Title: Chester Motel: Browse Cheap Motels in Chester 2025 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d89014.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d89014.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Motels in Chester from CA $104 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chester Motels ![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Refrigerator & Microwave](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/acae342c.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 Putney 8.4/10 Very good (1003) "Very enjoyable stay" [](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/61492abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/8edbcf67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/96f1f3b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claremont Motor Lodge Claremont 8.8/10 Excellent (412) "Great place to stay" CA $154 CA $168 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information) ![Family Room | Living area](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c6beb381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c8714d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/3f638ed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/755f7877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet 239 West Dover 9.4/10 Exceptional (80) "I was pleasantly surprised in how well well-maintained this property was. Beautiful decor, impeccably clean, and extremely comfortable bed and linens. We were in a king room with a little deck off the back. It was just lovely to sit outside and have a glass of wine. Check in and check out was a breeze and this adorable hotel is in a perfect location. I would definitely stay here again and recommend to others. " CA $163 CA $180 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/26d2b6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, Kitchen, Mountain View | Living area](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/9f1f0437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/56949147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, Kitchen, Mountain View | Living area](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/ef0071b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brittany Motel Manchester Center 9.4/10 Exceptional (321) "I only stayed one night at The Brittany but I enjoyed it. It's a no frills kind of stay but the room I had was up to date, clean, and the bed was really comfortable. Reasonable price too. Exactly what I was looking for. " CA $160 CA $200 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bennington-Hotels-Brittany-Motel.h10532948.Hotel-Information) ![Exclusive Suite, Multiple Beds, Kitchenette, Mountain View](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/6e934e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/80ab5ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Room, 1 Double Bed](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/99257ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/1c3d8a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Upper Pass Lodge at Magic Mountain Londonderry 8.2/10 Very good (670) "If this property was updated it would be a wonderful place to stay but as is it’s like a very old motel. I would not stay there again. " CA $119 CA $131 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Accessible, Dog-Friendly Double](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/53cc1cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/d5194d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/32c31fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock Motel Woodstock 9.6/10 Exceptional (528) "I come to area for medical visits often and Sleep Woodstock is my new favorite stay!" CA $144 CA $182 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/e1367e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/9a97fc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/91b36201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Olympia Lodge Manchester Center 9.4/10 Exceptional (545) "Perfect spot for Green Mountain Festival" CA $250 CA $275 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) ![Mountain view](https://images.trvl-media.com/lodging/9000000/8340000/8330600/8330598/474a4f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/9000000/8340000/8330600/8330598/3bad0719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8340000/8330600/8330598/3490b342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/9000000/8340000/8330600/8330598/e4ae12b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aerie Inn of Vermont East Dorset 9.4/10 Exceptional (173) "This place was absolutely incredible! The staff was super friendly and everything was perfect. Handmade soaps in the bathrooms for guests made by themselves too! Couldn’t recommend high enough. " CA $184 CA $201 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Bennington-Hotels-Aerie-Inn-Of-Vermont.h8330598.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/3f7fd5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/b9e7173e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![30-inch flat-screen TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/ee42c4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, travel crib, free WiFi](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/21610714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COHO Inn & Motor Lodge Weston 9.6/10 Exceptional (36) "We loved our stay at COHO. Breakfast was wonderful and the owners are so sweet and knowledgeable about the history of the place and the area! Great location near Weston and ludlow" CA $229 CA $250 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Weston-Hotels-The-Colonial-House-Inn-And-Motor-Lodge.h104395732.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/d22bae40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/6142d87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed | View from room](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/58757ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/99da9548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Winds Country Motel Manchester Center 8.4/10 Very good (514) "No stairs, I like that. Limited breakfast, more variety needed and fresh fruit." CA $152 CA $167 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/7d61f01d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/dfe673e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/ef2d6927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/9685c82c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountaineer Inn West Dover 8.6/10 Excellent (526) "Easy check in and out. Beautiful location" CA $114 CA $132 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/West-Dover-Hotels-Mountaineer-Inn.h82906124.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1400000/1395000/1394932/22097c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1400000/1395000/1394932/ba8a94b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1400000/1395000/1394932/ef346469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1400000/1395000/1394932/28a73953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Bellows Falls Bellows Falls 6.2/10 (280) "It's the off season so it was very quiet. The stay was great, no complaints " CA $117 CA $128 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Bellows-Falls-Hotels-Rodeway-Inn.h1394932.Hotel-Information) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/2000000/1580000/1579500/1579404/1e6fe6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/2000000/1580000/1579500/1579404/53c6ab25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/2000000/1580000/1579500/1579404/25ec4e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/2000000/1580000/1579500/1579404/e7909b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Inn Claremont Claremont 6.6/10 (311) "Room and bathroom were clean. Bathroom appeared to have new sink.and toilet. Water pressure in shower was good." CA $139 CA $151 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Claremont-Hotels-Royal-Inn-Claremont.h1579404.