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

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Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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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 view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
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
$108 nightly
$121 total
Oct 27 - Oct 28
Total with taxes and fees
The Yankee Inn
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.
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
Wendy
$110 nightly
$122 total
Oct 19 - Oct 20
Total with taxes and fees
Quality Inn Lee - Lenox South
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, a sofa, a coffee station, and a TV mounted on the wall.

3. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
COLLEEN
$79 nightly
$88 total
Sep 29 - Sep 30
Total with taxes and fees
Howard Johnson by Wyndham Lenox
A building with a flat roof, multiple windows, and a satellite dish.
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, and a coffee maker.
A hotel room with a large bed, a chair, a nightstand with a lamp, and a window with blinds.
An outdoor patio with a table and chairs, surrounded by wooden deck and greenery.

4. Becket Motel

Becket Motel
Becket
United States
Paul
$135 nightly
$151 total
Oct 6 - Oct 7
Total with taxes and fees
Becket Motel
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A spacious lobby with a fireplace, seating area, and a bar.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A garden with wooden Adirondack chairs and a stone pathway.

5. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Jay
$109 nightly
$121 total
Oct 1 - Oct 2
Total with taxes and fees
Berkshire Mountain Lodge
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 two-story house with a covered porch, a driveway, and a lawn with outdoor seating.

6. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
United States
mike
$127 nightly
$142 total
Oct 6 - Oct 7
Total with taxes and fees
Berkshire Lake Lodge
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A snack bar with shelves of snacks and a refrigerated display.
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.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Susan
$103 nightly
$115 total
Oct 29 - Oct 30
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A lakeside dock with kayaks and a covered boat ramp.
A lodge with a large building and a dock by a lake, surrounded by forest.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Ann M
$135 nightly
$151 total
Oct 29 - Oct 30
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A hotel room with a desk, computer, TV, and a chair.
A dining area with wooden tables and chairs, a television, and a door with a sign.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

9. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
William
$69 nightly
$77 total
Sep 29 - Sep 30
Total with taxes and fees
FairBridge Inn Express
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

10. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Larry
$121 nightly
$136 total
Oct 20 - Oct 21
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a fireplace, and comfortable seating.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

11. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
$152 nightly
$170 total
Sep 29 - Sep 30
Total with taxes and fees
Berkshires Untold
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.
A residential street with a paved road, a lamp post, and flowering trees.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

12. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Kristina
$79 nightly
$88 total
Oct 29 - Oct 30
Total with taxes and fees
Berkshire Inn
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 grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

13. 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 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 hotel room with two beds, a chair, and a bedside table with a phone.
A standard rectangular bathtub with a single faucet, tiled walls, and a geometric patterned floor.

14. Sunset Inn

Sunset Inn
Lee
United States
Lauren
$81 nightly
$91 total
Oct 6 - Oct 7
Total with taxes and fees
Sunset Inn
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.
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.

15. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
$146 nightly
$163 total
Oct 4 - Oct 5
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 hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.
A motel with multiple rooms, a well-maintained lawn, and a stone pathway.
A hotel room with a bed, a desk, and two wall-mounted lamps.

16. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
United States
Anna
$66 nightly
$74 total
Oct 26 - Oct 27
Total with taxes and fees
Econo Lodge Lee - Great Barrington
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
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
$141 nightly
$158 total
Oct 25 - Oct 26
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A large house with a covered patio area featuring outdoor seating and a fire pit.
A corner dining area with a wooden table set for four, surrounded by upholstered chairs.
A sunlit room with large windows, a stone floor, and two rocking chairs.
A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.

18. The Whitlock

The Whitlock
Lenox
United States
Michael
$139 nightly
$155 total
Sep 29 - Sep 30
Total with taxes and fees
The Whitlock
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 compact living space with a kitchenette, a dining area, and a sofa.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

19. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
$89 nightly
$100 total
Oct 5 - Oct 6
Total with taxes and fees
The Central Downtown Inn & Suites
An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

20. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Debra
$111 nightly
$124 total
Oct 29 - Oct 30
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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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 Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"The room was very nice. Updated and clean Miniature golf fun . A lot of things to do. The staff pleasant and helpful. Would stay again"
Kelly 2-night trip
Posted less than an hour ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Another great stay at VV. My hallway got flooded by a broken hot water heater on my first morning there (Friday), they got a property restoration co in to start cleanup right away but between the industrial fans blowing round the clock and stagnant odor from the soaked carpet hanging heavy all the way up and down the hall, if I hadn’t been checking out today (Sunday) I would have requested to move units for the rest of my stay. Staff was super professional, apologetic, this was not their fault, and I will happily book again at VV in the future."
Elizabeth 3-night trip
Posted 1 hour ago
Vacation Village in the Berkshires
Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst

10/10 Excellent
"+"
Will 5-night trip
Posted 3 hours ago
Fairfield Inn & Suites Springfield Northampton/Amherst
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

10/10 Excellent
"I have a bit of difficulty with the trend of not providing daily housekeeping in a room that rents for over $100 a night. This property displayed a sign that stated that daily housekeeping was available on request. I made that request but had to repeatedly remind staff when housekeeping was not provided (2 days out of 6). The tired explanation of COVID does not convince me. A minor inconvenience."
Patrick 6-night trip
Posted 6 hours ago
Quality Inn & Suites Northampton - Amherst
The Yankee Inn

The Yankee Inn

10/10 Excellent
"There was a nice set up for the complimentary breakfast."
Allison 2-night trip
Posted 7 hours ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Front desk guy was great very helpful.. rooms were clean,good location"
Michael 1-night trip
Posted 8 hours ago
Quality Inn Great Barrington
River Valley Inn

River Valley Inn

10/10 Excellent
"Chris helped me out tremendously. After flying all the way from Tennessee, I was exhausted and didn’t know what I was going to do. Chris went above and beyond to help me get a room, even though it was already very late. I truly appreciate your kindness and willingness to help me when I needed it most. ❤️🙏"
Catherine 1-night trip
Posted 9 hours ago
River Valley Inn
Hotel Northampton

Hotel Northampton

10/10 Excellent
"Lots of historic character yet comfortable. It was great to be downtown NOHO."
Lynne 2-night trip
Posted 10 hours ago
Hotel Northampton
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Another unforgettable experience at the Red Lion. My family has been coming up for 50 years, we’re happy to continue the tradition. Wether Fall, Spring, Summer or Winter, the 4 seasons at the Red Lion are always a favorite!"
Nelson 1-night trip
Posted 11 hours ago
The Red Lion Inn

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 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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