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Find hotels in Middlefield, MA from ₩110,627

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Dec 25 - Dec 26
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Dec 26 - Dec 27
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Dec 26 - Dec 28
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Our top choices for Middlefield hotels

Front of property
Becket Motel

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60)
Nestled in the quaint town of Becket, this motel offers complimentary WiFi and parking just moments from the Historic Quarry. Explore nearby hiking trails before returning to comfortable rooms with convenient room service.
"Comfortable stay "
United States
Paul
The price is ₩140,071
₩204,848 total
includes taxes & fees
Dec 26 - Dec 27
Becket Motel
Exterior
Harbour House Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
Unwind at this cozy Cheshire inn offering free WiFi and parking. Explore nearby Mount Greylock State Reservation or catch a show at Adams Theater, then return to comfortable accommodations just 16 minutes from Pittsfield Station.
"The owner Brandi was outstanding, friendly, she made us fresh homemade breakfast each morning, which the best. Will differently stay there again. Wonderful place and people."
United States
alton
The price is ₩310,466
₩328,170 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Harbour House Inn
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (460)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is ₩98,757
₩110,627 total
includes taxes & fees
Dec 28 - Dec 29
Berkshire Travel Lodge
Reception
Elm Motel

Elm Motel

Elm Motel
2.0 star property
Westfield
7.2 out of 10, Good, (123)
Located in Westfield, this motel offers free WiFi and parking with round-the-clock front desk assistance. Enjoy easy access to nearby attractions like Holcomb Park and Elm Street Plaza, just a short drive from Bradley International Airport.
"Very clean, lacking bathroom and bathroom storage. Good price."
United States
Daniel
The price is ₩128,519
₩143,551 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Elm Motel
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (347)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is ₩135,739
₩151,623 total
includes taxes & fees
Dec 29 - Dec 30
The Central Downtown Inn & Suites
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen | Mini-fridge, microwave, electric kettle
East Rock Inn

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
Outdoor enthusiasts will love this Great Barrington motel's access to hiking trails, kayaking, and mountain biking. Relax in the garden after exploring nearby Housatonic River and River Walk, with convenient free WiFi and parking throughout your stay.
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is ₩193,268
₩215,880 total
includes taxes & fees
Jan 8 - Jan 9, 2026
East Rock Inn
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811)
Peaceful accommodations in a safe location make this motel a smart choice for travelers. Free perks include WiFi and self parking, while the 24-hour front desk ensures assistance anytime. Nearby attractions and skiing opportunities add adventure to your restful stay.
"Room spotless and staff helpful."
United States
William
The price is ₩115,667
₩129,200 total
includes taxes & fees
Jan 8 - Jan 9, 2026
FairBridge Inn Express
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (89)
Discover this charming B&B in Housatonic offering complimentary full breakfast, WiFi, and parking. Conveniently located near Monument Mountain and its reservation, this business-friendly getaway provides a perfect base for exploring local attractions.
"Outstanding all around!"
United States
Jonathan
The price is ₩323,463
₩361,311 total
includes taxes & fees
Dec 29 - Dec 30
Granville House
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (563)
"The staff were very friendly and accommodating "
United States
Tom
The price is ₩108,302
₩120,981 total
includes taxes & fees
Dec 28 - Dec 29
Travelodge by Wyndham Great Barrington Berkshires
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
This peaceful motel offers a seasonal outdoor pool and clean rooms just 15 minutes from Tanglewood Music Center. Close to Colonial Theater and Berkshire Museum, with free WiFi and parking. Guests praise the helpful staff and quiet, relaxing atmosphere.
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is ₩124,172
₩138,699 total
includes taxes & fees
Dec 28 - Dec 29
Berkshire Inn
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
Enjoy American cuisine by candlelight at the fine dining restaurant of this historic inn. A terrace and garden enhance the countryside charm, while the seasonal pool offers refreshing relaxation near Questing and New Marlborough Town Library.
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is ₩440,429
₩531,475 total
includes taxes & fees
Dec 29 - Dec 30
The Old Inn On The Green
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (143)
Immerse yourself in this artistic B&B offering hiking trails right from the property. Close to Adams Theater and the Berkshire Scenic Railway Museum, this boutique hotel provides free WiFi, parking, and daily housekeeping.
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is ₩250,900
₩280,255 total
includes taxes & fees
Dec 26 - Dec 27
The Trail in Adams - Berkshires’ Art Hotel
Front of property
Gedney Farm

