
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
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 ...

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
21.61 km from city center
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...

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
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 ...

Quality Inn & Suites Northampton - Amherst
117 Conz St, Northampton, MA
32.32 km from city center
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 ...

The Red Lion Inn
30 Main Street, Stockbridge, MA
25.48 km from city center
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
33.6 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 breakfast and the helpful ...

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
21.63 km from city center
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 ...

The Ellery
259 Elm Street, Northampton, MA
30.48 km from city center
Stay at this 3.5-star hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
20.43 km from city center
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 ...

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
21.48 km from city center
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. 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
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 ...

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 ...

Quality Inn Westfield - Springfield
2 Southampton Rd, Westfield, MA
32.62 km from city center
Book a stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.

Mon, Nov 3 - Mon, Nov 10
TPA
Tampa Intl.
BDL
Bradley Intl.
$140 Roundtrip, found 6 days ago
$140
Roundtrip
found 6 days ago

Mon, Nov 3 - Mon, Nov 10
TPA
Tampa Intl.
BDL
Bradley Intl.
$142 Roundtrip, found 6 days ago
$142
Roundtrip
found 6 days ago

Mon, Sep 29 - Sun, Oct 5
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$154 Roundtrip, just found
$154
Roundtrip
just found

Mon, Nov 3 - Mon, Nov 10
TPA
Tampa Intl.
BDL
Bradley Intl.
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago

Tue, Oct 7 - Thu, Oct 16
TPA
Tampa Intl.
ALB
Albany Intl.
$184 Roundtrip, found 5 days ago
$184
Roundtrip
found 5 days ago