Title: Visit Middlefield: Best of Middlefield Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Middlefield](https://expedia.ca/Middlefield-Hotels.d132966.Travel-Guide-Hotels)[Vacation Rentals in Middlefield](https://expedia.ca/Middlefield-Vacation-Rentals.d132966.Travel-Guide-VacationRentals)[Middlefield Car Rentals](https://expedia.ca/Car-Rentals-In-Middlefield.d132966.Car-Rental-Guide)[Middlefield Vacation Packages](https://expedia.ca/Middlefield.d132966.Destination-Travel-Guides) # Middlefield ## Travel Guide ![Photo by Elizabeth Massa Peroulakis](https://mediaim.expedia.com/destination/2/83aeb18645413243d85e33f6128bf84e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Elizabeth Massa Peroulakis](https://mediaim.expedia.com/destination/2/83aeb18645413243d85e33f6128bf84e.jpg) ![Photo by Gregg Yutko](https://mediaim.expedia.com/destination/2/cf91e8346270f791e44ba37d9661fa00.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Gregg Yutko](https://mediaim.expedia.com/destination/2/cf91e8346270f791e44ba37d9661fa00.jpg) ![Photo by Elizabeth Massa Peroulakis](https://mediaim.expedia.com/destination/2/0f569847f319b9067d52638a57e692da.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Elizabeth Massa Peroulakis](https://mediaim.expedia.com/destination/2/0f569847f319b9067d52638a57e692da.jpg) ![Photo by Jason Weagle](https://mediaim.expedia.com/destination/2/084c5ac7769137d0a22653d8ea4a9b89.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Jason Weagle](https://mediaim.expedia.com/destination/2/084c5ac7769137d0a22653d8ea4a9b89.jpg) ![Photo by Chris Addams](https://mediaim.expedia.com/destination/2/86c9efa9875e9d28dd5240068e05aa84.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Chris Addams](https://mediaim.expedia.com/destination/2/86c9efa9875e9d28dd5240068e05aa84.jpg) ## Visit Middlefield Things to do - Middlefield Hotel Deals - Vacation Rentals in Middlefield ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vacation Village in the Berkshires 276 Brodie Mountain Rd Williamstown MA CA $143 CA $175 total Dec 17 - Dec 18 includes taxes & fees Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ... 8.6/10 Excellent! (2,166 reviews) Clean spacious toom Reviewed on Dec 6, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F12%2F2025&endDate=18%2F12%2F2025&selected=1066423&PinnedHotelID=1066423&HadPinnedHotel=true®ionId=132966) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG One West Street Pittsfield MA CA $129 CA $145 total Dec 19 - Dec 20 includes taxes & fees Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ... 8/10 Very Good! (985 reviews) Clean and comfortable Reviewed on Dec 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F12%2F2025&endDate=20%2F12%2F2025&selected=2067&PinnedHotelID=2067&HadPinnedHotel=true®ionId=132966) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Yankee, Trademark Collection by Wyndham 461 Pittsfield Rd Lenox MA CA $97 CA $109 total Dec 24 - Dec 25 includes taxes & fees Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ... 9/10 Wonderful! (1,003 reviews) This is a wonderful place to stay. The breakfast is delicious. The pool and hot tub are delightful. The staff are like family. Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&selected=54944&PinnedHotelID=54944&HadPinnedHotel=true®ionId=132966) [See all 1,058 properties in Middlefield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=17%2F12%2F2025&endDate=18%2F12%2F2025®ionId=132966) 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. ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vacation Village in the Berkshires 276 Brodie Mountain Rd Williamstown MA Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ... 8.6/10 Excellent! (2,166 reviews) Clean spacious toom Reviewed on Dec 6, 2025 [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Huttopia Berkshires ](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/cd7fa5fb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Huttopia Berkshires 312 Kittle Rd Williamstown MA Stay at this campground in Williamstown. Enjoy free parking, breakfast (surcharge), and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ... 10/10 Exceptional! (7 reviews) Healthy food too! Reviewed on Oct 20, 2025 [](https://expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) ![The Ponds at Foxhollow](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/5c348ca4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Ponds at Foxhollow 3 Foxhollow Drive Route 7 Lenox MA Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ... 8.6/10 Excellent! (136 reviews) As others have said, it’s extremely well kept and clean. In the Condo and the common areas…immaculate actually. It’s very dated. It would have been nice to know we would have people above us, and the hot tub no longer exists and that was disappointing. It’s a great location and condo is well equipped. ... Reviewed on Dec 7, 2025 [](https://expedia.ca/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) [See all properties in Middlefield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=132966&sort=VACATION_RENTAL) 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. ## Check Middlefield hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2025-12-16&endDate=2025-12-17)[Dec 16 - Dec 17](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2025-12-16&endDate=2025-12-17) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2025-12-17&endDate=2025-12-18)[Dec 17 - Dec 18](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2025-12-17&endDate=2025-12-18) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025)[Dec 19 - Dec 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)[Dec 26 - Dec 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025) ### Popular places to visit #### Skyline Trail You can take time to visit Skyline Trail during your travels to Middlefield. Stroll along the area's lakeside, or simply savor its charming coffeehouses. [](https://expedia.ca/Skyline-Trail-Middlefield.d553248621532666608.Vacation-Attraction) - Cities near Middlefield - Places of interest - [National Shrine of the Divine Mercy ](https://expedia.ca/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction) - [Norman Rockwell Museum ](https://expedia.ca/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction) - [Naumkeag Museum ](https://expedia.ca/Naumkeag-Museum-Stockbridge.d6091843.Vacation-Attraction) - [Hancock Shaker Village ](https://expedia.ca/Hancock-Shaker-Village-Pittsfield.d6091849.Vacation-Attraction) - [Lenox Library ](https://expedia.ca/Lenox-Library-Lenox.d553248621532665268.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app