Title: 10 Best Motels in Cheshire: Find Cheap Motels in Cheshire, MA 2026 - Expedia.com [Cheshire Travel Guide](https://expedia.com/Cheshire.dx6005398)[Hotels in Cheshire](https://expedia.com/Cheshire-Hotels.d6005398.Travel-Guide-Hotels)[Vacation Rentals in Cheshire](https://expedia.com/Cheshire-Vacation-Rentals.d6005398.Travel-Guide-VacationRentals)[Flights to Cheshire](https://expedia.com/Cheap-Flights-To-Cheshire.d6005398.Travel-Guide-Flights)[Car Rentals in Cheshire](https://expedia.com/Car-Rentals-In-Cheshire.d6005398.Car-Rental-Guide)[Cheshire Vacation Packages](https://expedia.com/Cheshire.d6005398.Destination-Travel-Guides) ![An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.](https://images.trvl-media.com/place/6005398/af3c140d-6448-4a00-9ca4-43cb22b4b44b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6005398/af3c140d-6448-4a00-9ca4-43cb22b4b44b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6005398&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6005398&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6005398&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6005398&startDate=2026-05-29&endDate=2026-05-31&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cheshire motels ![Property grounds](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/1076a408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/f3854c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/fb19d853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/92f285fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maple Terrace Motel [](https://www.expedia.com/Williamstown-Hotels-Maple-Terrace-Motel.h13278987.Hotel-Information) Williamstown 9.6/10 Exceptional (599 reviews) "Very clean room. Service excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John $99 nightly $111 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Maple-Terrace-Motel.h13278987.Hotel-Information) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/2558ee66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/cdf64ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/390a52f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/bb325877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant Valley Motel West Stockbridge [](https://www.expedia.com/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.Hotel-Information) West Stockbridge 6.8/10 (1,000 reviews) "Priced very reasonably and the room was clean and comfy!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne $71 nightly $78 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/6df66696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking | Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/7aabad6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/c0f1d776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/af22be9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Corner Motel [](https://www.expedia.com/Williamstown-Hotels-Cozy-Corner-Motel.h4595809.Hotel-Information) Williamstown 9.2/10 Wonderful (896 reviews) "We love Cozy Corner. It's a snug, safe, well-maintained, home away from home. Love the ample breakfast and the genuine welcome we receive every time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann $84 nightly $93 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Cozy-Corner-Motel.h4595809.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/1fb7c9f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/45e111cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/2c0ca8ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/d1998883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villager Motel [](https://www.expedia.com/Williamstown-Hotels-The-Villager-Motel.h2832172.Hotel-Information) Williamstown 8.8/10 Excellent (783 reviews) "very clean, up to day, no thrills overnighter. perfect stop from NYC to VT skiing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martin $79 nightly $88 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-The-Villager-Motel.h2832172.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/f94cd23f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/86a5bced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Accessible | Mountain view](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/caf79b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | In-room safe, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/d0c9280e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Vista Motor Lodge [](https://www.expedia.com/North-Adams-Hotels-Blue-Vista-Motor-Lodge.h84362148.Hotel-Information) North Adams 9.8/10 Exceptional (208 reviews) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALEKSey $182 nightly $192 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/North-Adams-Hotels-Blue-Vista-Motor-Lodge.h84362148.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/9722ad97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 3 Bedrooms, Mountainside | Living area | Smart TV](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/2f0dc604_edited_9c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/67ad98ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Suite, 1 King Bed, Patio | Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/8c32bd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Springs Motel [](https://www.expedia.com/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information) New Ashford 9.4/10 Exceptional (95 reviews) "Great quaint place. Great staff and very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janelle $111 nightly $122 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/17f29286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/20495b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/7062b6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Lenox [](https://www.expedia.com/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) Lenox 7.6/10 Good (841 reviews) "Staff was super nice! Everything was clean and neat. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth $79 nightly $88 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Family House | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/26677985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 1 Queen Bed, Non Smoking | Individually furnished, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/182327c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/062df4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/e51296ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Becket Motel [](https://www.expedia.com/Becket-Hotels-Becket-Motel.h27064222.Hotel-Information) Becket 6.8/10 (60 reviews) "Comfortable stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul $128 nightly $143 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Becket-Hotels-Becket-Motel.h27064222.