Browse the Best Middlefield Resorts from CA $85

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Recommended hotels in Middlefield

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

1. The Yankee Inn

Lenox

Karen

CA $137 total

includes taxes & fees

Sep 28 - Sep 29

2. Becket Motel

Becket

Paul

CA $195 total

includes taxes & fees

Sep 29 - Sep 30

3. Berkshire Lake Lodge

Lee

mike

CA $177 total

includes taxes & fees

Sep 6 - Sep 7

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

4. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Prasanna

CA $139 total

includes taxes & fees

Sep 10 - Sep 11

5. Howard Johnson by Wyndham Lenox

Lenox

irene

CA $122 total

includes taxes & fees

Sep 10 - Sep 11

6. Quality Inn Lee - Lenox South

Lee

Christine

CA $170 total

includes taxes & fees

Sep 23 - Sep 24

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

Lee

James

CA $197 total

includes taxes & fees

Sep 23 - Sep 24

8. FairBridge Inn Express

Pittsfield

ERICIA

CA $85 total

includes taxes & fees

Oct 4 - Oct 5

9. Berkshire Mountain Lodge

Pittsfield

Robert

CA $155 total

includes taxes & fees

Oct 1 - Oct 2

10. Berkshire Inn

Pittsfield

Ellen

CA $113 total

includes taxes & fees

Sep 30 - Oct 1

11. Hampton Inn & Suites Berkshires-Lenox

Lenox

Nancy

CA $201 total

includes taxes & fees

Sep 30 - Oct 1

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

Pittsfield

Steve

CA $183 total

includes taxes & fees

Sep 8 - Sep 9

13. Sunset Inn

Lee

Joann

CA $136 total

includes taxes & fees

Sep 9 - Sep 10

14. Berkshires Untold

Lenox

David

CA $216 total

includes taxes & fees

Sep 28 - Sep 29

15. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

CA $182 total

includes taxes & fees

Sep 9 - Sep 10

16. The Central Downtown Inn & Suites

Pittsfield

Rena

CA $138 total

includes taxes & fees

Sep 24 - Sep 25

17. Econo Lodge Lee - Great Barrington

Lee

Anna

CA $107 total

includes taxes & fees

Sep 14 - Sep 15

18. The Whitlock

Lenox

Constance

CA $222 total

includes taxes & fees

Sep 10 - Sep 11

19. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

CA $227 total

includes taxes & fees

Sep 13 - Sep 14

20. The Red Lion Inn

Stockbridge

James

CA $308 total

includes taxes & fees

Sep 30 - Oct 1

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Top Middlefield Hotel Reviews

Hotel Northampton

10/10 Excellent

"Older hotel. Great location. Nice bar. Nice staff. Zero complaints for a quick overnight."

Quality Inn Great Barrington

10/10 Excellent

"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."

Berkshires Untold

10/10 Excellent

"The entry , bar, and dining room along with the outside patio was beautifully done. It made you happy to be there as it was so welcoming. Ample parking space, great amenities, and comfy quiet room made our stay great. The only thing missing was a floor lamp in our room so we couldn’t read at night as the small lamps were dim."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally clean and well-stocked thanks to her hard work. Carrie was not only helpful, pleasant, and polite, but she also worked tirelessly to ensure all food items were fresh and fully available. Her excellent service truly made our mornings. We highly recommend this inn!"

Find out more about Middlefield

Middlefield Resorts information

Number of reviews	9,279
Accommodation	12 Resorts
Lowest Price	CA $85
Highest Price	CA $308

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: COZY CABIN IN BERKSHIRES RESORT. - Ski resort right by Jiminy Peak Mountain Resort. 20.1 mi (32.4 km) from Middlefield. Has ski-in/ski-out access, a fitness center, and beach sun loungers. 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. Enjoy the ski-in/ski-out access, fitness center, and garden. Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort - Situated just a 5-minute walk from Jiminy Peak Mountain Resort. 20.1 mi (32.3 km) from Middlefield. Access to a fitness center, an indoor pool, and an outdoor 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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Recommended hotels in Middlefield

1. The Yankee Inn

2. Becket Motel

3. Berkshire Lake Lodge

4. Best Western Plus Berkshire Hills Inn & Suites

5. Howard Johnson by Wyndham Lenox

6. Quality Inn Lee - Lenox South

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

8. FairBridge Inn Express

9. Berkshire Mountain Lodge

10. Berkshire Inn

11. Hampton Inn & Suites Berkshires-Lenox

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

13. Sunset Inn

14. Berkshires Untold

15. Holiday Inn & Suites Pittsfield-Berkshires by IHG

16. The Central Downtown Inn & Suites

17. Econo Lodge Lee - Great Barrington

18. The Whitlock

19. Hilton Garden Inn Lenox Pittsfield

20. The Red Lion Inn

Top Middlefield Hotel Reviews

Hotel Northampton

Quality Inn Great Barrington

The Red Lion Inn

Berkshires Untold

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

Hotel On North

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Jiminy Peak Mountain Resort

FairBridge Inn Express

Find out more about Middlefield

Middlefield Resorts information

Frequently asked questions

Explore a world of travel with Expedia

Search Resort Hotels in Middlefield from CA $85

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Middlefield

1. The Yankee Inn

2. Becket Motel

3. Berkshire Lake Lodge

4. Best Western Plus Berkshire Hills Inn & Suites

5. Howard Johnson by Wyndham Lenox

6. Quality Inn Lee - Lenox South

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

8. FairBridge Inn Express

9. Berkshire Mountain Lodge

10. Berkshire Inn

11. Hampton Inn & Suites Berkshires-Lenox

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

13. Sunset Inn

14. Berkshires Untold

15. Holiday Inn & Suites Pittsfield-Berkshires by IHG

16. The Central Downtown Inn & Suites

17. Econo Lodge Lee - Great Barrington

18. The Whitlock

19. Hilton Garden Inn Lenox Pittsfield

20. The Red Lion Inn

Top Middlefield Hotel Reviews

Hotel Northampton

Find out more about Middlefield

Middlefield Resorts information

Frequently asked questions

Explore a world of travel with Expedia