Title: Hinsdale Villas from CA $106 | Expedia.ca [Hotels in Hinsdale](https://expedia.ca/Hinsdale-Hotels.d6005406.Travel-Guide-Hotels)[Vacation Rentals in Hinsdale](https://expedia.ca/Hinsdale-Vacation-Rentals.d6005406.Travel-Guide-VacationRentals)[Hinsdale Car Rentals](https://expedia.ca/Car-Rentals-In-Hinsdale.d6005406.Car-Rental-Guide)[Hinsdale Vacation Packages](https://expedia.ca/Hinsdale.d6005406.Destination-Travel-Guides) ![Had to wait on the light to get just right...totality worth it!!! #InStone](https://images.trvl-media.com/place/6005406/994d4472-5b99-4b6b-8148-12426b4c9b53.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Janine Edmondson # Search Hinsdale Villa Rentals from CA $106 - ![](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 In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6005406&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6005406&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6005406&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6005406&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Hinsdale Villas No exact matches found, but these alternatives could be just right ## Recommended hotels in Hinsdale ![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/ec8e2057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/4fb8018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/0ab9f2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/137726e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Hinsdale 9.8/10 Exceptional (34) "Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey E. CA $224 CA $579 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/8666c376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/eac89037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/90dd9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Berkshire Hills Inn & Suites 8.6/10 Excellent (1000) "I have stayed here many times and it is consistently a comfortable, clean and quiet place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanine CA $129 CA $144 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/8e50ee57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, Private Bathroom (Catamount - Pets Allowed)](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/13717808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Private Bathroom (Honeymoon - Pets Allowed) | Bathroom](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/7a64e255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/8c29d5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bed & Breakfast in West Stockbridge 9.6/10 Exceptional (436) "Nice place, easy check in" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $144 CA $159 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Fireplace](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/4ea5ab50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f3c92221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f43c89bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yankee, Trademark Collection by Wyndham 9.2/10 Wonderful (1006) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann CA $123 CA $138 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/5acdf3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/207845f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a25612d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 8.0/10 Very good (983) "Staff was very nice and helpful nice place restaurant was awesome great food and drinks" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank CA $127 CA $142 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/a89bc327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/617da859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/67e1adab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG 9.2/10 Wonderful (65) "Very clean room, courteous staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $134 CA $150 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/c0933de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/754813dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/f1aeba62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, dining tables](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/5fd0e723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Element Lenox Berkshires 9.8/10 Exceptional (11) "New hotel very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joel CA $181 CA $202 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/568a1b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/6203d3bd.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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/45e111cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel in Williamstown 8.8/10 Excellent (764) "It's very good for stay over" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frances CA $95 CA $106 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Williamstown-Hotels-The-Villager-Motel.h2832172.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/69e559b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/5a6f7f91.