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 [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6005398&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6005398&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [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 two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6005398&startDate=2026-05-15&endDate=2026-05-17&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cheshire motels ![Gazebo](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/6df66696.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) ![Front of property](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/44727a40.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) ### 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 Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Cozy-Corner-Motel.h4595809.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) ![Lobby](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/bb325877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/56630735.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 $59 nightly $64 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/1076a408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/25f05b7c.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) ![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 (598 reviews) "Very clean room. Service excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John $99 nightly $111 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Maple-Terrace-Motel.h13278987.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) ![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) ![Double Room | Desk, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/822e46eb.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 (780 reviews) "Very nice motel - well maintained and pleasant management" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cherie $75 nightly $84 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-The-Villager-Motel.h2832172.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) ![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) ![Gazebo](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/20495b9a.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 (839 reviews) "Clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Orlando $79 nightly $88 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/45b65286.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) ![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) ### The Springs Motel [](https://www.expedia.com/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information) New Ashford 9.4/10 Exceptional (94 reviews) "Great quaint place. Great staff and very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janelle $113 nightly $124 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/New-Ashford-Hotels-The-Springs-Motel.h95124564.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/86a5bced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/954b171c.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 (207 reviews) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALEKSey $182 nightly $192 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/North-Adams-Hotels-Blue-Vista-Motor-Lodge.h84362148.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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/de2ab5d5.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 (848 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 $77 nightly $87 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Inn.h297173.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) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/049cb490.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 $95 nightly $106 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Lee-Hotels-Sunset-Inn.h3025486.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) ![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) ![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) ### Willows Motel Williamstown [](https://www.expedia.com/Williamstown-Hotels-Willows-Motel-Williamstown.h1753359.Hotel-Information) Williamstown 9.0/10 Wonderful (1,000 reviews) "Older building and decor but rooms are in impeccable condition and amazingly clean for their age. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pete $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) ![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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/5f700266.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) ### 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 Mar 21 - Mar 22 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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758858/1f375131.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 $75 nightly $84 total Apr 9 - Apr 10 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) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/fd5f12a7.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 (659 reviews) "Good to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ibinabo $67 nightly $75 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.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) ![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) ![Family House | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/9e3d1bdc.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 $116 nightly $130 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Becket-Hotels-Becket-Motel.h27064222.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) ![Dining](https://images.trvl-media.com/lodging/2000000/1500000/1498700/1498642/347bbac7.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 (906 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 Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Howard-Johnson-By-Wyndham-Williamstown.h1498642.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) ![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/bd64a090.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) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/3ed5d9ec.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 (814 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 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Pittsfield-Hotels-Pittsfield-Inn.h1543.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=2026-04-01&endDate=2026-04-02®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 ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb_y.jpg) ### Berkshires Untold 10/10 Excellent "I always sleep the best here. So quiet and comfortable. Love the lounge area. Bartender really nice. Had a lovely cheese plate. Shower is great. Great value!" [](https://expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg) ### Berkshire Mountain Lodge 8/10 Good "The room is cozy and the kitchen is great. The pool area needs renovation but my kids still love the fact the pool is huge. Only downside is it takes forever to get your $150 deposit refunded:( every time and I leave the room spotless." [](https://expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.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 6/10 Okay "rooms have a weird smell, if the hotel is empty" [](https://expedia.com/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "An ideal place to stay for a trip to The Clark Art Museum. Or Williams College. " [](https://expedia.com/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5_y.jpg) ### Hotel On North 10/10 Excellent "The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return. " [](https://expedia.com/Pittsfield-Hotels-Hotel-On-North.h10246103.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 "yes" [](https://expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.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 "Easy check-in; accommodating staff; clean room. Convenient but also quiet location." [](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Courtyard by Marriott Lenox Berkshires](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/27ce1034_y.jpg) ### Courtyard by Marriott Lenox Berkshires 10/10 Excellent "Clean room, friendly and helpful staff. " [](https://expedia.com/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information) ![The Cornell Inn, Lenox & The Berkshires](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/63812de9_y.jpg) ### The Cornell Inn, Lenox & The Berkshires 6/10 Okay "The staff was friendly and the breakfast was great. The parking lots and grounds were unsafe. It's winter time and they should know better. Each time we went to our car we felt we were going to slip and fall. Same with the path from our room to the breakfast area. We came here for a relaxing baby moon and feared for our safety any time we left the room. When we arrived on a Thursday afternoon we were told the parking lots would soon be plowed. We left on a Sunday morning and neither had been touched the whole time we were there. The weather was rainy, then freezing, which makes for dangerous conditions if not treated properly. On one morning the parking lot was such a sheet of ice that we felt unsafe to drive and therefore had to abandon our planned morning activities. Throughout the stay we would see plenty of staff but they would not give an update on the plowing or even acknowledge the conditions of the lots or walkways." [](https://expedia.com/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) ## Find out more about Cheshire ## Cheshire Motels information | Number of reviews | 6,887 | | ----------------- | --------- | | Accommodation | 24 Motels | | Lowest Price | $64 | | 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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