A snow-covered forest with a stone bridge in the background.

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Our top choices for Middlefield hotels

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
NT$3,409
NT$3,808 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

2. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
NT$2,958
NT$3,304 total
includes taxes & fees
Nov 3 - Nov 4
Quality Inn Lee - Lenox South
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A bed with a white pillow and a nightstand with a modern lamp.
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.
Living area

3. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
NT$3,500
NT$3,910 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Berkshires-Lenox
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A covered outdoor area with stone pillars and a view of a road and green hills.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
A modern restaurant with wooden flooring, bar area, and seating arrangements.

4. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
NT$4,040
NT$4,512 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
A hotel patio with outdoor seating and a fire pit.
A spacious living room with a large sofa, a coffee table, and a fireplace.
A modern kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.
A modern reception area with a green textured wall, a reception desk, and a coffee machine.

5. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
NT$4,113
NT$4,594 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A dining area with large windows, wooden furniture, and a view of a lake.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A lakeside dock with kayaks and a covered boat ramp.

6. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
NT$3,663
NT$4,092 total
includes taxes & fees
Nov 8 - Nov 9
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A calm lake at dusk with a wooden dock and two chairs facing the water.
A room with two beds, a round mirror, a red box, and a hanging light fixture.
A small, modern room with a desk, chair, and a flat-screen TV mounted on the wall.
A lakeside dock with chairs and a table, surrounded by greenery and a clear sky.

7. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
United States
mike
NT$4,559
NT$5,092 total
includes taxes & fees
Nov 2 - Nov 3
Berkshire Lake Lodge
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

8. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
James
NT$3,006
NT$3,358 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A snack bar with shelves of snacks and a refrigerated display.
A modern cafe with a counter, seating area, and large windows.

9. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ginger
NT$3,160
NT$3,530 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.
A cozy library with bookshelves, a fireplace, and comfortable seating.

10. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
NT$4,156
NT$4,642 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
A building entrance with a large planter with purple flowers and a small tree.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

11. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
NT$4,281
NT$4,782 total
includes taxes & fees
Nov 9 - Nov 10
Hotel On North
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

12. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Kathleen
NT$2,737
NT$3,770 total
includes taxes & fees
Nov 9 - Nov 10
Berkshire Mountain Lodge
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.
A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.
A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

13. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Aleksandr
NT$2,522
NT$2,817 total
includes taxes & fees
Oct 18 - Oct 19
Howard Johnson by Wyndham Lenox
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
A modern hotel lobby with a seating area, a sofa, and a large window with curtains.
A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

14. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
Canada
Kelly
NT$4,586
NT$5,122 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
An outdoor seating area with Adirondack chairs and a fire feature.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

15. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Kirsty
NT$4,599
NT$5,137 total
includes taxes & fees
Nov 8 - Nov 9
Element by Marriott Lenox Berkshires
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.

16. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United Kingdom
judith
NT$4,899
NT$5,619 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires
A building with a porch and multiple windows, surrounded by purple flowers.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A café with a display case, a frozen food section, and a marketplace sign.

17. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
United States
Jared
NT$3,735
NT$4,796 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Room
Meeting facility
A restaurant with tables and chairs, a bar area, and a view of the street outside.
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

18. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Mark
NT$3,313
NT$3,700 total
includes taxes & fees
Nov 13 - Nov 14
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A modern hotel lobby with seating areas, tables, and a reception desk.
A kitchenette with a microwave, coffee maker, and coffee cups.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A coffee station with two coffee machines and a variety of coffee pods and cups.

19. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Maria Dulce
NT$2,650
NT$2,960 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
A covered porch with wicker furniture and hanging flower baskets.

20. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
NT$5,029
NT$7,203 total
includes taxes & fees
Nov 3 - Nov 4
The Red Lion Inn
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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
A snow-covered forest with a stone bridge in the background.
Photo by Elizabeth Massa Peroulakis

Top Middlefield Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"This is a gem of a small hotel/motel. Super comfortable rooms, updated bathrooms, and well done self serve breakfast included. Also has an indoor pool and an outdoor pool during the season. And a very nice hiking trail off of the back. An excellent change from the Run of the middle courtyard Marriott!"
Kimberly 2-night trip
Posted 12 hours ago
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Very clean and nice options for breakfast. Helpful staff."
Scott 1-night trip
Posted 13 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Berkshires Untold

Berkshires Untold

8/10 Good
"Enjoyed the view and the aesthetic"
Megan 1-night trip
Posted 13 hours ago
Berkshires Untold
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We had a wonderful family stay at Vacation Village in the Berkshires! We traveled with our children and their grandmothers, and it was such a special opportunity to make memories together. Our accommodation felt like two apartments in one, with plenty of space for everyone. We loved the layout and the beautiful views, especially with the fall colors surrounding us. It was lovely to enjoy the scenery right where we were staying. The location was a great base for exploring the Berkshires, and we felt we got excellent value for the price. This trip was very special for our family, and we would love to come back. Highly recommend it for a family getaway!"
Viviane 2-night trip
Posted 14 hours ago
Vacation Village in the Berkshires
The Ellery

The Ellery

10/10 Excellent
"Very helpful staff, tastefully decorated, super breakfast, very comfortable bed. We’ll be back!"
Jonathan 1-night trip
Posted 14 hours ago
The Ellery
Hotel On North

Hotel On North

10/10 Excellent
"Lovely clean spacious hotel with friendly staff!"
Stacy 1-night trip
Posted 14 hours ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

8/10 Good
"I enjoyed my stay, lovely little town. The Inn is beginning to show some signs of wear. A broken tile (baseboard) by the tub. However, staff pleasant and helpful. Excellent restaurants."
Nan 1-night trip
Posted 14 hours ago
The Red Lion Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Great to have a whole suite not just a room. Even though a little outdated still very nice. Downsides were an absence of food vending machines for when you need a quick snack and don’t want to leave, and hot tub was under renovations which we weren’t made aware of until online check in. Overall very happy."
Meaghan 2-night trip
Posted 14 hours ago
Berkshire Mountain Lodge
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Short stay for business, but good value and a well-kept facility. No issues, Will stay there again."
Lawrence 1-night trip
Posted 16 hours ago
Quality Inn Lee - Lenox South

More cheap stays in Middlefield

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
NT$1,982
NT$2,214 total
Oct 15 - Oct 16
includes taxes & fees
5.4/10 (923 reviews)
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
NT$2,496
NT$2,788 total
Nov 10 - Nov 11
includes taxes & fees
Quality Inn Great Barrington
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
NT$2,522
NT$2,817 total
Oct 18 - Oct 19
includes taxes & fees
Howard Johnson by Wyndham Lenox
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA
NT$3,160
NT$3,530 total
Nov 11 - Nov 12
includes taxes & fees
9.2/10 Wonderful! (237 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
NT$3,409
NT$3,808 total
Nov 1 - Nov 2
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
The Yankee Inn
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA
NT$3,937
NT$4,397 total
Nov 8 - Nov 9
includes taxes & fees
7.2/10 Good! (1,000 reviews)
Quality Inn & Suites Northampton - Amherst

Hotels in Middlefield with star-rating

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 Berkshire Mountain Lodge and Quality Inn Great Barrington. 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 4 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 Jacob's Pillow and Goose Pond Reservation 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.

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