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) ### Motel in Lenox 7.6/10 Good (827) "Staff was very friendly and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $109 CA $122 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/3f10c169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/3ebde3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/a870ca25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/0de52af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Downstreet, an Ascend Collection Hotel 8.8/10 Excellent (1003) "Great property, nice staff, lovely rooms, awesome location." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Krysten CA $148 CA $165 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/4fd790fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ba9d3ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 9.0/10 Wonderful (1003) "The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elisabeth CA $140 CA $156 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/42d8f877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/d646def1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/99e42600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/c0c1da46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn 8.4/10 Very good (1001) "Clean room and good breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $125 CA $140 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/748b4faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/44ab9667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel in Great Barrington 9.0/10 Wonderful (804) "Yes it was clean & staff was very polite. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara L. [](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/c64cd286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds | View from room](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/44b0e4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/52ce390c.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) ### Motel in Williamstown 9.6/10 Exceptional (588) "Reception was great, lovely beds (most important to me), great location, this place is excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $137 CA $153 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Williamstown-Hotels-Maple-Terrace-Motel.h13278987.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One King Bed, Non-Smoking, Accessible | View from room](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/5d049cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/3e2c75da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/e55e7242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Berkshires-Lenox 9.2/10 Wonderful (1000) "Clean, pleasant staff and good breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $143 CA $159 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/e2e7e72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/be126a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/62ab3ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 8.8/10 Excellent (705) "We stay here every year and it never disappoints " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $141 CA $157 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/f450d89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/b51475ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/670699cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lodge in Pittsfield 9.0/10 Wonderful (781) "All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/7c9905b4.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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/5062d555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/53d12ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel in Williamstown 9.2/10 Wonderful (884) "Clean, Great Staff, Quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john CA $103 CA $122 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Williamstown-Hotels-Cozy-Corner-Motel.h4595809.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/c81c0732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/d28e6aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/99b13181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guesthouse in Pittsfield 8.6/10 Excellent (346) "Very helpful staff, clean and spacious rooms. Has everything you need - well equipped." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn CA $123 CA $138 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/989c6f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/d0c9280e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/cad3bb20.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) ### Motel in North Adams 9.8/10 Exceptional (195) "The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean CA $247 CA $261 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/North-Adams-Hotels-Blue-Vista-Motor-Lodge.h84362148.