Title: Middlefield Travel Guide: Best of Middlefield, Massachusetts Travel 2026 | Expedia.co.uk [Hotels in Middlefield](https://expedia.co.uk/Middlefield-Hotels.d132966.Travel-Guide-Hotels)[Holiday Rentals in Middlefield](https://expedia.co.uk/Middlefield-Holiday-Rentals.d132966.Travel-Guide-HolidayRentals)[Middlefield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Middlefield.d132966.Car-Hire-Guide)[Middlefield Holidays](https://expedia.co.uk/Middlefield.d132966.Holidays-City-Breaks) # Middlefield Travel Guide ## Tourist Guide ![Beautiful every time of the year ](https://images.trvl-media.com/place/132966/c928e3a4-90c5-4fe2-b9e6-d63b3da86513.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Beautiful every time of the year ](https://images.trvl-media.com/place/132966/c928e3a4-90c5-4fe2-b9e6-d63b3da86513.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![A hidden treasure for sure](https://images.trvl-media.com/place/132966/87a5e75c-799e-46fe-b122-bfd2fe6aceff.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Gator arch](https://images.trvl-media.com/place/132966/68f581df-0ed0-4cb0-ad86-1a9dfcf5787e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Beautiful waterfalls nestled away in the countryside. ](https://images.trvl-media.com/place/132966/5e95a670-722b-45e6-8d54-96fabaf4303c.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Middlefield Things to do ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=DX_SPRING_PROMO_132966) - Top hotels in Middlefield - Top Holiday 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 £93 22 Feb - 23 Feb includes taxes & fees Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ... 8.6/10 Excellent! (2,235 reviews) Fairly clean and staff were friendly Reviewed on 13 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1066423&PinnedHotelID=1066423&HadPinnedHotel=true®ionId=132966) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Berkshire Mountain Lodge 8 Dan Fox Dr Pittsfield MA Fully refundableReserve now, pay when you stay £110 16 Feb - 17 Feb includes taxes & fees Stay at this golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in their ... 9/10 Wonderful! (838 reviews) Perfect location, big rooms, nice staff. Reviewed on 10 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=11449113&PinnedHotelID=11449113&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 £76 22 Feb - 23 Feb includes taxes & fees Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ... 9/10 Wonderful! (1,013 reviews) Traveling during freezing temperatures was a challenge but once we arrived at the Yankee Inn, we felt welcome and comfortable. Pre check-in was easy and our room was clean and warm and cozy. We ordered in and were told there were tables on the 2nd floor outside the breakfast room where we could eat ... Reviewed on 9 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=54944&PinnedHotelID=54944&HadPinnedHotel=true®ionId=132966) [See all 1,059 properties in Middlefield](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=15%2F02%2F2026&endDate=16%2F02%2F2026®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 Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ... 8.6/10 Excellent! (2,235 reviews) Fairly clean and staff were friendly Reviewed on 13 Feb 2026 [](https://expedia.co.uk/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 campsite in Williamstown. Enjoy free parking, breakfast (surcharge) and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ... 9.2/10 Wonderful! (8 reviews) Healthy food too! Reviewed on 20 Oct 2025 [](https://expedia.co.uk/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 Wi-Fi, free parking and a fitness centre. Popular attractions The Mount and Wyndhurst Golf & Club are located ... 8.4/10 Very Good! (141 reviews) Condo was a great space. Bathroom walls should be repainted as stains are evident. There were also stains on the couch which I cleaned. Reviewed on 3 Jan 2026 [](https://expedia.co.uk/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) [See all properties in Middlefield](https://expedia.co.uk/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.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2026-02-14&endDate=2026-02-15)[14 Feb - 15 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2026-02-14&endDate=2026-02-15) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2026-02-15&endDate=2026-02-16)[15 Feb - 16 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2026-02-15&endDate=2026-02-16) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[20 Feb - 22 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026) ### 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 savour its cosy cafes. [](https://expedia.co.uk/Skyline-Trail-Middlefield.d553248621532666608.Attraction) ## Cities near Middlefield ![autumn at Becket Quarry in Massachusetts](https://images.trvl-media.com/place/6005395/c64599a0-954b-430e-84bf-e6469837fde4.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Becket - Cities near Middlefield - Places of interest [Becket](https://expedia.co.uk/Becket.dx6005395) - [Tanglewood Music Center ](https://expedia.co.uk/Tanglewood-Music-Center-Lenox.d503292.Attraction) - [Norman Rockwell Museum ](https://expedia.co.uk/Norman-Rockwell-Museum-Stockbridge.d6091839.Attraction) - [Housatonic River Walk ](https://expedia.co.uk/Housatonic-River-Walk-Great-Barrington.d553248621532665241.Attraction) - [Ventfort Hall Mansion and Gilded Age Museum ](https://expedia.co.uk/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Lenox.d553248621532665270.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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