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/22000000/21870000/21860900/21860884/e0f25183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/22000000/21870000/21860900/21860884/cdd5f061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, Multiple Beds, Garden View](https://images.trvl-media.com/lodging/22000000/21870000/21860900/21860884/54dc91bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21870000/21860900/21860884/3f8bde70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Main and Mountain Bar & Motel Ludlow 9.6/10 Exceptional (206) "Amazing place to stay " CA $285 CA $313 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Ludlow-Hotels-Main-And-Mountain-Bar-Motel.h21860884.Hotel-Information) ![Fountain](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/17ddc189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/2424baf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/e6ddac4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/3dea7fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Weathervane Motel Manchester Center 6.8/10 (709) "Good location, good value " CA $149 CA $164 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Bennington-Hotels-Weathervane-Motel.h10429394.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) ![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/2000000/1040000/1039700/1039680/1e752373.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) ### Travelodge by Wyndham Brattleboro VT Brattleboro 6.0/10 (717) "For the money during peep season it was ok. Otherwise it’s a low quality stay" CA $112 CA $123 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Brattleboro-Hotels-Travelodge-By-Wyndham-Brattleboro-VT.h1039680.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a.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) ![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) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/2651a899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colonial Motel And Spa Brattleboro 6.8/10 (1002) "Nice place to stay for the night." CA $195 CA $215 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/860000/859400/859304/178059c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/859400/859304/12c65397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/859400/859304/279e51da.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) ### Econo Lodge Brattleboro Brattleboro 5.4/10 (575) "Most disgusting place I've ever seen to" CA $95 CA $104 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Brattleboro-Hotels-Econo-Lodge-Brattleboro.h859304.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.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24®ionId=89014&adults=2&lodging=MOTEL&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Motels.d89014-aaMotels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Motels.d89014-aaMotels.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![The Equinox Golf Resort & Spa](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "Beautiful hotel! " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Very nice property. Would love to visit again." [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Gorgeous suite, staff was so nice and helpful. " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](//images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "The staff was very helpful, the place was comfortable with home amenities, view and property was breathtaking. " [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "The staff was helpful and friendly. The breakfast was good with many choices available. The room was good and the bed was comfortable. My wife would have liked to have a hair dryer available." [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Colonial Motel And Spa](//images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "Excellent staff" [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![Hampton Inn and Suites Manchester](//images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Very courteous staff" [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Had road view but was ok for the amount of time spent there. Located in perfect spot for easy walking to grocery store and downtown shopping. Hotel offers complimentary Coffee Bar, waters, cookies and even bicycles to ride" [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Best Western Plus Keene Hotel](//images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg) ### Best Western Plus Keene Hotel 10/10 Excellent "Excellent staff at front desk and Lori who serves breakfast is wonderful " [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ## Find out more about Chester ## Chester Motels information | Number of reviews | 8,574 | | --- | --- | | Accommodation | 26 Motels | | Lowest Price | CA $104 | | Highest Price | CA $313 | ## Frequently asked questions ### What can I expect from a motel trip to Chester? > If you can't find a motel in Chester, consider some of the motels we suggest around the area or let Expedia help you find something similar from over 67 lodging options. Simply filter using our search tools by price per night or cost-effective amenities such as free breakfast and free airport transportation. ### What are motels like? > At most motels, you'll often find free parking and an outdoor pool. When you stay at a motel, you'll usually access your room directly from the parking lot. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California. ### What are the best motels in Chester? > These are some of Expedia customers' favorite motels in the larger area. [Motel in the Meadow](https://www.expedia.ca/Chester-Hotels-Motel-In-The-Meadow.h14724639.Hotel-Information): If driving, you'll be within 26 minutes of Okemo Mountain Resort. Enjoy the in-room free WiFi, and freebies including breakfast and parking. [Econo Lodge Brattleboro](https://www.expedia.ca/Brattleboro-Hotels-Econo-Lodge-Brattleboro.h859304.Hotel-Information): A seasonal outdoor pool along with freebies like breakfast, WiFi, and parking are available during your stay. Central Chester is 29.4 mi (47.3 km) away. [Colonial Motel And Spa](https://www.expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information): Enjoy access to the 2 indoor pools, and freebies including WiFi and parking. Located 26.6 mi (42.8 km) from the heart of Chester. [Mountaineer Inn](https://www.expedia.ca/West-Dover-Hotels-Mountaineer-Inn.h82906124.Hotel-Information): Central Chester is 25.5 mi (41.1 km) away. A seasonal outdoor pool, free WiFi, and free parking are available during your stay. [The Putney Inn](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information): 21 mi (33.8 km) from the heart of Chester. Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking. ### What things can I to do in Chester? > As you explore this relaxing, quaint area, check out the ski slopes. Visitors like Chester for its shops, coffeehouses, and restaurants. Some outdoorsy places nearby include Lowell Lake State Park, Buttermilk Falls, and Lake Rescue. Attractions the whole family can enjoy include DaVallia Art & Accents and Bonnie's Bundles Dolls. While you're checking out the area, consider visiting Grafton Historical Society, Vermont Country Store, and Plummer's Sugar House. ### What's the weather like in Chester? > Weather can make or break a roadtrip, so here's some data about year-round temperatures in Chester to help you plan yours: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall. ### What are my options for getting around Chester when staying in a motel? > We've gathered some information about local transportation options in Chester to help you navigate your stay: Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) from the heart of the city. Otherwise, you can search for flights to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. 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