Winchester Vacations

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Top Hotel Deals

The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
42.31 km from city center
Book a stay at this business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
18.53 km from city center
Book a stay at this 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 ...
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
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 ...
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
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. ...
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
18 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 ...
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road Brattleboro VT
18.68 km from city center
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. ...
Vikings Villages Resort

Vikings Villages Resort

2 out of 5
360 Viking Village Drive Guilford VT
18.58 km from city center
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Putney Inn

The Putney Inn

2.5 out of 5
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 ...
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 out of 5
100 Chickering Drive Brattleboro VT
18.8 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 ...
Latchis Hotel

Latchis Hotel

2.5 out of 5
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. ...
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 out of 5
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 ...
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
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. ...
The Inn At Crumpin Fox

The Inn At Crumpin Fox

2.5 out of 5
71 Northfield Rd Bernardston MA
17.18 km from city center
Book a stay at this business-friendly hotel in Bernardston. Enjoy free WiFi, free parking, and a conference center. Our guests praise the helpful staff and the ...
Econo Lodge Brattleboro South

Econo Lodge Brattleboro South

2 out of 5
515 Canal St Brattleboro VT
16.53 km from city center
Stay at this motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Vermont Marketplace and Estey Organ Museum are located ...
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

2.5 out of 5
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. ...
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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.

Frontier Airlines
Tue, Apr 14 - Tue, Apr 28
LAX
Los Angeles Intl.
BOS
Logan Intl.
$220 Roundtrip, found 22 hours ago
$220
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Tue, Apr 14 from Los Angeles Intl. to Logan Intl., returning Tue, Apr 28, priced at $220 found 22 hours ago
American Airlines
Tue, Sep 8 - Wed, Sep 9
PDX
Portland Intl.
BOS
Logan Intl.
$239 Roundtrip, found 1 day ago
$239
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 8 from Portland Intl. to Logan Intl., returning Wed, Sep 9, priced at $239 found 1 day ago
JetBlue Airways
Tue, Apr 14 - Sat, May 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$249 Roundtrip, found 21 hours ago
$249
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Tue, Apr 14 from Los Angeles Intl. to Logan Intl., returning Sat, May 2, priced at $249 found 21 hours ago
Delta
Tue, Apr 14 - Sat, May 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$249 Roundtrip, found 21 hours ago
$249
Roundtrip
found 21 hours ago
Select Delta flight, departing Tue, Apr 14 from Los Angeles Intl. to Logan Intl., returning Sat, May 2, priced at $249 found 21 hours ago
United
Tue, Apr 14 - Sat, May 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$249 Roundtrip, found 21 hours ago
$249
Roundtrip
found 21 hours ago
Select United flight, departing Tue, Apr 14 from Los Angeles Intl. to Logan Intl., returning Sat, May 2, priced at $249 found 21 hours ago