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Hotels in Middlefield

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Choose from 1076 Middlefield Hotel Deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
  • 33 min drive from Skyline Trail
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,913 reviews)
Kids loved it
"Great place. Kids loved it. Friendly staff and guests."

Reviewed on Jul 30, 2025

Vacation Village in the Berkshires
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
  • 17 min drive from Skyline Trail
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
5.2/10 (756 reviews)
"Well the little fridge they had in the room hummed loudly all the time the freezer needed to be defrosted I bought a couple of frozen dinners and couldn't get both of them in the freezer. One of the draws on the side tables when I pulled open the drawer one side of the handle came loose I was able ..."

Reviewed on Jul 28, 2025

FairBridge Inn Express
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

2.5 out of 5
117 Conz St, Northampton, MA
  • 10 min drive from Skyline Trail
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,001 reviews)
"This hotel offered great comfort and service at a reasonable price. Staff was super friendly and accommodating. Continental breakfast offered various options."

Reviewed on Jul 29, 2025

Quality Inn & Suites Northampton - Amherst
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 4 min drive from Skyline Trail
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (656 reviews)
"Very nice hotel, convenient location to Tanglewood and other attractions. Quiet and comfortable beds."

Reviewed on Jul 30, 2025

Berkshires Untold
The Ellery

The Ellery

3.5 out of 5
259 Elm Street, Northampton, MA
  • 8 min drive from Skyline Trail
Stay at this 3.5-star B&B in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (771 reviews)
"Everything was great! A/C unit had a little sound, every few minutes, like horseshoes on cobblestone, but all else excellent"

Reviewed on Jul 30, 2025

The Ellery
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
  • 16 min drive from Skyline Trail
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (682 reviews)
"I liked the size of the rooms and how comfortable everything in the room was. It was stocked with everything we needed. I did not like the lack of accessibility for people with disabilities. There are elevators, but they are blocked, and there is limited disability parking. I was on the third floor ..."

Reviewed on Jul 24, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
  • 12 min drive from Skyline Trail
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,019 reviews)
"Appreciated the free coffee and tea all day and night"

Reviewed on Jul 30, 2025

Best Western Plus Berkshire Hills Inn & Suites
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street, Northampton, MA
  • 9 min drive from Skyline Trail
Stay at this 3.5-star historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,002 reviews)
"excellent hotel. Good ambience, clean rooms, thoughtful designs of rooms."

Reviewed on Jul 30, 2025

Hotel Northampton
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
  • 7 min drive from Skyline Trail
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,000 reviews)
"Everything fine except breakfast. Under construction"

Reviewed on Jul 30, 2025

The Yankee, Trademark Collection by Wyndham
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
  • 14 min drive from Skyline Trail
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (839 reviews)
"We had reserved a room with tub on Expedia. When we arrived they had reserved a room with shower. To get a room with tub they kept us waiting for 15 minutes and then charged us more than our Expedia price"

Reviewed on Jul 30, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
  • 8 min drive from Skyline Trail
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (534 reviews)
"The Berkshire Mountain Lodge is amazing! The layout of the hotel is designed to be walkable woth elevators conveniently located. The staff are friendly and helpful. The condo room is spectacular 👌. I enjoyed the convenience of a full kitchen and dining area, Great for entertaining. The room decor ..."

Reviewed on Jul 30, 2025

Berkshire Mountain Lodge
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
  • 30 min drive from Skyline Trail
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,001 reviews)
"Property was very nice clean rooms"

Reviewed on Jul 29, 2025

Quality 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.

Find cheap hotels in Middlefield

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How many hotels are there in Middlefield?

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