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

Best Resorts in Middlefield

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13
No exact matches found, but these alternatives could be just right

Recommended hotels in Middlefield

A reception area with a fireplace, seating, and a doormat with the logo "Quality".

1. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,002 reviews)
"Had a comfortable stay."
United States
Lucinda
$93 nightly
The price is $103
Nov 8 - Nov 9
Total with taxes and fees
Quality Inn Lee - Lenox South
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

2. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
"The location was good for our trip."
United States
Basil
$101 nightly
The price is $112
Nov 1 - Nov 2
Total with taxes and fees
The Yankee Inn
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

3. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (927 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
$79 nightly
The price is $88
Oct 19 - Oct 20
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.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,005 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
$114 nightly
The price is $127
Nov 15 - Nov 16
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A spacious hotel lobby with multiple seating areas, large windows, and a television.

5. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
"Breakfast was great"
United States
Thomas
$110 nightly
The price is $122
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (239 reviews)
"Very nice rooms, staff friendly."
United States
Ginger
$95 nightly
The price is $106
Nov 17 - Nov 18
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

7. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (675 reviews)
"Great stay!"
United States
Vandhana
$126 nightly
The price is $140
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A hotel room with a bed, a desk, and two wall-mounted lamps.

8. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (704 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
$65 nightly
The price is $73
Nov 13 - Nov 14
Total with taxes and fees
Econo Lodge Lee - Great Barrington
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

9. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (924 reviews)
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
United States
Richard
$65 nightly
The price is $72
Nov 4 - Nov 5
Total with taxes and fees
FairBridge Inn Express
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

10. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,001 reviews)
"Room was spacious and clean"
United States
James
$98 nightly
The price is $109
Nov 15 - Nov 16
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
A building with a flat roof, multiple windows, and a satellite dish.

11. Becket Motel

Becket Motel
2.5 star property
Becket
6.6 out of 10, (64 reviews)
"Comfortable stay "
United States
Paul
$140 nightly
The price is $156
Oct 19 - Oct 20
Total with taxes and fees
Becket Motel
A calm lake at dusk with a wooden dock and two chairs facing the water.

12. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (25 reviews)
"excellent lakeside view"
United States
mike
$126 nightly
The price is $141
Nov 16 - Nov 17
Total with taxes and fees
Berkshire Lake Lodge
A hotel patio with outdoor seating and a fire pit.

13. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (714 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
$128 nightly
The price is $143
Nov 1 - Nov 2
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

14. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,213 reviews)
"Beautiful location. Easy access to local restaurants and hiking trails."
United States
Joel
$110 nightly
The price is $123
Nov 18 - Nov 19
Total with taxes and fees
Berkshire Mountain Lodge
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

15. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (425 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
$99 nightly
The price is $111
Oct 19 - Oct 20
Total with taxes and fees
The Central Downtown Inn & Suites
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

16. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (937 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
$79 nightly
The price is $88
Nov 17 - Nov 18
Total with taxes and fees
Berkshire Inn
A building entrance with a large planter with purple flowers and a small tree.

17. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (956 reviews)
"This was an excellent hotel. Super convenient right in the middle of town, clean, huge rooms, historic, and comfortable, I would love to stay here again I would recommend it to anyone!"
United States
Devon
$142 nightly
The price is $158
Nov 1 - Nov 2
Total with taxes and fees
Hotel On North
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

18. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,038 reviews)
"A very good place to stay"
United States
Madhavi R
$133 nightly
The price is $149
Nov 3 - Nov 4
Total with taxes and fees
Berkshires Untold
Room

19. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,000 reviews)
"enjoyed our stay"
United States
Mark
$105 nightly
The price is $117
Nov 7 - Nov 8
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

20. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (446 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
$80 nightly
The price is $89
Nov 8 - Nov 9
Total with taxes and fees
Sunset 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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Top Middlefield Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"This really is a great place and I will give it five stars, except the Wi-Fi is really crappy. We were on the fifth floor, but five MB/s is unacceptable in this day and age. The room was beautiful, and the kitchen was fabulous. One more nit is that they didn't make up the sofa bed. Most places make the sofa bed and fold it with the sheets and blanket inside. I found that sound late at night, and was not happy, but I understand. Still except for the WiFi this is 5 stars."
Tom 3-night trip
Posted 10 hours ago
Berkshire Mountain Lodge

Find out more about Middlefield

Middlefield Resorts information

Number of reviews
9,152
Accommodation
8 Resorts
Lowest Price
$72
Highest Price
$158

Frequently asked questions

What is Middlefield like for a resort vacation?
Longing for a relaxing getaway? You deserve the comforts of a resort, where you can find everything you need for your stay from tasty dining options to activities and shopping. Browse the resort options in the area and discover the best one for you, whether you envision yourself sipping drinks by a sprawling pool or heading to the spa for a deep-tissue massage.
What's a favorite resort for my stay in Middlefield?
Our highest-rated resorts near Middlefield: In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort right by Jiminy Peak Mountain Resort. 20.1 mi (32.3 km) from Middlefield. Has ski-in/ski-out access, a fitness center, and a garden. COZY CABIN IN BERKSHIRES RESORT. - Ski resort right by Jiminy Peak Mountain Resort. 20.1 mi (32.4 km) from Middlefield. Enjoy the ski-in/ski-out access, fitness center, and beach sun loungers. Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out - Ski resort, 5-minute walk from Jiminy Peak Mountain Resort. 20.1 mi (32.3 km) from Middlefield. Access to ski-in/ski-out access, a fitness center, and an indoor pool.
What can I do in Middlefield?
Skyline Trail and Fox Den Wildlife Management Area are a few of the interesting sights to visit. In the area, other attractions include Jacob's Pillow and Goose Pond Reservation.
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.
What's the best way to get to and around Middlefield?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 15.1 mi (24.3 km) away from the heart of the city. Otherwise, you can search for flights to Westfield, MA (BAF-Barnes Municipal), which is 19.6 mi (31.6 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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