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (133)
Embrace country charm at this Great Barrington hotel with a garden terrace and full-service restaurant. Unwind at the bar after exploring nearby Questing trails, then enjoy free breakfast before heading to New Marlborough Town Library.
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is ₩267,854
₩293,836 total
includes taxes & fees
Dec 28 - Dec 29
Gedney Farm
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
Explore Berkshire County from this Pittsfield hotel featuring an indoor pool and fitness center. Enjoy meals at Jae's Asian Fusion restaurant and bar, plus in-room refrigerators and microwaves. Nearby attractions include Herman Melville's Arrowhead and Guido's Marketplace.
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is ₩184,663
₩206,269 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hilton Garden Inn Lenox Pittsfield
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (548)
Surrounded by natural attractions like Monument Mountain, this welcoming motel offers complimentary WiFi and parking. Daily housekeeping ensures comfort while the attentive staff enhances every stay in this charming Berkshires location.
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is ₩158,843
₩177,428 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Little Lion
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (998)
Conveniently located a 6-minute walk from Pittsfield Intermodal Transportation Center, this hotel offers peaceful accommodations with an indoor pool. Enjoy the fitness center, bar, and coffee shop after exploring nearby Berkshire Museum and Colonial Theater.
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ₩130,509
₩145,779 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Romantic Room, 1 King Bed (Room 4) | Desk, iron/ironing board, free WiFi
The Revival House

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (25)
Unwind at this charming guesthouse offering free perks including WiFi, parking, and daily breakfast. Located near Adams Theater and Berkshire Scenic Railway Museum, this cozy retreat provides a perfect base for exploring local attractions.
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is ₩216,720
₩242,063 total
includes taxes & fees
Dec 29 - Dec 30
The Revival House
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is ₩830,317
₩910,865 total
includes taxes & fees
Dec 26 - Dec 27
Inn at Kenmore Hall
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1001)
Located near Pittsfield train station, this hotel offers free breakfast, WiFi, and parking. Stay active in the fitness center or enjoy nearby skiing options. Tanglewood Music Center and Tracy Brook Wildlife Sanctuary await just minutes away, with clean rooms and helpful staff to welcome you.
"Very friendly and good Breakfast."
United States
Jesse
The price is ₩110,288
₩123,192 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Best Western Plus Berkshire Hills Inn & Suites
Front of property - evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
Devonfield Inn B&B offers massages, free breakfast, and complimentary WiFi near Greenock Country Club. The charming property features a lovely terrace and garden, with free parking for easy exploration of nearby attractions.
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
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.
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Stay near popular Middlefield attractions

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.
See properties

Learn more about Middlefield

Venture to sights like Skyline Trail and Fox Den Wildlife Management Area as you discover Middlefield.

See all hotels in Middlefield
Beautiful every time of the year
Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis

Top Middlefield Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"The bed was very comfortable. The staff was helpful and courteous"
Timothy 1-night trip
Posted 22 hours ago
The Yankee, Trademark Collection by Wyndham

More cheap stays in Middlefield

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
The price is ₩114,078 per night from Dec 26 to Dec 27
₩114,078
₩127,421 total
Dec 26 - Dec 27
includes taxes & fees
7.4/10 Good! (827 reviews)

Frequently asked questions

What's the best place for a stay in Middlefield?
Located 20.5 mi (33 km) from the heart of Middlefield, Vacation Village in the Berkshires is a top choice for your stay based on our traveler data. Other good options for your visit to the area are The Yankee, Trademark Collection by Wyndham and Holiday Inn & Suites Pittsfield-Berkshires by IHG. See all available top hotels, or vacation rentals in Middlefield.
If I need to cancel my hotel reservation in Middlefield, will I receive a refund?
Yes! Most room reservations are refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlefield.
Where can I learn more about changing or cancelling my trip to Middlefield?
To find more details about changing or cancelling your trip to Middlefield, click here.
What is the best accommodation for staying close to Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What is staying in Middlefield like?
Visitors are sure to enjoy all that Middlefield has to offer. In Middlefield, there are 2 hotels and other accommodations to choose from. Find out more about Middlefield.
What should I see while I'm in Middlefield?
A couple of favorite places to visit are Skyline Trail and Fox Den Wildlife Management Area. You'll also find Chester Town Hall and Chesterfield Gorge in the area. Check out what more to see and do in Expedia's Middlefield guide.
What's the seasonal weather like in Middlefield?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Middlefield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.