.h859304.Hotel-Information) ![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/4c998aa8_y.jpg) ### Latchis Hotel 10/10 Excellent "Very quaint, great attention to detail. We appreciated the easy access to the Theater!" [](https://expedia.com/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information) ![The Colonial Hotel](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/ad889baf_y.jpg) ### The Colonial Hotel 10/10 Excellent "A charming, classic hotel from another time. Beautifully maintained." [](https://expedia.com/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca_y.jpg) ### Best Western Plus Keene Hotel 8/10 Good "Room was fine. Only stayed one night for a quick trip. Didn't realize that the restaurant was closed on Sundays. Was looking for a meal after a long drive, but there were plenty of places to eat in the area. " [](https://expedia.com/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/10a69b41_y.jpg) ### The Covered Bridge Inn 6/10 Okay "Good job" [](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/acae342c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Putney Inn 57 Putney Landing Rd Putney VT $76 nightly $84 total Apr 5 - Apr 6 Total with taxes and fees 8.4/10 Very Good! (1,002 reviews) [](https://expedia.com/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/10a69b41_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Covered Bridge Inn 1043 Putney Road Brattleboro VT $81 nightly $89 total Mar 29 - Mar 30 Total with taxes and fees 7.6/10 Good! (1,001 reviews) [](https://expedia.com/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information) ![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/4c998aa8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Latchis Hotel 50 Main Street Brattleboro VT $109 nightly $120 total Mar 29 - Mar 30 Total with taxes and fees 8.6/10 Excellent! (857 reviews) [](https://expedia.com/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information) ![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/44065a1d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Brattleboro 1378 Putney Road Brattleboro VT $130 nightly $143 total Apr 4 - Apr 5 Total with taxes and fees 8.2/10 Very Good! (954 reviews) [](https://expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.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 $142 nightly $156 total Mar 31 - Apr 1 Total with taxes and fees 8.6/10 Excellent! (786 reviews) [](https://expedia.com/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.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 [Get rates](https://expedia.com/Hotel-Search?startDate=4%2F11%2F2026&endDate=4%2F12%2F2026&selected=50340&PinnedHotelID=50340&HadPinnedHotel=true®ionId=3000447144) 7/10 Good! (1,002 reviews) [](https://expedia.com/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.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:** Winchester is ideal for outdoor enthusiasts, offering activities like hiking, skiing, and exploring beautiful forests and parks. - **Scenic Beauty:** Enjoy stunning landscapes that provide a perfect backdrop for romantic getaways and family outings. - **Charming Downtown:** Stroll through the welcoming downtown area, filled with friendly locals and quaint shops. - **Recreational Activities:** Visit the dropzone waterpark and partake in various entertainment options for a fun-filled experience. - **Cozy Accommodations:** Choose from a range of inviting hotels and bed & breakfasts for a comfortable stay. ### Find great hotels near Winchester Winchester, New Hampshire, offers a charming selection of accommodations, including cozy hotels and inviting bed & breakfasts. Whether you're seeking a pet-friendly getaway, a base for adventure, or business travel amenities, the area has something to meet your needs. Explore the best hotels in Winchester and enjoy a memorable stay surrounded by beautiful landscapes and warm hospitality. - **[Best Western Plus Keene Hotel: ](https://www.expedia.com/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)** This 3-star hotel, rated 8.4 out of 10, is a family-friendly and pet-friendly haven just 11 miles from Winchester. Best Western Plus Keene Hotel caters to a diverse range of travelers, including families and business guests. Amenities for children, such as free cribs, make it an ideal choice for families. The hotel also welcomes pets, with specific policies that accommodate dogs and service animals. Guests can enjoy the comfort of well-appointed rooms and the convenience of being close to local attractions, making it a versatile option for any visitor. - **[Colonial Motel And Spa: ](https://www.expedia.com/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)** Located 12 miles from Winchester, this 3-star motel is perfect for those seeking adventure and relaxation. With a focus on family and spa experiences, Colonial Motel And Spa offers a range of exciting activities, including snow tubing, skiing, and mountain biking nearby. The full-service spa and pool provide opportunities for relaxation, with