Title: Browse the Best Hampshire County Resorts from CA $124 | Expedia.ca [Hampshire County Hotels](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Hotel-Destinations)[Vacation Rentals in Hampshire County](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Vacation-Rental-Destinations)[Hampshire County Car Rentals](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Car-Rental-Destinations)[Hampshire County Vacations](https://expedia.ca/Hampshire-County.d3000443223.Destination-Travel-Guides) ![A6F6E7 AJ9295, Amherst, MA, Massachusetts. Image shot 2001. Exact date unknown.](https://images.trvl-media.com/place/5948/569d230b-3607-47ff-9901-d170437ab921.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/5948/569d230b-3607-47ff-9901-d170437ab921.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Hampshire County ![](https://mediaim.expedia.com/destination/2/429e802d31ae1701bd60611bd011435a.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### South Hadley [](https://expedia.ca/South-Hadley-Resort-Hotels.d6747-aaResortHotels.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/1c480d69ccad89b23bddcbee4c3f5644.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hadley [](https://expedia.ca/Hadley-Resort-Hotels.d11961-aaResortHotels.Travel-Guide-Accommodation) ## Our top choices for Hampshire County resorts ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/4c5a0c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pub](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/51738774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/b76d5e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/4203e95d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Publick House Historic Inn and Country Motor Lodge [](https://www.expedia.ca/Sturbridge-Hotels-Publick-House-Historic-Inn-And-Country-Motor-Lodge.h179650.Hotel-Information) Sturbridge 9.0/10 Wonderful (1,601 reviews) "Friendly , clean , nicely decorated" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen CA $111 CA $124 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Sturbridge-Hotels-Publick-House-Historic-Inn-And-Country-Motor-Lodge.h179650.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/4000/3999/7de5d85b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/4000/3999/e4fcf87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/4000/3999/28d78a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/4000/3999/c3f7ae75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sturbridge Host Hotel & Conference Center [](https://www.expedia.ca/Sturbridge-Hotels-Sturbridge-Host-Hotel-Conference-Center.h3999.Hotel-Information) Sturbridge 6.4/10 (1,001 reviews) "Really interesting and cool place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hillary [](https://www.expedia.ca/Sturbridge-Hotels-Sturbridge-Host-Hotel-Conference-Center.h3999.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78440000/78431000/78430936/3d8d3e34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78440000/78431000/78430936/c5f7424d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78440000/78431000/78430936/14e78c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78440000/78431000/78430936/830491be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY. [](https://www.expedia.ca/Hancock-Hotels-COZY-CABIN-IN-BERKSHIRES-RESORT-SKI-IN-AND-OUT-PET-FRIENDLY.h78430936.Hotel-Information) Hancock 9.6/10 Exceptional (18 reviews) "Perfect for a weekend of skiing with the family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael D. [](https://www.expedia.ca/Hancock-Hotels-COZY-CABIN-IN-BERKSHIRES-RESORT-SKI-IN-AND-OUT-PET-FRIENDLY.h78430936.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/96000000/95770000/95763800/95763744/075d3842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95770000/95763800/95763744/47a328e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95770000/95763800/95763744/63b60f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95770000/95763800/95763744/f5813f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants [](https://www.expedia.ca/Hancock-Hotels-In-The-HEART-Of-JIMINY-PEAK-MOUNTAIN-RESORT-Slope-Side.h95763744.Hotel-Information) Hancock 9.0/10 Wonderful (13 reviews) "Beautifully cleaned and decorated place. Right in the heart of things to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron T. [](https://www.expedia.ca/Hancock-Hotels-In-The-HEART-Of-JIMINY-PEAK-MOUNTAIN-RESORT-Slope-Side.h95763744.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820158/caa9c80e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820158/fe947738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820158/6110bb7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820158/83866e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook the perfect home base for exploring nearby Berkshire County [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820158.Hotel-Information) Hancock 10/10 Exceptional (2 reviews) "Beautiful location, room was very clean,comfortable beds, wonderful guest service. Activities for kids, pool hot tub arcade. Skiing and snowboarding. Would highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine M. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820158.