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
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 ...
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 ...
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
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 ...
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. ...
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 ...
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3 out of 5
75 Railroad St, Keene, NH
19.73 km from city center
Stay at this 3-star business-friendly hotel in Keene. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
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. ...
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. ...
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 ...
Vikings Villages Resort

Vikings Villages Resort

2 out of 5
360 Stony Hill Rd South, Guilford, Brattleboro, 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 ...
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 ...
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 out of 5
126 Key Rd, Keene, NH
18.21 km from city center
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful staff ...
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 out of 5
80 Concord Street, Peterborough, NH
37.73 km from city center
Book a stay at this business-friendly hotel in Peterborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Riverside Hotel, Ascend Hotel Collection

Riverside Hotel, Ascend Hotel Collection

2.5 out of 5
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 ...
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St, Shelburne Falls, MA
34.44 km from city center
Stay at this 3-star guesthouse in Shelburne Falls. Enjoy free WiFi, snowmobiling on site, and snowshoeing on site. Popular attractions Glacial Potholes, Shelburne ...
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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.

United
Sat, May 31 - Thu, Aug 7
LAX
Los Angeles Intl.
BOS
Logan Intl.
$238 Roundtrip, found 7 hours ago
$238
Roundtrip
found 7 hours ago
Select United flight, departing Sat, May 31 from Los Angeles Intl. to Logan Intl., returning Thu, Aug 7, priced at $238 found 7 hours ago
Spirit Airlines
Tue, Jul 22 - Mon, Jul 28
LAX
Los Angeles Intl.
BOS
Logan Intl.
$249 Roundtrip, found 5 days ago
$249
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Jul 22 from Los Angeles Intl. to Logan Intl., returning Mon, Jul 28, priced at $249 found 5 days ago
Delta
Tue, Mar 31 - Tue, Apr 7
PDX
Portland Intl.
BOS
Logan Intl.
$268 Roundtrip, found 4 days ago
$268
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Mar 31 from Portland Intl. to Logan Intl., returning Tue, Apr 7, priced at $268 found 4 days ago
Delta
Tue, Jun 24 - Wed, Jul 2
LAX
Los Angeles Intl.
ALB
Albany Intl.
$325 Roundtrip, just found
$325
Roundtrip
just found
Select Delta flight, departing Tue, Jun 24 from Los Angeles Intl. to Albany Intl., returning Wed, Jul 2, priced at $325 just found