
Winchester Vacations
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Top Hotel Deals

The Colonial Hotel
625 Betty Spring Road, Gardner, MA
42.31 km from city center
Stay at this 3-star business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...

Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd, Keene, NH
18.3 km from city center
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Hampton Inn Brattleboro
1378 Putney Road, Brattleboro, VT
19.03 km from city center
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...

The Putney Inn
57 Putney Landing Rd, Putney, VT
23.92 km from city center
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...

Best Western Plus Keene Hotel
401 Winchester St, Keene, NH
18 km from city center
Stay at this 3-star business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Travelodge by Wyndham Brattleboro VT
1254 Putney Rd, Brattleboro, VT
18.98 km from city center
Stay at this motel in Brattleboro. Enjoy free WiFi, free parking, and room service. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl ...

Comfort Inn & Suites Brattleboro I-91
1186 Putney Road, Brattleboro, VT
18.95 km from city center
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
18.53 km from city center
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...

Riverside Hotel, an Ascend Collection Hotel
20 Riverside Drive, West Chesterfield, NH
18.35 km from city center
Book a stay at this business-friendly hotel in West Chesterfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful ...

Latchis Hotel
50 Main Street, Brattleboro, VT
16.67 km from city center
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Hampton Inn & Suites Greenfield
184 Shelburne Rd, Greenfield, MA
28.52 km from city center
Book a stay at this business-friendly hotel in Greenfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

The Covered Bridge Inn
1043 Putney Road, Brattleboro, VT
18.68 km from city center
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Days Inn by Wyndham Keene NH
3 Ash Brook Road, Keene, NH
17.88 km from city center
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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, Oct 6 - Tue, Oct 7
LAX
Los Angeles Intl.
BOS
Logan Intl.
$192 Roundtrip, found 4 days ago
$192
Roundtrip
found 4 days ago

Tue, Sep 30 - Tue, Oct 7
LAX
Los Angeles Intl.
BOS
Logan Intl.
$192 Roundtrip, found 1 day ago
$192
Roundtrip
found 1 day ago

Sat, Sep 27 - Sat, Oct 4
LAX
Los Angeles Intl.
BOS
Logan Intl.
$194 Roundtrip, found 2 days ago
$194
Roundtrip
found 2 days ago

Fri, Oct 31 - Wed, Nov 12
LAX
Los Angeles Intl.
BOS
Logan Intl.
$217 Roundtrip, found 11 hours ago
$217
Roundtrip
found 11 hours ago

Tue, Nov 11 - Wed, Nov 12
LAX
Los Angeles Intl.
BOS
Logan Intl.
$227 Roundtrip, found 2 hours ago
$227
Roundtrip
found 2 hours ago