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820149/621d8f8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820149/88364eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820149/9f088c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820149/3036754c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook the perfect home base for exploring nearby Berkshire County [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820149.Hotel-Information) Hancock 10/10 Exceptional (1 review) "The Bentley Brook in Hancock is an amazing place -I had a wonderful time. Everything in the condo was perfect- neat, clean, comfortable, and all of the amenities and service including the hot tub, pool, sauna, movie theater, and on site activities were all great. I couldn’t have asked for a better time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elana H. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820149.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820135/47f32340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820135/2e3c33a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820135/a2eea2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113830000/113820200/113820135/2070c52d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook the perfect home base for exploring nearby Berkshire County [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820135.Hotel-Information) Hancock 9.6/10 Exceptional (4 reviews) "Nice and comfortable. Desk was still on duty when we arrived quite late for check in. Room was spacious and clean. Will probably stay there again when we are in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabrielle C. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-The-Perfect-Home-Base-For-Exploring-Nearby-Berkshire-County.h113820135.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106920000/106911300/106911243/75d45394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/107000000/106920000/106911300/106911243/78384b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106920000/106911300/106911243/a2f04f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/107000000/106920000/106911300/106911243/3394ff12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Bd - Vacation Village in the Berkshires [](https://www.expedia.ca/Williamstown-Hotels-1-Bd-Vacation-Village-In-The-Berkshires.h106911243.Hotel-Information) Hancock 10/10 Exceptional (2 reviews) "We enjoyed staying at this clean, quiet, and comfy property. Close to so many beautiful spots! Only minutes to both New York and Vermont!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin T. [](https://www.expedia.ca/Williamstown-Hotels-1-Bd-Vacation-Village-In-The-Berkshires.h106911243.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101360000/101352400/101352326/c04c2f29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101360000/101352400/101352326/22d5f7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101360000/101352400/101352326/5b082fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, table tennis](https://images.trvl-media.com/lodging/102000000/101360000/101352400/101352326/w1298h837x1y2-b03a6bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Alpine-Haven-Premier-Ski-InSki-Out.h101352326.Hotel-Information) Hancock 10/10 Exceptional (6 reviews) "Great location, clean and perfect for a family! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison A. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Alpine-Haven-Premier-Ski-InSki-Out.h101352326.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/37000000/36830000/36822800/36822714/a45d128d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36830000/36822800/36822714/55af08d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/37000000/36830000/36822800/36822714/5db811d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36830000/36822800/36822714/309fdcd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village In The Berkshires 5 Star Resort - Suite B [](https://www.expedia.ca/Hancock-Hotels-Vacation-Village-In-The-Berkshires-5-Star-Resort-Suite-B.h36822714.Hotel-Information) Hancock [](https://www.expedia.ca/Hancock-Hotels-Vacation-Village-In-The-Berkshires-5-Star-Resort-Suite-B.h36822714.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101270000/101263700/101263676/57a9a4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101270000/101263700/101263676/193c3396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101270000/101263700/101263676/4a1b23ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/102000000/101270000/101263700/101263676/d37ba684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury [](https://www.expedia.ca/Hancock-Hotels-Ski-InSki-Out-Bliss-Bentley-Brook-Resort-SlopeSideLuxury.h101263676.Hotel-Information) hancock 10/10 Exceptional (2 reviews) "This condo was perfect for our family. We had lots of space and we were right on the base of Jiminy peak. I would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leanne W. [](https://www.expedia.ca/Hancock-Hotels-Ski-InSki-Out-Bliss-Bentley-Brook-Resort-SlopeSideLuxury.h101263676.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/ee95ee05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, table tennis](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/b659f5e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/8bd1d979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101360000/101352000/101351994/4a2cabfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook: Ultimate Ski-In Ski-Out -Crazy [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Ultimate-Ski-In-Ski-Out-Crazy.h101351994.Hotel-Information) Hancock 9.6/10 Exceptional (4 reviews) "Very easy access to the slope and perfect for family with kids" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jung Y. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Ultimate-Ski-In-Ski-Out-Crazy.h101351994.