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b138d836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Accessible | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/644deeee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b4275c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/3a99baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Inn [](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information) Pittsfield 7.8/10 Good (849 reviews) "This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MARIA J $79 nightly $88 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/65150c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/dccac924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/1134ca16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/2649134b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Willows Motel Williamstown [](https://www.expedia.com/Williamstown-Hotels-Willows-Motel-Williamstown.h1753359.Hotel-Information) Williamstown 9.0/10 Wonderful (1,004 reviews) "Clean and cozy room, friendly staff, and fresh fruit for breakfast. Great location right next to Williams College." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phebe $85 nightly $95 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Willows-Motel-Williamstown.h1753359.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/6d051282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/049cb490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double Room | Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/db3c3dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deep soaking bathtub](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/14870b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Inn [](https://www.expedia.com/Lee-Hotels-Sunset-Inn.h3025486.Hotel-Information) Lee 7.6/10 Good (411 reviews) "owners was nice, room was clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tom $86 nightly $96 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Lee-Hotels-Sunset-Inn.h3025486.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/4d496801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/75ab7331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/087b92a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/5f700266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Travel Lodge [](https://www.expedia.com/Albany-Hotels-Berkshire-Travel-Lodge.h1793522.Hotel-Information) Austerlitz 5.4/10 (463 reviews) "Nice location for my needs. Breakfast was not good or healthy. A little old, but had everything I needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cameron $70 nightly $78 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Albany-Hotels-Berkshire-Travel-Lodge.h1793522.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758858/51c14a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758858/823465a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758858/1f375131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758858/8e0c73d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Williamstown Motel [](https://www.expedia.com/Williamstown-Hotels-Williamstown-Motel.h2758858.Hotel-Information) Williamstown 9.4/10 Exceptional (315 reviews) "Great location with easy parking" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) David $71 nightly $79 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Williamstown-Motel.h2758858.Hotel-Information) ![In-room dining](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/ca66a901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/017819f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/f0e5252a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/ec5f4855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Lee - Great Barrington [](https://www.expedia.com/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information) Lee 6.4/10 (660 reviews) "Good to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ibinabo $67 nightly $75 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business center](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c2037034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/3ed5d9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/1690062a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FairBridge Inn Express [](https://www.expedia.com/Pittsfield-Hotels-Pittsfield-Inn.h1543.Hotel-Information) Pittsfield 5.4/10 (815 reviews) "The room was absolutely horrible and extremely dirty!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mandy $73 nightly $82 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Pittsfield-Hotels-Pittsfield-Inn.h1543.Hotel-Information) ![Mountain view](https://images.trvl-media.com/lodging/2000000/1500000/1498700/1498642/15afb24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1500000/1498700/1498642/18aac20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1500000/1498700/1498642/b61eab4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/2000000/1500000/1498700/1498642/f5e7ded9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Williamstown [](https://www.expedia.com/Williamstown-Hotels-Howard-Johnson-By-Wyndham-Williamstown.h1498642.Hotel-Information) Williamstown 6.6/10 (907 reviews) "Great affordable place to stay while in the northern Berkshires." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PAUL $90 nightly $101 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Howard-Johnson-By-Wyndham-Williamstown.h1498642.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=2026-04-14&endDate=2026-04-15®ionId=6005398&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-Motels.d6005398-aaMotels.