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

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Sep 25 - Sep 26
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Sep 26 - Sep 27
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Sep 25 - Sep 27
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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
William
$109 nightly
$122 total
Oct 25 - Oct 26
Total with taxes and fees
The Yankee Inn
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

2. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Wendy
$110 nightly
$122 total
Oct 19 - Oct 20
Total with taxes and fees
Quality Inn Lee - Lenox South
A building with a flat roof, multiple windows, and a satellite dish.
A dining area with a round table set for four, surrounded by dark chairs. A white door is visible in the background, leading to a kitchen area with white appliances.
An outdoor patio with a table and chairs, surrounded by wooden deck and greenery.
A hotel room with a large bed, a chair, a nightstand with a lamp, and a window with blinds.

3. Becket Motel

Becket Motel
Becket
United States
Paul
$135 nightly
$151 total
Sep 27 - Sep 28
Total with taxes and fees
Becket Motel
A calm lake at dusk with a wooden dock and two chairs facing the water.
A lakeside dock with chairs and a table, surrounded by greenery and a clear sky.
A two-story house with a covered porch, a driveway, and a lawn with outdoor seating.
A room with two beds, a round mirror, a red box, and a hanging light fixture.

4. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
United States
mike
$129 nightly
$144 total
Sep 27 - Sep 28
Total with taxes and fees
Berkshire Lake 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 gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.
A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

5. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
COLLEEN
$79 nightly
$88 total
Sep 27 - Sep 28
Total with taxes and fees
Howard Johnson by Wyndham Lenox
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 lodge with a large building and a dock by a lake, surrounded by forest.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Ann M
$138 nightly
$154 total
Sep 28 - Sep 29
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Susan
$122 nightly
$136 total
Oct 19 - Oct 20
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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 garden with wooden Adirondack chairs and a stone pathway.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

8. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
$109 nightly
$121 total
Oct 1 - Oct 2
Total with taxes and fees
Berkshire Mountain 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 reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
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.

9. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Joe
$106 nightly
$118 total
Oct 18 - Oct 19
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
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.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

10. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
$143 nightly
$160 total
Sep 28 - Sep 29
Total with taxes and fees
Berkshires Untold
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

11. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Larry
$124 nightly
$139 total
Oct 20 - Oct 21
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.
A hotel room with a desk, computer, TV, and a chair.
A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.

12. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
Horace
$69 nightly
$77 total
Sep 27 - Sep 28
Total with taxes and fees
FairBridge Inn Express
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A hotel patio with outdoor seating and a fire pit.
A spacious living room with a large sofa, a coffee table, and a fireplace.

13. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
$146 nightly
$163 total
Oct 25 - Oct 26
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.
A motel with multiple rooms, a well-maintained lawn, and a stone pathway.
A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.
A hotel room with a bed, a desk, and two wall-mounted lamps.

14. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
United States
Anna
$70 nightly
$78 total
Oct 25 - Oct 26
Total with taxes and fees
Econo Lodge Lee - Great Barrington
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.
A swimming pool with a fenced area, lounge chairs, and a warning sign.
A standard rectangular bathtub with a single faucet, tiled walls, and a geometric patterned floor.
A hotel room with two beds, a chair, and a bedside table with a phone.

15. Sunset Inn

Sunset Inn
Lee
United States
Lauren
$86 nightly
$96 total
Oct 6 - Oct 7
Total with taxes and fees
Sunset Inn
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A residential street with a paved road, a lamp post, and flowering trees.
A motel with a parking lot, a swimming pool, and outdoor seating.

16. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Kristina
$79 nightly
$88 total
Oct 25 - Oct 26
Total with taxes and fees
Berkshire Inn
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.

17. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
$149 nightly
$167 total
Sep 30 - Oct 1
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A round dining table set for a formal event, with white tablecloth, silverware, and purple napkins.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

18. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Debra
$107 nightly
$120 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A modern apartment with a living room, kitchenette, and dining area.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
A compact living space with a kitchenette, a dining area, and a sofa.

19. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
$99 nightly
$111 total
Sep 27 - Sep 28
Total with taxes and fees
The Central Downtown Inn & Suites
A large house with a covered patio area featuring outdoor seating and a fire pit.
A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.
A sunlit room with large windows, a stone floor, and two rocking chairs.
A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.