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101100000/101091100/101091040/73547cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/102000000/101100000/101091100/101091040/w1298h837x1y2-cbed74c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101100000/101091100/101091040/36a55cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101100000/101091100/101091040/80af228a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jiminy Premier Ski-In/Ski-Out Resort Bentley B [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Elevate-Your-Winter-Thrills-With-Premier-Ski-InSki-Out-Luxury.h101091040.Hotel-Information) Hancock 10/10 Exceptional (2 reviews) "Great place to get my 6 year old on the mountain. What a great time !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert K. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Elevate-Your-Winter-Thrills-With-Premier-Ski-InSki-Out-Luxury.h101091040.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/71000000/70600000/70595300/70595216/026f6fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/71000000/70600000/70595300/70595216/e1ab5b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, table tennis](https://images.trvl-media.com/lodging/71000000/70600000/70595300/70595216/a332e67e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/71000000/70600000/70595300/70595216/6970dae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot SKI-in SKI-out Rentals Bentley Brook Resort! [](https://www.expedia.ca/Hancock-Hotels-Hot-SKI-In-SKI-Out-Rentals-Bentley-Brook-Resort.h70595216.Hotel-Information) Hancock 10/10 Exceptional (1 review) "Great property! Great location. Smooth check-in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) erica l. [](https://www.expedia.ca/Hancock-Hotels-Hot-SKI-In-SKI-Out-Rentals-Bentley-Brook-Resort.h70595216.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101430000/101428500/101428437/9728288b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101430000/101428500/101428437/91d3fa3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101430000/101428500/101428437/a11cecf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/102000000/101430000/101428500/101428437/ed44db1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pres Week- Bentley Brook Resort - Your Peak Winter Escape [](https://www.expedia.ca/Hancock-Hotels-Frost-Peaks-Bentley-Brook-Resort-Your-Peak-Winter-Escape.h101428437.Hotel-Information) Hancock 9.6/10 Exceptional (4 reviews) "Bentley Brook is the ideal location for a young family on a ski trip!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordana A. [](https://www.expedia.ca/Hancock-Hotels-Frost-Peaks-Bentley-Brook-Resort-Your-Peak-Winter-Escape.h101428437.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100900000/100899400/100899305/1c158c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/101000000/100900000/100899400/100899305/bef6f919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/101000000/100900000/100899400/100899305/c7a73a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/101000000/100900000/100899400/100899305/fba7de3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Resort-Premier-Retreat-At-Jiminy-Peaks-Base.h100899305.Hotel-Information) Hancock 10/10 Exceptional (3 reviews) "This property is great for skiing, especially with kids. There is a nice pool and little movie theater thats prefect for after a day on the slopes." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica M. [](https://www.expedia.ca/Hancock-Hotels-Bentley-Brook-Resort-Premier-Retreat-At-Jiminy-Peaks-Base.h100899305.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101090000/101081700/101081653/7c1792ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101090000/101081700/101081653/86c3cb81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/102000000/101090000/101081700/101081653/w1498h1125x0y0-5ca4e10b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101090000/101081700/101081653/94513351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort [](https://www.expedia.ca/Hancock-Hotels-Unleash-Your-Alpine-Adventure-Wyndham-Bentley-Brook-Ski-In.h101081653.Hotel-Information) Hancock [](https://www.expedia.ca/Hancock-Hotels-Unleash-Your-Alpine-Adventure-Wyndham-Bentley-Brook-Ski-In.h101081653.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101270000/101264100/101264036/d8011dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/102000000/101270000/101264100/101264036/68708401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/102000000/101270000/101264100/101264036/7f81aaf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Video games](https://images.trvl-media.com/lodging/102000000/101270000/101264100/101264036/7d96e7c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss [](https://www.expedia.ca/Hancock-Hotels-Embark-On-Alpine-Escapades-Bentley-Brook-Resort-Unveils-Ski-InSki-Out-Bliss.h101264036.Hotel-Information) Hancock 10/10 Exceptional (1 review) "Walked out of the building, straight into my kids skiing lessons, very convenient." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edson S. [](https://www.expedia.ca/Hancock-Hotels-Embark-On-Alpine-Escapades-Bentley-Brook-Resort-Unveils-Ski-InSki-Out-Bliss.h101264036.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/14000000/13240000/13232400/13232379/b4656b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/14000000/13240000/13232400/13232379/ab32eed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/14000000/13240000/13232400/13232379/1f8cc6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/14000000/13240000/13232400/13232379/e395fa2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Oak 'n Spruce Resort [](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h13232379.Hotel-Information) South Lee [](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h13232379.