Search for Cheap Deals on
Winery Hotels in Southeast Massachusetts

Check Last Minute Southeast Massachusetts Hotel Deals

Tonight Jan 22 - Jan 23This weekend Jan 24 - Jan 26Next weekend Jan 31 - Feb 2

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!


Featured Southeast Massachusetts Winery Hotels

Mansion House Inn And Spa
Mansion House Inn And Spa
3.5 out of 5
9 Main Street, Vineyard Haven, MA
Stay at this 3.5-star spa hotel in Vineyard Haven. Enjoy a full-service spa, a rooftop terrace, and a health club. Our guests praise the helpful staff in our ...
Mansion House Inn And Spa
Red Horse Inn
Red Horse Inn
2.5 out of 5
28 Falmouth Heights Road, Falmouth, MA
Stay at this hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Red Horse Inn
Mariner Motel
Mariner Motel
2 out of 5
555 Main St, Falmouth, MA
Stay at this motel in Falmouth. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Mariner Motel
Inn on the Square
Inn on the Square
3.5 out of 5
40 North Main Street, Falmouth, MA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star hotel in Falmouth. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Inn on the Square
Faraway Martha's Vineyard
Faraway Martha's Vineyard
3.5 out of 5
23 Kelly Street, Martha's Vineyard, Edgartown, MA
Stay at this 3.5-star business-friendly hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Faraway Martha's Vineyard
Harbor View Hotel
Harbor View Hotel
5 out of 5
131 N Water Street Marthas Vineyard, Edgartown, MA
Stay at this 5-star luxury hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Harbor View Hotel
Falmouth Inn
Falmouth Inn
2 out of 5
824 Main Street, Route 28, Falmouth, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Falmouth Inn
Hyannis Harbor Hotel
Hyannis Harbor Hotel
3.5 out of 5
213 Ocean St, Hyannis, MA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
Hyannis Harbor Hotel
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
3 out of 5
227 Upper Main St, Edgartown, MA
Fully refundableReserve now, pay when you stay
Stay at this hotel in Edgartown. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular attractions ...
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
Pequot Hotel
Pequot Hotel
3 out of 5
19 Pequot Avenue, Oak Bluffs, MA
Stay at this 3-star hotel in Oak Bluffs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Pequot Hotel
The Lightkeepers Inn
The Lightkeepers Inn
3 out of 5
25 Simpson's Lane, Edgartown, MA
Stay at this 3-star guesthouse in Edgartown. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Vincent House Museum and Old Whaling ...
The Lightkeepers Inn
Anchor In Distinctive Waterfront Lodging
Anchor In Distinctive Waterfront Lodging
3 out of 5
1 South Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Hyannis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Anchor In Distinctive Waterfront Lodging
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.