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=2025-12-22&endDate=2025-12-23®ionId=6005406&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Hinsdale%2C+Massachusetts%2C+United+States+of+America®ionId=6005406&latLong=42.438698%2C-73.125381&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Hinsdale%2C+Massachusetts%2C+United+States+of+America®ionId=6005406&latLong=42.438698%2C-73.125381&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Hinsdale%2C+Massachusetts%2C+United+States+of+America®ionId=6005406&latLong=42.438698%2C-73.125381&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Hinsdale%2C+Massachusetts%2C+United+States+of+America®ionId=6005406&latLong=42.438698%2C-73.125381&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Hinsdale%2C+Massachusetts%2C+United+States+of+America®ionId=6005406&latLong=42.438698%2C-73.125381&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CONDO) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Hinsdale%2C+Massachusetts%2C+United+States+of+America®ionId=6005406&latLong=42.438698%2C-73.125381&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=APART_HOTEL) Villas [](https://www.expedia.ca/Hotel-Search?destination=Hinsdale%2C+Massachusetts%2C+United+States+of+America®ionId=6005406&latLong=42.438698%2C-73.125381&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Hinsdale%2C+Massachusetts%2C+United+States+of+America®ionId=6005406&latLong=42.438698%2C-73.125381&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CHALET) ![](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%2FHinsdale-Villas.d6005406-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHinsdale-Villas.d6005406-aaVillas.Travel-Guide-Accommodation) ## Top Hinsdale Hotel Reviews ![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG 10/10 Excellent "Comfortable, quiet, clean, great breakfast " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.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 "Great staff especially Katherine " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Spacious rooms. Attentive staff. Free parking behind the hotel." [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "I don’t have a single complaint about this hotel! Everything was perfect! Staff was great, parking was easy, everything was clean! My family and I will definitely be staying here again in the future! " [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "It was all well cared for." [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "I am a cross country traveling nurse. The Berkshire Mountain Lodge was perfect for my needs. A fully functioning well appointed kitchen. Spacious living quarters with excellent views. The best water pressure on a shower that I have ever known. Fantastic after a long day of work or out hiking the many nature trails here. And the bed was so perfectly firm and cozy that I drifted effortlessly to sleep. The grounds, the amenities and the coordinated activities to bring you together in community made me feel included. Definitely a place I will continue to return to for many years." [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "The staff was very friendly, and the hotel room was basically a small condo. The overall experience was heavenly." [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.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 "The room was spacious and clean, the jetted tub was a nice treat, and the breakfast was fresh. " [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Everyone was Curtieus and very helpful !!! Room was very clean and nice!!!! Would be glad to stay again !!!! Thank You for making our stay pleasant and welcoming !!!! To all of the staff, Have A Great. Holiday Season !!!!! " [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ## Find out more about Hinsdale ## Hinsdale Villas information | Number of reviews | 13,388 | | ----------------- | -------- | | Accommodation | 1 Villas | | Lowest Price | CA $106 | | Highest Price | CA $579 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Cheap Hotels in Becket ](https://www.expedia.ca/Becket-Hotels-Cheap-Hotels.0-0-d6005395-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Becket ](https://www.expedia.ca/Becket-Hotels-Luxury-Hotel.0-0-d6005395-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Becket ](https://www.expedia.ca/Becket-Hotels-Mountain-Hotels.0-0-d6005395-tMountainHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Becket ](https://www.expedia.ca/Becket-Hotels-Romantic-Hotel.0-0-d6005395-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Becket Hotels ](https://www.expedia.ca/Becket-Hotels.d6005395.Travel-Guide-Hotels) - [Cheap Hotels in Cheshire ](https://www.expedia.ca/Cheshire-Hotels-Cheap-Hotels.0-0-d6005398-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Cheshire ](https://www.expedia.ca/Cheshire-Hotels-Couples-Resorts-Hotels.0-0-d6005398-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Cheshire ](https://www.expedia.ca/Cheshire-Hotels-LGBT-Friendly-Hotel.0-0-d6005398-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Cheshire ](https://www.expedia.ca/Cheshire-Hotels-Mountain-Hotels.0-0-d6005398-tMountainHotels.Travel-Guide-Filter-Hotels) - [Cheshire Hotels ](https://www.expedia.ca/Cheshire-Hotels.d6005398.Travel-Guide-Hotels) - [Aparthotels in Dalton ](https://www.expedia.ca/Dalton-Apart-Hotels.d6911-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Dalton ](https://www.expedia.ca/Dalton-Bed-And-Breakfast.d6911-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Dalton ](https://www.expedia.ca/Dalton-Hotels-Cheap-Hotels.0-0-d6911-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Dalton ](https://www.expedia.ca/Dalton-Hotels-Family-Hotel.0-0-d6911-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Dalton ](https://www.expedia.ca/Dalton-Hotels-Spa-Hotel.0-0-d6911-tSpaHotel.Travel-Guide-Filter-Hotels) - [Dalton Hotels ](https://www.expedia.ca/Dalton-Hotels.d6911.Travel-Guide-Hotels) - [Lodges in Dalton ](https://www.expedia.ca/Dalton-Lodges.d6911-aaLodges.Travel-Guide-Accommodation) - [Motels in Dalton ](https://www.expedia.ca/Dalton-Motels.d6911-aaMotels.