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-Motels.d6005398-aaMotels.Travel-Guide-Accommodation) ## Top Cheshire Hotel Reviews ![The Porches Inn at Mass MoCA](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/66dde072_y.jpg) ### The Porches Inn at Mass MoCA 8/10 Good "We very much enjoyed our night at theThe Porches Inn. Check-in was easy, the room was spacious, clean and comfortable. The shower was the best rainfall shower I have ever had and we even had a claw foot bathtub! The only drawback to our room was proximity to the main entrance door of the building which could hear opening and closing. We would have liked to use the exterior hot tub but it was not available due to pool renovations. We were able to enjoy the sauna and shower as an alternative. The breakfast was ample for a "continental buffet". Lastly, the free car charging was a life saver! I hope I have the opportunity to visit again." [](https://expedia.com/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb_y.jpg) ### Berkshires Untold 10/10 Excellent "Easy check-in, secure and clean" [](https://expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Breakfast is excellent, quiet place is peaceful you can relax really well it has an Indian cuisine restaurant inside also a bar the restaurant is excellent all you request they will do it as long that they have it they will do everything is excellent to this In. Friendly staff." [](https://expedia.com/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "OK, the hotel needs updating, but the staff was so friendly and helpful it didn't even matter. We parked our car, walked everywhere, 2 min to the Colonial theater! Insider tip, if you buy a breakfast tix from the front desk it's less $ than paying at the restaurant. " [](https://expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5_y.jpg) ### Hotel On North 10/10 Excellent "Very clean room, friendly staff, and a feeling of being in a “fancy” hotel while still being within budget. The location was great - I enjoyed walking around and felt safe after dark. Easy walking distance from the Colonial Theater. " [](https://expedia.com/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Room was comfortable and quiet. Staff accommodated a request to change rooms after check-in as we discovered there was someone next door who was constantly on the phone speaking loudly in a voice that carried on something business related. Relocating us was very appreciated." [](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "The hotel is a great, upscale business hotel with friendly staff and a great restaurant." [](https://expedia.com/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046_y.jpg) ### Best Western Plus Berkshire Hills Inn & Suites 8/10 Good "Staff was very accommodating. Room was ok but toilet didn’t flush without the water constantly running. Shower gel, shampoo & condition bottles were all empty in the shower. Had to call for new ones. " [](https://expedia.com/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "very clean and friendly staff" [](https://expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ## Find out more about Cheshire ## Cheshire Motels information | Number of reviews | 6,780 | | ----------------- | --------- | | Accommodation | 24 Motels | | Lowest Price | $75 | | Highest Price | $192 | ## Frequently asked questions ### What is the nightly rate for a motel in Cheshire? ### Is it better to stay in a Cheshire motel or hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near St Mary's of the Assumption Church ](https://www.expedia.com/St-Marys-Of-The-Assumption-Church-Hotels.0-l553248621532665539-0.Travel-Guide-Filter-Hotels) - [Hotels near Mount Greylock State Reservation Visitor Center ](https://www.expedia.com/Mount-Greylock-State-Reservation-Visitor-Center-Hotels.0-l6272782-0.Travel-Guide-Filter-Hotels) - [B&B in Lanesborough ](https://www.expedia.com/Lanesborough-Bed-And-Breakfast.d6005408-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Apartments in Lanesborough ](https://www.expedia.com/Lanesborough-Apartments.d6005408-aaApartments.Travel-Guide-Accommodation) - [Cottages in Lanesborough ](https://www.expedia.com/Lanesborough-Cottages.d6005408-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Lanesborough ](https://www.expedia.com/Lanesborough-Cabins.d6005408-aaCabins.Travel-Guide-Accommodation) - [Resorts in Lanesborough ](https://www.expedia.com/Lanesborough-Resorts.d6005408-aaResorts.Travel-Guide-Accommodation) - [Motels in Lanesborough ](https://www.expedia.com/Lanesborough-Motels.d6005408-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Lanesborough ](https://www.expedia.com/Lanesborough-Apart-Hotels.d6005408-aaApartHotels.Travel-Guide-Accommodation) - [Condo Rentals in Lanesborough ](https://www.expedia.com/Lanesborough-Condos.d6005408-aaCondos.Travel-Guide-Accommodation) - [Vacation Homes in Lanesborough ](https://www.expedia.com/Lanesborough-Private-Vacation-Homes.d6005408-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Motels in New Ashford ](https://www.expedia.com/New-Ashford-Motels.d183333-aaMotels.Travel-Guide-Accommodation) - [Apartments in New Ashford ](https://www.expedia.com/New-Ashford-Apartments.d183333-aaApartments.Travel-Guide-Accommodation) - [B&B in New Ashford ](https://www.expedia.com/New-Ashford-Bed-And-Breakfast.d183333-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Vacation Homes in New Ashford ](https://www.expedia.com/New-Ashford-Private-Vacation-Homes.d183333-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Lanesborough Hotels ](https://www.expedia.com/Lanesborough-Hotels.d6005408.Travel-Guide-Hotels) - [Cheap Hotels in Lanesborough ](https://www.expedia.com/Lanesborough-Hotels-Cheap-Hotels.0-0-d6005408-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Lanesborough ](https://www.expedia.com/Lanesborough-Hotels-Luxury-Hotel.0-0-d6005408-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Lanesborough ](https://www.expedia.com/Lanesborough-Hotels-Ski-Hotel.0-0-d6005408-tSkiHotel.Travel-Guide-Filter-Hotels) - [B&B in Adams ](https://www.expedia.com/Adams-Bed-And-Breakfast.d6005393-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Apartments in Adams ](https://www.expedia.com/Adams-Apartments.d6005393-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Adams ](https://www.expedia.com/Adams-Cabins.d6005393-aaCabins.Travel-Guide-Accommodation) - [Cottages in Adams ](https://www.expedia.com/Adams-Cottages.d6005393-aaCottages.Travel-Guide-Accommodation) - [Motels in Adams ](https://www.expedia.com/Adams-Motels.d6005393-aaMotels.Travel-Guide-Accommodation) - [Resorts in Adams ](https://www.expedia.com/Adams-Resorts.d6005393-aaResorts.Travel-Guide-Accommodation) - [Condo Rentals in Adams ](https://www.expedia.com/Adams-Condos.d6005393-aaCondos.Travel-Guide-Accommodation) - [Hotels near Susan B. 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