
Tyringham Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
19.15 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 ...

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
22.88 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
18.27 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 ...

Berkshires Untold
194 Pittsfield Rd Lenox MA
16.61 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. ...

The Red Lion Inn
30 Main Street Stockbridge MA
9.77 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. ...

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
6.52 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 Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
9.61 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 ...

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
18.01 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 helpful staff ...

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
12.21 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 ...

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
22.73 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 ...

Hotel On North
297 North Street Pittsfield MA
23.34 km from city center
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...

Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd Lenox MA
15.84 km from city center
Book a stay at this business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
1055 South Street Pittsfield MA
18.61 km from city center
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Guido's Marketplace and Herman Melville's Arrowhead ...
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, Dec 25 - Tue, Dec 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$143 Roundtrip, found 4 days ago
$143
Roundtrip
found 4 days ago

Thu, Dec 25 - Wed, Dec 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago

Fri, Dec 12 - Sat, Dec 13
DCA
Ronald Reagan Washington National
ALB
Albany Intl.
$279 Roundtrip, found 5 days ago
$279
Roundtrip
found 5 days ago

Tue, Dec 9 - Fri, Dec 19
DCA
Ronald Reagan Washington National
ALB
Albany Intl.
$284 Roundtrip, found 5 days ago
$284
Roundtrip
found 5 days ago

Wed, Jun 10 - Mon, Jun 15
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$299 Roundtrip, found 6 days ago
$299
Roundtrip
found 6 days ago