20. The Whitlock

The Whitlock
Lenox
United States
Maeve
$139 nightly
$155 total
Sep 27 - Sep 28
Total with taxes and fees
The Whitlock
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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

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

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

10/10 Excellent
"Great location to Tanglewood, 11 min ride. Clean room, comfy beds, great shower. Loved the pool and hot tub. Breakfast was just okay. We went down 20 minutes before breakfast was to be closed and not much there to be had. I had to ask for a bagel and no waffles."
Wendy 1-night trip
Posted 14 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"great for families"
Emily 1-night trip
Posted 18 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"No Pool or hot tub available"
Betty 1-night trip
Posted 19 hours ago
The Yankee Inn
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

8/10 Good
"Clean. Friendly staff. Breakfast medium. Air conditioner is good"
said 1-night trip
Posted 2 days ago
Quality Inn & Suites Northampton - Amherst
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"One of the most important aspects of a good hotel is the smell of it when I first walk in the door. This lodge smelled clean and was clean. The second important thing is the customer service. This place was just okay. Polite but not very friendly. The third important aspect is the plumbing and that was just okay too. Workable enough so we didn’t have to ask for another room but the little soaps were tiny and the toilet was in okay condition. A little hard to flush sometimes. They act like it’s someplace special but it really isn’t. It was a good stay but nothing special. Location was convenient to everything - restaurants and stores."
Karen 2-night trip
Posted 2 days ago
Berkshire Mountain Lodge
The Ellery

The Ellery

10/10 Excellent
"Everything was top notch. from the room to the grounds to the breakfast, all amazing. the staff was super friendly and helpful as well. Convenient when visiting Smith...just a short walk to everything. Will be back!"
Angelique Renee 2-night trip
Posted 2 days ago
The Ellery
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good
"The facilities and property made for a wonderful family visit to the Bershires."
Jared 5-night trip
Posted 3 days ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
River Valley Inn

River Valley Inn

10/10 Excellent
"it was great, we were seeing a show in the area and dint want to drive home. check in was great, staff was very helpful. i would stay there again and i would recommend it."
Patricia 1-night trip
Posted 3 days ago
River Valley Inn
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Great location for our trip into NE."
Mark 1-night trip
Posted 3 days ago
Quality Inn Lee - Lenox South

More cheap stays in Middlefield

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
$69 nightly
$77 total
Sep 27 - Sep 28
Total with taxes and fees
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
$79 nightly
$88 total
Sep 27 - Sep 28
Total with taxes and fees
7.6/10 Good! (917 reviews)
Howard Johnson by Wyndham Lenox
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
$101 nightly
$113 total
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
$109 nightly
$122 total
Oct 25 - Oct 26
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
$122 nightly
$136 total
Oct 19 - Oct 20
Total with taxes and fees
9.4/10 Exceptional! (218 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA
$122 nightly
$137 total
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn & Suites Northampton - Amherst

Hotels in Middlefield with star-rating

Frequently asked questions

What is the best area to stay in Middlefield?
The best area to stay in Middlefield is directly within the immediate vicinity of the festival grounds.This area offers the most convenient access to all events and activities, allowing you to maximize your festival experience without the need for extensive travel. Accommodations here often include a range of options from well-appointed glamping setups to premium campsites, all designed for comfort and ease.For couples looking for a focused and enjoyable festival experience, staying within walking distance of the grounds provides a seamless and worry-free stay.
When is the best time to go to Middlefield?
The best time to go to Middlefield depends on your preferred activities, with late spring through early fall offering the most pleasant weather for outdoor pursuits.For those interested in outdoor recreation like hiking, kayaking, or enjoying the scenic beauty, the period from May to October is ideal. Temperatures are mild, and the natural surroundings are at their most inviting. The spring brings blooming foliage, and the fall showcases impressive autumn colors, particularly in September and October.Families often find the summer months, June through August, to be the most convenient for a visit. School holidays allow for extended stays, and the warmer weather is superb for exploring local parks and outdoor attractions. Many seasonal events and community gatherings also take place during this time.Travelers seeking a quieter experience and cooler weather for activities like snowshoeing or cross-country skiing might consider visiting in the winter, typically from December to March.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middlefield.
How much is the nightly rate at a Middlefield hotel?
Prices for hotels in Middlefield often vary, but you can find a great deal from $77 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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