Title: Visit Middlefield: 2026 Travel Guide for Middlefield, Massachusetts | Expedia.com [Hotels in Middlefield](https://expedia.com/Middlefield-Hotels.d132966.Travel-Guide-Hotels)[Vacation Rentals in Middlefield](https://expedia.com/Middlefield-Vacation-Rentals.d132966.Travel-Guide-VacationRentals)[Flights to Middlefield](https://expedia.com/Cheap-Flights-To-Middlefield.d132966.Travel-Guide-Flights)[Car Rentals in Middlefield](https://expedia.com/Car-Rentals-In-Middlefield.d132966.Car-Rental-Guide)[Middlefield Vacation Packages](https://expedia.com/Middlefield.d132966.Destination-Travel-Guides) # Middlefield, MA ## Travel 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-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=DX_SPRING_PROMO_132966) - 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 $126 nightly $141 total Feb 24 - Feb 25 Total with taxes and 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 ... 8.8/10 Excellent! (2,261 reviews) Clean room. Spacious. Reviewed on Feb 22, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F24%2F2026&endDate=2%2F25%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 $121 nightly $136 total Mar 24 - Mar 25 Total with taxes and fees Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ... 9/10 Wonderful! (859 reviews) Second stay. Great as usual! Reviewed on Feb 22, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F24%2F2026&endDate=3%2F25%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 $93 nightly $103 total Mar 2 - Mar 3 Total with taxes and 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 ... 9.2/10 Wonderful! (1,013 reviews) Clean room nice staff Reviewed on Feb 22, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&selected=54944&PinnedHotelID=54944&HadPinnedHotel=true®ionId=132966) [See all 1,059 properties in Middlefield](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F24%2F2026&endDate=2%2F25%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 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 ... 8.8/10 Excellent! (2,261 reviews) Clean room. Spacious. Reviewed on Feb 22, 2026 [](https://expedia.com/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 ... [](https://expedia.com/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! (141 reviews) I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ... Reviewed on Feb 9, 2026 [](https://expedia.com/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) [See all properties in Middlefield](https://expedia.com/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.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2026-02-23&endDate=2026-02-24)[Feb 23 - Feb 24](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2026-02-23&endDate=2026-02-24) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2026-02-24&endDate=2026-02-25)[Feb 24 - Feb 25](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2026-02-24&endDate=2026-02-25) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2%2F27%2F2026&endDate=3%2F1%2F2026)[Feb 27 - Mar 1](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=2%2F27%2F2026&endDate=3%2F1%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=3%2F6%2F2026&endDate=3%2F8%2F2026)[Mar 6 - Mar 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=132966&startDate=3%2F6%2F2026&endDate=3%2F8%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 savor its charming coffeehouses. [](https://expedia.com/Skyline-Trail-Middlefield.d553248621532666608.Vacation-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 ![Frozen Sanderson Brook Falls in Chester ](https://images.trvl-media.com/place/6005399/400cb5cc-e1d2-4765-9a2f-8870b6e8f711.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Chester ![Beautiful waterfalls nestled away in the countryside. ](https://images.trvl-media.com/place/132966/5e95a670-722b-45e6-8d54-96fabaf4303c.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Huntington ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Skyline Trail ](https://www.expedia.com/Skyline-Trail-Hotels.0-l553248621532666608-0.Travel-Guide-Filter-Hotels) - [Hotels near Kushi Institute ](https://www.expedia.com/Kushi-Institute-Hotels.0-l553248621532666603-0.Travel-Guide-Filter-Hotels) - 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[Hotels near Littleville Lake ](https://www.expedia.com/Littleville-Lake-Hotels.0-l553248621532666607-0.Travel-Guide-Filter-Hotels) - [Norwich Lake Hotels ](https://www.expedia.com/Norwich-Lake-Hotels.d553248635975876005.Travel-Guide-Hotels) - [Chesterfield Hotels ](https://www.expedia.com/Chesterfield-Hotels.d89029.Travel-Guide-Hotels) - [5 Star Hotels in Chesterfield ](https://www.expedia.com/5Star-Chesterfield-Hotels.s50-0-d89029.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Chesterfield ](https://www.expedia.com/3Star-Chesterfield-Hotels.s30-0-d89029.