amenities such as a sauna and adult supervision required for the pool. Family-friendly features like a first aid kit and window guards ensure that children are safe and entertained, making this a great option for families looking for both adventure and relaxation. - **[The Covered Bridge Inn: ](https://www.expedia.com/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information)** This budget-friendly hotel, also located 12 miles from Winchester, is an excellent choice for adventure seekers. The Covered Bridge Inn offers access to a variety of outdoor activities, such as hiking, snowboarding, and rafting nearby. Ideal for travelers who wish to explore the great outdoors without breaking the bank, this inn provides a cozy and affordable lodging option. With a focus on adventure, guests can immerse themselves in the beautiful landscapes and thrilling sports that the area has to offer. ### Where to stay in and around Winchester Winchester, New Hampshire, offers a delightful blend of outdoor adventures and scenic beauty for visitors. Stroll through the charming downtown area, where friendly locals create a welcoming atmosphere. Explore the serene landscapes perfect for a romantic getaway or family-friendly activities. For those looking to venture further, nearby attractions provide opportunities for adventure in secluded settings. Whether you're seeking relaxation or excitement, Winchester promises an unforgettable travel experience. - **[Brattleboro: ](https://www.expedia.com/Brattleboro-Hotels.d9636.Travel-Guide-Hotels)** Located approximately 10 miles from Winchester, Brattleboro is a vibrant city that draws visitors year-round, with peak travel occurring from July to September. Known for its stunning natural beauty, Brattleboro is a haven for outdoor enthusiasts seeking skiing adventures and sports experiences. The surrounding landscape features picturesque lakes, majestic mountains, and the scenic expanse of a national state park, making it an ideal spot for nature lovers. In addition to winter sports, the city offers a charming downtown area filled with local shops, cafés, and art galleries, providing a perfect blend of outdoor adventure and cultural exploration. - **[Keene: ](https://www.expedia.com/Keene-Hotels.d6057413.Travel-Guide-Hotels)** Just 12 miles from Winchester, Keene is a delightful city that offers an excellent mix of outdoor activities and beautiful scenery. With visitor numbers peaking in July, August, and October, this area is a popular destination for those seeking adventure. The nearby ski fields and resorts cater to winter sports enthusiasts, while the serene lakes and the presence of a modern college university create a lively atmosphere. Outdoor festivals and community events often take place here, inviting visitors to immerse themselves in local culture and enjoy the stunning landscapes that surround the city. - **[Richmond: ](https://www.expedia.com/Richmond-Hotels.d553248634999245866.Travel-Guide-Hotels)** Situated within the area of Winchester, Richmond is a quaint village that attracts a moderate number of travelers, especially during the peak seasons of February and June to July. Known for its outdoor activities, Richmond is an excellent base for skiing and adventure sports. The local landscape features inviting lakes and the historic town hall, alongside access to a national state park that showcases the region's natural beauty. The village's close-knit community and charming ambiance make it a perfect spot for those looking to relax and enjoy the great outdoors. ### Things to do near Winchester Winchester, New Hampshire, is perfect for outdoor enthusiasts and romantic getaways, offering scenic views and recreational activities. Visitors can enjoy skiing at local slopes, explore educational attractions, and unwind at the dropzone waterpark. There are also various entertainment options and event venues, making it a great destination for a fun-filled vacation. **Shopping** In Winchester, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the Keene Shopping Center about 15 miles away, where you'll find a variety of retail stores, restaurants, and a vibrant shopping atmosphere. **Recreation** At [Crumpin-Fox Golf Club](https://www.expedia.com/Crumpin-Fox-Golf-Club-Hotels.0-l553248635974587711-0.Travel-Guide-Filter-Hotels), indulge in luxury while enjoying a round of golf amidst scenic views and top-notch facilities, located 10 miles from Winchester. Similarly, the [Brattleboro Country Club](https://www.expedia.com/Brattleboro-Country-Club-Hotels.0-l6273839-0.Travel-Guide-Filter-Hotels) offers a lavish golfing experience, just 12 miles away, perfect for unwinding and connecting with nature. **Adventure** Winchester offers thrilling outdoor adventures at Pisgah State Park, where you can hike scenic trails, bike through lush forests, and discover hidden waterfalls. For a unique experience, try kayaking on Lake Monomonac, enjoying the tranquil waters and beautiful views of the surrounding nature. **Nightlife** Winchester offers a cozy nightlife with charming bars like the Winchester Tavern for casual drinks and local brews. If you're in the mood for live music, check out the local venues featuring talented bands that create a lively atmosphere perfect for dancing and socializing. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Winchester - **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 and September to 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:** Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, arrange the price filter from lowest to highest. - **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. ### Find the best attractions near Winchester Winchester, New Hampshire, is perfect for outdoor enthusiasts and romantic getaways, offering stunning scenery and a variety of attractions. Visitors can explore beautiful forests, nature reserves, and parks that cater to those seeking adventure and eco-friendly experiences. Whether you're hiking, picnicking, or simply enjoying the natural beauty, Winchester has something for everyone looking to connect with nature. - **[Brattleboro Common: ](https://www.expedia.com/Brattleboro-Common-Hotels.0-l553248621561865132-0.Travel-Guide-Filter-Hotels)** This charming urban park, located 11 miles from Winchester, offers a perfect blend of family-friendly spaces and vibrant city life. Enjoy leisurely strolls, community events, and lush greenery, making it an ideal spot for relaxation and recreation. - **[Spofford Lake: ](https://www.expedia.com/Spofford-Lake-Hotels.0-l6265753-0.Travel-Guide-Filter-Hotels)** Just 10 miles away, Spofford Lake is a picturesque destination for outdoor enthusiasts. With its serene beaches and stunning scenery, it's perfect for romantic picnics, swimming, and kayaking, making it a tranquil retreat for all visitors. - **[New England Center for Circus Arts: ](https://www.expedia.com/New-England-Center-For-Circus-Arts-Hotels.0-l826396358542946304-0.Travel-Guide-Filter-Hotels)** Located 11 miles from Winchester, this unique arts center celebrates circus culture through performances and workshops. Experience innovative acts and immerse yourself in the vibrant world of circus arts, a true cultural gem. ### Best time to go to Winchester The best time to visit Winchester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 | Average | | 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 | Slightly High | | 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 When visiting Winchester, New Hampshire, you have several airport options to consider. [BOS](https://www.expedia.com/Logan-Intl-Airport-Hotels.0-aBOS-0.Travel-Guide-Filter-Hotels)ton Logan International Airport (BOS) is approximately 75 miles away, with nearby hotels like [Encore Boston Harbor](https://www.expedia.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information), InterContinental Boston, and [Boston Harbor Hotel](https://www.expedia.com/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information), all within 3 miles of the airport. Hartford's Bradley International Airport ([BDL](https://www.expedia.com/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)) is about 60 miles from Winchester, offering accommodations such as DoubleTree by Hilton, [Simsbury 1820 House](https://www.expedia.com/Hartford-Hotels-Simsbury-1820-House.h42279.Hotel-Information), and [Marriott Hartford Downtown](https://www.expedia.com/Hartford-Hotels-Marriott-Hartford-Downtown.h1260819.Hotel-Information). Lastly, Providence's T.F. Green Airport ([PVD](https://www.expedia.com/TF-Green-Airport-Hotels.0-aPVD-0.Travel-Guide-Filter-Hotels)) is around 87 miles away, with options like [Omni Providence Hotel](https://www.expedia.com/Providence-Hotels-Omni-Providence-Hotel.h24536.Hotel-Information), [Hotel Providence](https://www.expedia.com/Providence-Hotels-Hotel-Providence.h1172496.Hotel-Information), and [Renaissance Providence Downtown Hotel](https://www.expedia.com/Providence-Hotels-Renaissance-Providence-Downtown-Hotel.h1636958.Hotel-Information), all situated approximately 7 miles from the airport. ## 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? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Ashuelot Hotels ](https://www.expedia.com/Ashuelot-Hotels.d3000421398.Travel-Guide-Hotels) - [Vacation Homes in Ashuelot ](https://www.expedia.com/Ashuelot-Private-Vacation-Homes.d3000421398-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hinsdale Hotels ](https://www.expedia.com/Hinsdale-Hotels.d3000447021.Travel-Guide-Hotels) - [Cottages in Hinsdale ](https://www.expedia.com/Hinsdale-Cottages.d3000447021-aaCottages.Travel-Guide-Accommodation) - [4 Star Hotels in Hinsdale ](https://www.expedia.com/4Star-Hinsdale-Hotels.s40-0-d3000447021.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Hinsdale ](https://www.expedia.com/5Star-Hinsdale-Hotels.s50-0-d3000447021.Travel-Guide-Filter-Hotels) - [B&B in Hinsdale ](https://www.expedia.com/Hinsdale-Bed-And-Breakfast.d3000447021-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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