
Middlefield Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Elizabeth Massa Peroulakis
Top Hotel Deals

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
33.02 km from city center
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
22.62 km from city center
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
21.61 km from city center
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 ...

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
21.61 km from city center
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...

Berkshires Untold
194 Pittsfield Rd Lenox MA
21.63 km from city center
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...

Hotel Northampton
36 King Street Northampton MA
31.76 km from city center
Book a stay at this historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
22.79 km from city center
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...

The Red Lion Inn
30 Main Street Stockbridge MA
25.48 km from city center
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

Huttopia Berkshires
312 Kittle Rd Williamstown MA
35.71 km from city center
Stay at this campground in Williamstown. Enjoy free parking, breakfast (surcharge), and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...

The Ellery
259 Elm Street Northampton MA
30.49 km from city center
Stay at this hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
20.35 km from city center
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
26.16 km from city center
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 ...

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
31.05 km from city center
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Feb 5 - Sun, Feb 8
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago

Tue, Mar 17 - Mon, Mar 30
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$138 Roundtrip, found 5 days ago
$138
Roundtrip
found 5 days ago

Thu, Feb 26 - Sun, Mar 1
MCO
Orlando Intl.
ALB
Albany Intl.
$180 Roundtrip, found 5 days ago
$180
Roundtrip
found 5 days ago

Thu, Feb 26 - Sun, Mar 1
MCO
Orlando Intl.
ALB
Albany Intl.
$188 Roundtrip, found 5 days ago
$188
Roundtrip
found 5 days ago

Wed, Feb 25 - Mon, Mar 2
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago

