Photo by Elizabeth Massa Peroulakis

Middlefield Hotels from ₹5,190

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9 Dec - 10 Dec
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10 Dec - 11 Dec
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12 Dec - 14 Dec
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19 Dec - 21 Dec

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Our top choices for Middlefield hotels

Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1008)
"Great stay!"
United States
Ann
The price is ₹8,032
₹8,972 total
includes taxes & fees
16 Dec - 17 Dec
The Yankee, Trademark Collection by Wyndham
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1004)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is ₹9,107
₹10,173 total
includes taxes & fees
18 Dec - 19 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is ₹8,720
₹9,741 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (706)
"Great hospitality "
United States
regina maria
The price is ₹9,179
₹10,253 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (810)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is ₹9,867
₹11,022 total
includes taxes & fees
14 Dec - 15 Dec
Berkshires Untold
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is ₹6,749
₹7,540 total
includes taxes & fees
10 Dec - 11 Dec
Travelodge by Wyndham Great Barrington Berkshires
Restaurant
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, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ₹8,269
₹9,237 total
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Basic Studio, 1 King Bed | Desk, laptop workspace, free WiFi, bed sheets
River Valley Inn

River Valley Inn

2.0 star property
West Hatfield
8.6 out of 10, Excellent, (98)
"Clean room, comfortable bed, nice shower! Owners were very nice - we will definitely stay here again!"
United States
Deb
The price is ₹9,809
₹10,957 total
includes taxes & fees
10 Dec - 11 Dec
River Valley Inn
Lobby sitting area
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, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is ₹8,413
₹9,397 total
includes taxes & fees
14 Dec - 15 Dec
Best Western Plus Berkshire Hills Inn & Suites
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Front of property – evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"Clean room and staff was super friendly"
United States
Yuen
The price is ₹13,409
₹14,978 total
includes taxes & fees
10 Dec - 11 Dec
Hotel On North
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is ₹15,037
₹17,300 total
includes taxes & fees
14 Dec - 15 Dec
The Cornell Inn, Lenox & The Berkshires
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

2.5 star property
Austerlitz
5.4 out of 10, (459)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is ₹6,155
₹6,894 total
includes taxes & fees
10 Dec - 11 Dec
Berkshire Travel Lodge
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is ₹13,318
₹18,897 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Red Lion Inn
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is ₹11,429
₹12,766 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (797)
"Place was great!"
United States
Benjamin
The price is ₹10,260
₹13,222 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (588)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is ₹12,149
₹13,570 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Lenox Berkshires
Lobby
Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
Northampton
9.2 out of 10, Wonderful, (1001)
"An excellent stay. Wonderfully clean, friendly front desk staff and the breakfast buffet was actually good. Will definitely stay again."
United States
Joyce
The price is ₹11,260
₹12,577 total
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn & Suites Springfield Northampton/Amherst
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen | Mini-fridge, microwave, electric kettle
East Rock Inn

East Rock Inn

2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"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 ₹12,471
₹13,930 total
includes taxes & fees
6 Jan - 7 Jan 2026
East Rock Inn
Lobby
Quality Inn

Quality Inn

2.5 star property
Great Barrington
8.4 out of 10, Very good, (1000)
"Clean room, nice location "
United States
Devron
The price is ₹6,808
₹7,604 total
includes taxes & fees
22 Dec - 23 Dec
Quality Inn
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 savour its cosy cafes.
See properties

Learn more about Middlefield

Explore attractions like Skyline Trail and Fox Den Wildlife Management Area as you discover things to see and do in 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 Ellery

The Ellery

10/10 Excellent
"Breakfast could be improved. Homemade muffins, fresh croissant, etc. "
Joel 1-night trip
Posted 3 days ago
The Ellery

More cheap stays in Middlefield

Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA
The price is ₹10,633 per night from 21 Dec to 22 Dec
₹10,633
₹11,877 total
21 Dec - 22 Dec
includes taxes & fees
7/10 Good! (1,001 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 traveller data. Other good options for your trip to the area are Berkshire Mountain Lodge 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 hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you booked a non-refundable reservation, you may still be able to cancel and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlefield.
What is staying in Middlefield like?
Visitors will definitely enjoy all that Middlefield has to offer. In Middlefield, there are 2 hotels and other accommodation options to choose from. Find out more about Middlefield.
What are the top places to visit in Middlefield?
A couple of favourite places to visit are Skyline Trail and Fox Den Wildlife Management Area. You'll also find Chester Town Hall and Jacob's Pillow in the area. Take a look at what more there is to see and do in Expedia's Middlefield guide.
What's the weather like in Middlefield?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Middlefield are January, February, November and March, with each month seeing an average of 15 cm of snowfall.

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