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/114000000/113999200/113999147/36cae5d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/114000000/113999200/113999147/5da919b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/114000000/113999200/113999147/81c2cb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/114000000/113999200/113999147/0a64524a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h113999147.Hotel-Information) Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h113999147.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=2026-02-01&endDate=2026-02-02®ionId=3000443223&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHampshire-County-Resort-Hotels.d3000443223-aaResortHotels.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHampshire-County-Resort-Hotels.d3000443223-aaResortHotels.Travel-Guide-Accommodation) ## Top Hampshire County Hotel Reviews ![Hotel Northampton](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/fe4b5272_y.jpg) ### Hotel Northampton 10/10 Excellent "Perfect hotel choice for attending an event at Iron Horse \~ clean room, lovely staff and great central location " [](https://expedia.ca/Springfield-Hotels-Hotel-Northampton.h17876.Hotel-Information) ![Fairfield Inn & Suites Springfield Northampton/Amherst](https://images.trvl-media.com/lodging/9000000/8450000/8449800/8449737/e6abed3c_y.jpg) ### Fairfield Inn & Suites Springfield Northampton/Amherst 10/10 Excellent "The room was clean and comfortable. The breakfast was great and the lady attendant in the dining area was friendly. The staff at the front desk were all nice too. " [](https://expedia.ca/Springfield-Hotels-Fairfield-Inn-Suites-Springfield-NorthamptonAmherst.h8449737.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 "Fireplace is a nice touch " [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Accommodating staff!" [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Wellsworth Hotel](https://images.trvl-media.com/lodging/1000000/900000/894300/894252/61dc8b11_y.jpg) ### Wellsworth Hotel 10/10 Excellent "Stayed for nye. Great time. " [](https://expedia.ca/Sturbridge-Hotels-Southbridge-Hotel-And-Conference-Center.h894252.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Great food, nice room, nice staff. " [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg) ### D. Hotel Suites & Spa 10/10 Excellent "Yes " [](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.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 "Clean, very nice bed and linens, pool, jacuzzi, in room fireplace. Balcony right outside of living room. The breakfast was ok, they offered a lot but not top quality. The waffles were very good and the bacon. Overall excellent stay. Conveniently located to everything." [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![The Ellery](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/0b76727c_y.jpg) ### The Ellery 10/10 Excellent "room was perfect" [](https://expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) ## Find out more about Hampshire County #### Resorts and More in Hampshire County Expedia can help you find resorts and other lodging options that provide similar services and comforts. If you're having trouble finding a resort in Hampshire County that meets your needs, try using the search page filters to look for 4- and 5-star hotels, or search for properties that offer amenities like pools or all-inclusive options. We make it simple to book great accommodations so you can focus on creating your trip itinerary. #### What Can I Do in Hampshire County? If you're interested in popular sights, Volleyball Hall of Fame, Naismith Memorial Basketball Hall of Fame, and MassMutual Center are top places to visit nearby. Additional attractions in the area include Smith College Botanic Garden and MGM Springfield. Travelers also like Hampshire County for its: - Flowers - University life - Art - Coffee - Forests #### When Should I Visit Hampshire County? Here's a summary of the typical weather to help with deciding vacation dates: - The hottest months are typically July and August, while January and February are the coldest months - January-March: Daytime temperatures average 52° F and nighttime temperatures average 18° F - April-June: 81° F is the daytime average and 35° F is the nighttime average - July-September: Daytime averages are around 83° F and nighttime averages are around 48° F - October-December: The average temperatures are 67° F during the day and 21° F at night - Average rainfall is 44.68 inches in a year #### How to Get to Hampshire County and Around the Area __Hampshire County Transportation__ | Name | Type | Distance | | ------------------------------------ | ------- | ----------------- | | Westfield, MA (BAF-Barnes Municipal) | Airport | 11.3 mi (18.1 km) | | Hartford, CT (BDL-Bradley Intl.) | Airport | 27.2 mi (43.8 km) | ## Hampshire County Resorts information | Number of reviews | 2,654 | | ----------------- | ---------- | | Accommodation | 35 Resorts | | Lowest Price | CA $124 | | Highest Price | CA $124 | ## Frequently asked questions ### Why book your resort in Hampshire County with Expedia? ### How can I find cheap resorts in Hampshire County? ## Explore a world of travel with Expedia - 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