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Berkshire County ](https://www.expedia.ca/Destinations-In-Berkshire-County-Beach-Hotel.0-0-d553248635083901436-tBeachHotel.Hotel-Filter-Destinations) - [Hotels with a Pool in Berkshire County ](https://www.expedia.ca/Destinations-In-Berkshire-County-Hotel-With-Pool.0-0-d553248635083901436-tHotelwithPool.Hotel-Filter-Destinations) - [Luxury Hotels in Berkshire County ](https://www.expedia.ca/Destinations-In-Berkshire-County-Luxury-Hotel.0-0-d553248635083901436-tLuxuryHotel.Hotel-Filter-Destinations) - [Pet-Friendly Hotels in Berkshire County ](https://www.expedia.ca/Destinations-In-Berkshire-County-Pet-Friendly-Hotel.0-0-d553248635083901436-tPetfriendlyHotel.Hotel-Filter-Destinations) - [Ski Hotels in Berkshire County ](https://www.expedia.ca/Destinations-In-Berkshire-County-Ski-Hotel.0-0-d553248635083901436-tSkiHotel.Hotel-Filter-Destinations) - [Berkshire County Hotels ](https://www.expedia.ca/Destinations-In-Berkshire-County.d553248635083901436.Hotel-Destinations) - [Cheap Hotels in Lanesborough ](https://www.expedia.ca/Lanesborough-Hotels-Cheap-Hotels.0-0-d6005408-tCheapHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Lanesborough ](https://www.expedia.ca/Lanesborough-Hotels-Spa-Hotel.0-0-d6005408-tSpaHotel.Travel-Guide-Filter-Hotels) - [Lanesborough Hotels ](https://www.expedia.ca/Lanesborough-Hotels.d6005408.Travel-Guide-Hotels) - [Cheap Hotels in Lenox ](https://www.expedia.ca/Lenox-Hotels-Cheap-Hotels.0-0-d8587-tCheapHotels.Travel-Guide-Filter-Hotels) - [Lenox Hotels ](https://www.expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels) - [Middlefield Hotels ](https://www.expedia.ca/Middlefield-Hotels.d132966.Travel-Guide-Hotels) - [Hotels near Mount Greylock State Reservation Visitor Center ](https://www.expedia.ca/Mount-Greylock-State-Reservation-Visitor-Center-Hotels.0-l6272782-0.Travel-Guide-Filter-Hotels) - [Farmstay in Peru ](https://www.expedia.ca/Peru-Agritourism.d553248634999167831-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Peru ](https://www.expedia.ca/Peru-Apart-Hotels.d553248634999167831-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Peru ](https://www.expedia.ca/Peru-Bed-And-Breakfast.d553248634999167831-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Peru ](https://www.expedia.ca/Peru-Chalets.d553248634999167831-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Peru ](https://www.expedia.ca/Peru-Guest-Houses.d553248634999167831-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Peru ](https://www.expedia.ca/Peru-Hotels-Cheap-Hotels.0-0-d553248634999167831-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Peru ](https://www.expedia.ca/Peru-Hotels-Hotel-With-Pool.0-0-d553248634999167831-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Peru ](https://www.expedia.ca/Peru-Hotels-Luxury-Hotel.0-0-d553248634999167831-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Peru Hotels ](https://www.expedia.ca/Peru-Hotels.d553248634999167831.Travel-Guide-Hotels) - [Inns in Peru ](https://www.expedia.ca/Peru-Inns.d553248634999167831-aaInns.Travel-Guide-Accommodation) - [Lodges in Peru ](https://www.expedia.ca/Peru-Lodges.d553248634999167831-aaLodges.Travel-Guide-Accommodation) - [Motels in Peru ](https://www.expedia.ca/Peru-Motels.d553248634999167831-aaMotels.Travel-Guide-Accommodation) - [Resorts in Peru ](https://www.expedia.ca/Peru-Resort-Hotels.d553248634999167831-aaResortHotels.Travel-Guide-Accommodation) - [Boutique Hotels in Pittsfield ](https://www.expedia.ca/Pittsfield-Hotels-Boutique-Hotel.0-0-d9478-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Pittsfield ](https://www.expedia.ca/Pittsfield-Hotels-Cheap-Hotels.0-0-d9478-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Pittsfield ](https://www.expedia.ca/Pittsfield-Hotels-Hotel-With-Pool.0-0-d9478-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Pittsfield ](https://www.expedia.ca/Pittsfield-Hotels-Hotels-With-Smoking-Rooms.0-0-d9478-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Pittsfield ](https://www.expedia.ca/Pittsfield-Hotels-LGBT-Friendly-Hotel.0-0-d9478-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Pittsfield ](https://www.expedia.ca/Pittsfield-Hotels-Luxury-Hotel.0-0-d9478-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Pittsfield ](https://www.expedia.ca/Pittsfield-Hotels-Pet-Friendly-Hotel.0-0-d9478-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Pittsfield ](https://www.expedia.ca/Pittsfield-Hotels-Ski-Hotel.0-0-d9478-tSkiHotel.Travel-Guide-Filter-Hotels) - [Pittsfield Hotels ](https://www.expedia.ca/Pittsfield-Hotels.d9478.Travel-Guide-Hotels) - [Hotels near Pittsfield Station ](https://www.expedia.ca/Pittsfield-Station-Hotels.d6195403.Travel-Guide-Hotels) - [Motels in Pittsfield Station ](https://www.expedia.ca/Pittsfield-Station-Motels.d6195403-aaMotels.Travel-Guide-Accommodation) - [Hotels near Ventfort Hall Mansion and Gilded Age Museum ](https://www.expedia.ca/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Hotels.0-l553248621532665270-0.Travel-Guide-Filter-Hotels) - [Farmstay in Washington ](https://www.expedia.ca/Washington-Agritourism.d553248634998690770-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Washington ](https://www.expedia.ca/Washington-Apart-Hotels.d553248634998690770-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Washington ](https://www.expedia.ca/Washington-Bed-And-Breakfast.d553248634998690770-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Washington ](https://www.expedia.ca/Washington-Castles.d553248634998690770-aaCastles.Travel-Guide-Accommodation) - [Chalets in Washington ](https://www.expedia.ca/Washington-Chalets.d553248634998690770-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Washington ](https://www.expedia.ca/Washington-Guest-Houses.d553248634998690770-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels with a Pool in Washington ](https://www.expedia.ca/Washington-Hotels-Hotel-With-Pool.0-0-d553248634998690770-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Washington ](https://www.expedia.ca/Washington-Hotels-Luxury-Hotel.0-0-d553248634998690770-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Washington Hotels ](https://www.expedia.ca/Washington-Hotels.d553248634998690770.Travel-Guide-Hotels) - [Lodges in Washington ](https://www.expedia.ca/Washington-Lodges.d553248634998690770-aaLodges.Travel-Guide-Accommodation) - [Resorts in Washington ](https://www.expedia.ca/Washington-Resort-Hotels.d553248634998690770-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Windsor ](https://www.expedia.ca/Windsor-Bed-And-Breakfast.d6005427-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Windsor ](https://www.expedia.ca/Windsor-Castles.d6005427-aaCastles.Travel-Guide-Accommodation) - [Chalets in Windsor ](https://www.expedia.ca/Windsor-Chalets.d6005427-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Windsor ](https://www.expedia.ca/Windsor-Guest-Houses.d6005427-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Windsor ](https://www.expedia.ca/Windsor-Hotels-Cheap-Hotels.0-0-d6005427-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Windsor ](https://www.expedia.ca/Windsor-Hotels-Hotel-With-Pool.0-0-d6005427-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Windsor ](https://www.expedia.ca/Windsor-Hotels-Romantic-Hotel.0-0-d6005427-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Windsor Hotels ](https://www.expedia.ca/Windsor-Hotels.d6005427.Travel-Guide-Hotels) - [Inns in Windsor ](https://www.expedia.ca/Windsor-Inns.d6005427-aaInns.Travel-Guide-Accommodation) - [Lodges in Windsor ](https://www.expedia.ca/Windsor-Lodges.d6005427-aaLodges.Travel-Guide-Accommodation) - [Motels in Windsor ](https://www.expedia.ca/Windsor-Motels.d6005427-aaMotels.Travel-Guide-Accommodation) - [Resorts in Windsor ](https://www.expedia.ca/Windsor-Resort-Hotels.d6005427-aaResortHotels.Travel-Guide-Accommodation) - [Flights to Lenox ](https://www.expedia.ca/Cheap-Flights-To-Lenox.d8587.Travel-Guide-Flights) - [Flights to Pittsfield ](https://www.expedia.ca/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights) - [Flights to Windsor ](https://www.expedia.ca/Cheap-Flights-To-Windsor.d6005427.Travel-Guide-Flights) - [Flights from Windsor ](https://www.expedia.ca/lp/flights/6005427/flights-from-windsor) - [Flights from Lenox ](https://www.expedia.ca/lp/flights/8587/flights-from-lenox) - [Flights from Bangor (BGR) to Pittsfield (PSF) ](https://www.expedia.ca/lp/flights/bgr/psf/bangor-to-pittsfield) - [Flights from Boston (BOS) to Pittsfield (PSF) ](https://www.expedia.ca/lp/flights/bos/psf/boston-to-pittsfield) - [Flights from Ithaca (ITH) to Pittsfield (PSF) ](https://www.expedia.ca/lp/flights/ith/psf/ithaca-to-pittsfield) - [Flights from Plattsburgh (PBG) to Pittsfield (PSF) ](https://www.expedia.ca/lp/flights/pbg/psf/plattsburgh-to-pittsfield) - [Flights from Phoenix (PHX) to Pittsfield (PSF) ](https://www.expedia.ca/lp/flights/phx/psf/phoenix-to-pittsfield) - [Flights from Richmond (RIC) to Pittsfield (PSF) ](https://www.expedia.ca/lp/flights/ric/psf/richmond-to-pittsfield) - [Flights from Seattle (SEA) to Pittsfield (PSF) ](https://www.expedia.ca/lp/flights/sea/psf/seattle-to-pittsfield) - [Flights from Toronto (YYZ) to Pittsfield (PSF) ](https://www.expedia.ca/lp/flights/yyz/psf/toronto-to-pittsfield) - [Canoe Meadows Wildlife Sanctuary ](https://www.expedia.ca/Canoe-Meadows-Wildlife-Sanctuary-Pittsfield.d553248621532665285.Vacation-Attraction) - [Lenox Library ](https://www.expedia.ca/Lenox-Library-Lenox.d553248621532665268.Vacation-Attraction) - [Ventfort Hall Mansion and Gilded Age Museum ](https://www.expedia.ca/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Lenox.d553248621532665270.Vacation-Attraction) - [Budget Rental Cars in Pittsfield ](https://www.expedia.ca/Budget-Car-Rentals-In-Pittsfield.d9478-c39.Car-Rental-Guide-Suppliers) - [Car rental Lenox ](https://www.expedia.ca/Car-Rentals-In-Lenox.d8587.Car-Rental-Guide) - [Rental cars Pittsfield Municipal airport ](https://www.expedia.ca/Car-Rentals-In-Pittsfield-Municipal.d6031274.Car-Rental-Guide) - [Car rental Pittsfield ](https://www.expedia.ca/Car-Rentals-In-Pittsfield.d9478.Car-Rental-Guide) - [Dalton Vacation Rentals ](https://www.expedia.ca/Dalton-Vacation-Rentals.d6911.Travel-Guide-VacationRentals) - [Book Villas in Hinsdale on Expedia.com ](https://www.expedia.com/Hinsdale-Villas.d6005406-aaVillas.Travel-Guide-Accommodation)