Middlefield Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
Hotel Northampton
36 King Street Northampton MA
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 ...
The Yankee Inn
461 Pittsfield Rd Lenox MA
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 Great Barrington
372 Main Street Great Barrington MA
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
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. ...
Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street South Lee MA
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
The Red Lion Inn
30 Main Street Stockbridge MA
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Hotel On North
297 North Street Pittsfield MA
Book a stay at this family-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and ...
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
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 ...
Quality Inn & Suites Northampton - Amherst
117 Conz St Northampton MA
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 Ellery
259 Elm Street Northampton MA
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
River Valley Inn
20 West St West Hatfield MA
Stay at this motel in West Hatfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Pioneer Valley Indoor Karting and Connecticut ...
The Whitlock
16 Church St Lenox MA
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...
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.
Fri, Nov 13 - Tue, Nov 17
TPA
Tampa Intl.
BDL
Bradley Intl.
$201
Roundtrip
found 1 day ago
Tue, Nov 17 - Sat, Dec 5
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$265
Roundtrip
found 2 days ago
Tue, Nov 17 - Sat, Dec 5
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$285
Roundtrip
found 2 days ago
Fri, Nov 6 - Mon, Nov 16
MCO
Orlando Intl.
BDL
Bradley Intl.
$322
Roundtrip
found 9 hours ago
Wed, Nov 18 - Tue, Nov 24
ORD
O'Hare Intl.
BDL
Bradley Intl.
$328
Roundtrip
found 3 days ago
Best points of interest in Middlefield
- Skyline Trail Vacations
- Jiminy Peak Mountain Resort Vacations
- Tanglewood Music Center Vacations
- Ski Butternut Vacations
- Smith College Vacations
- National Shrine of the Divine Mercy Vacations
- Norman Rockwell Museum Vacations
- Lee Premium Outlets Vacations
- Mount Greylock Vacations
- Berkshire East Ski Resort Vacations
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