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chesterfield ](https://www.expedia.com/4Star-Chesterfield-Hotels.s40-0-d89029.Travel-Guide-Filter-Hotels) - [Cottages in Chesterfield ](https://www.expedia.com/Chesterfield-Cottages.d89029-aaCottages.Travel-Guide-Accommodation) - [Farmstay in Chesterfield ](https://www.expedia.com/Chesterfield-Agritourism.d89029-aaAgritourism.Travel-Guide-Accommodation) - [Cabin Rentals in Chesterfield ](https://www.expedia.com/Chesterfield-Cabins.d89029-aaCabins.Travel-Guide-Accommodation) - [Western Massachusetts Hotels ](https://www.expedia.com/Western-Massachusetts-Hotels.d6234063.Travel-Guide-Hotels) - [Resorts & Hotels with Spas in Western Massachusetts ](https://www.expedia.com/Western-Massachusetts-Hotels-Spa-Hotel.0-0-d6234063-tSpaHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Western Massachusetts ](https://www.expedia.com/Western-Massachusetts-Hotels-Luxury-Hotel.0-0-d6234063-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Western Massachusetts ](https://www.expedia.com/Western-Massachusetts-Hotels-Romantic-Hotel.0-0-d6234063-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Western Massachusetts ](https://www.expedia.com/Western-Massachusetts-Hotels-Hotels-With-Indoor-Pool.0-0-d6234063-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Western Massachusetts ](https://www.expedia.com/Western-Massachusetts-Cabins.d6234063-aaCabins.Travel-Guide-Accommodation) - [Pet-Friendly Hotels in Western Massachusetts ](https://www.expedia.com/Western-Massachusetts-Hotels-Pet-Friendly-Hotel.0-0-d6234063-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels on the Lake in Western Massachusetts ](https://www.expedia.com/Western-Massachusetts-Hotels-Lakefront-Hotels.0-0-d6234063-tLakefrontHotels.Travel-Guide-Filter-Hotels) - [Flights to Becket ](https://www.expedia.com/Cheap-Flights-To-Becket.d6005395.Travel-Guide-Flights) - [Flights from Becket ](https://www.expedia.com/lp/flights/6005395/flights-from-becket) - [Flights to Chester ](https://www.expedia.com/Cheap-Flights-To-Chester.d6005399.Travel-Guide-Flights) - [Flights to Worthington ](https://www.expedia.com/Cheap-Flights-To-Worthington.d6005428.Travel-Guide-Flights) - [Flights to Hinsdale ](https://www.expedia.com/Cheap-Flights-To-Hinsdale.d6005406.Travel-Guide-Flights) - [Flights to Chesterfield ](https://www.expedia.com/Cheap-Flights-To-Chesterfield.d89029.Travel-Guide-Flights) - [Skyline Trail ](https://www.expedia.com/Skyline-Trail-Middlefield.d553248621532666608.Vacation-Attraction) - [Glendale Falls ](https://www.expedia.com/Glendale-Falls-Huntington.d553248621532666605.Vacation-Attraction) - [Visit Becket ](https://www.expedia.com/Becket.dx6005395) - [Kushi Institute ](https://www.expedia.com/Kushi-Institute-Becket.d553248621532666603.Vacation-Attraction) - [Visit Chester ](https://www.expedia.com/Chester.dx6005399) - [Visit Worthington ](https://www.expedia.com/Worthington.dx6005428) - [Becket Land Trust Historic Quarry ](https://www.expedia.com/Becket-Land-Trust-Historic-Quarry-Becket.d553248621532666600.Vacation-Attraction) - [Jacob's Pillow ](https://www.expedia.com/Jacobs-Pillow-Becket.d553248621532666599.Vacation-Attraction) - [Visit Hinsdale ](https://www.expedia.com/Hinsdale.dx6005406) - [Hinsdale Vacations ](https://www.expedia.com/Hinsdale.d6005406.Destination-Travel-Guides) - [Visit Chesterfield ](https://www.expedia.com/Chesterfield.dx89029) - [Visit Western Massachusetts ](https://www.expedia.com/Western-Massachusetts.dx6234063) - [Visit Cummington ](https://www.expedia.com/Cummington.dx183324) - [Car rentals near Becket ](https://www.expedia.com/Car-Rentals-In-Becket.d6005395.Car-Rental-Guide) - [Car rentals near Chester ](https://www.expedia.com/Car-Rentals-In-Chester.d6005399.Car-Rental-Guide) - [Car rentals near Worthington ](https://www.expedia.com/Car-Rentals-In-Worthington.d6005428.Car-Rental-Guide) - [Car rentals near Washington ](https://www.expedia.com/Car-Rentals-In-Washington.d553248634998690770.Car-Rental-Guide) - [Car rentals near Peru ](https://www.expedia.com/Car-Rentals-In-Peru.d553248634999167831.Car-Rental-Guide) - [Car rentals near October Mountain State Forest ](https://www.expedia.com/Car-Rentals-In-October-Mountain-State-Forest.d6339856.Car-Rental-Guide) - [Car rentals near Hinsdale ](https://www.expedia.com/Car-Rentals-In-Hinsdale.d6005406.Car-Rental-Guide) - [Car rentals near Norwich Lake ](https://www.expedia.com/Car-Rentals-In-Norwich-Lake.d553248635975876005.Car-Rental-Guide) - [Car rentals near Chesterfield ](https://www.expedia.com/Car-Rentals-In-Chesterfield.d89029.Car-Rental-Guide) - [Becket Vacation Rentals ](https://www.expedia.com/Becket-Vacation-Rentals.d6005395.Travel-Guide-VacationRentals) - [Hinsdale Vacation Rentals ](https://www.expedia.com/Hinsdale-Vacation-Rentals.d6005406.Travel-Guide-VacationRentals) - Cities near Middlefield - Places of interest [Becket](https://expedia.com/Becket.dx6005395)[Chester](https://expedia.com/Chester.dx6005399)[Huntington](https://expedia.com/Huntington.dx6005407)[Worthington](https://expedia.com/Worthington.dx6005428) - [Skyline Trail ](https://expedia.com/Skyline-Trail-Middlefield.d553248621532666608.Vacation-Attraction) - [Jiminy Peak Mountain Resort ](https://expedia.com/Jiminy-Peak-Mountain-Resort-Hancock.d553248621532665536.Vacation-Attraction) - [Tanglewood Music Center ](https://expedia.com/Tanglewood-Music-Center-Lenox.d503292.Vacation-Attraction) - [National Shrine of the Divine Mercy ](https://expedia.com/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction) - [Ski Butternut ](https://expedia.com/Ski-Butternut-Great-Barrington.d6182072.Vacation-Attraction) - [Norman Rockwell Museum ](https://expedia.com/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction) - 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