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Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA.

Winchester
Boston
Massachusetts
United States of America
North America
Hotwire.com

Winchester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Meco Hotel - Hostel

2 out of 5

Price was $1,344, price is now $693 per person

$693

per person

Jul 19 - Jul 22

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Boston (BOS)

Stay at this hostel in Boston. Enjoy free WiFi, a snack bar/deli, and housekeeping. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.

Hotel Ivy Boston Common

2.5 out of 5

Save 100% on your flight

Price was $2,576, price is now $1,541 per person

$1,541

per person

Jun 30 - Jul 8

found 1 day ago

Roundtrip non-stop flight included

Birmingham (BHM) to Boston (BOS)

Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5

Save 100% on your flight

Price was $1,334, price is now $853 per person

$853

per person

Jun 22 - Jun 26

found 1 day ago

Roundtrip flight included

Washington (DCA) to Boston (BOS)

Book a stay at this beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Pleasant Road Beach are located nearby.

Chatham Tides

2.5 out of 5

Save 100% on your flight

Price was $2,776, price is now $1,811 per person

$1,811

per person

Jul 2 - Jul 6

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Boston (BOS)

Book a stay at this beach motel in South Chatham. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Red River Beach and Forest Beach are located nearby.

All Seasons Inn & Suites Smithfield Providence

2.5 out of 5

Price was $1,134, price is now $772 per person

$772

per person

Aug 4 - Aug 7

just found

Roundtrip flight included

Cincinnati (CVG) to Boston (BOS)

Book a stay at this business-friendly hotel in Smithfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mowry Conservation Area and Rustic Drive-in Theatre are located nearby.

Centerboard

2 out of 5

Save 100% on your flight

Price was $2,444, price is now $1,675 per person

$1,675

per person

Aug 10 - Aug 15

found 21 hours ago

Roundtrip flight included

Washington (WAS) to Boston (BOS)

Stay at this hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and cable TV channels. Popular attractions White Heron Theatre and Quaker Meeting House are located nearby.

Red Roof Inn PLUS+ Boston - Woburn/ Burlington

2.5 out of 5

Price was $1,000, price is now $696 per person

$696

per person

Jun 24 - Jun 29

found 24 hours ago

Roundtrip non-stop flight included

Birmingham (BHM) to Boston (BOS)

Stay at this hotel in Woburn. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Burlington Mall and MarketStreet Lynnfield are located nearby.

Sea Crest Beach Resort

3.5 out of 5

Save 100% on your flight

Price was $1,890, price is now $1,320 per person

$1,320

per person

Jul 29 - Aug 2

found 3 hours ago

Roundtrip non-stop flight included

Birmingham (BHM) to Boston (BOS)

Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Silver Beach and Cataumet Arts Center are located nearby.