Tyringham Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
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 ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
22.88 km from city center
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 ...
FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
24.82 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 ...
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
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 ...
Berkshires Untold
194 Pittsfield Rd, Lenox, MA
16.61 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 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 ...
The Red Lion Inn
30 Main Street, Stockbridge, MA
9.77 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 ...
The Constance by the Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
13.97 km from city center
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
14.54 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 ...
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
19.15 km from city center
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 ...
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
18.17 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. ...
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 ...
Hotel On North
297 North Street, Pittsfield, MA
23.34 km from city center
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. 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.
Sat, Aug 16 - Fri, Aug 22
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 4 days ago
$108
Roundtrip
found 4 days ago
Fri, Aug 1 - Sat, Aug 9
MCO
Orlando Intl.
BDL
Bradley Intl.
$128 Roundtrip, found 6 days ago
$128
Roundtrip
found 6 days ago
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$134 Roundtrip, found 3 days ago
$134
Roundtrip
found 3 days ago
Wed, Jul 30 - Mon, Aug 11
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Sat, Sep 6 - Tue, Sep 16
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago
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