![](https://forever.travel-assets.com/flex/flexmanager/images/2020/11/06/TVLY-MSJE-DTG-Hero-Image.jpg?impolicy=fcrop&w=900&h=225&q=mediumHigh)
Exclusive Flag Hill Winery Vacation Deals
Flag Hill Winery vacation package deals
Price found within the past 48 hours. Click for updated prices.
![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a11af363_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Encore Boston Harbor
Save 100% on your flight
per person
Aug. 13 - Aug. 16
found 8 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/a914384a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Boston Harbor Hotel
North End
Save 100% on your flight
per person
Jul. 16 - Jul. 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/46364b7c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Raffles Boston
Back Bay
Save 100% on your flight
per person
Aug. 26 - Aug. 29
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Copley Square and Boston Common are located nearby.
![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/33489012_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Whitney Hotel
Beacon Hill
Save 100% on your flight
per person
Aug. 20 - Aug. 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
![Mandarin Oriental, Boston](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/eb92b9df_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Mandarin Oriental, Boston
Back Bay
Save 100% on your flight
per person
Aug. 26 - Aug. 29
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
![Fairmont Copley Plaza, Boston](https://images.trvl-media.com/lodging/1000000/30000/26000/25981/632855d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Fairmont Copley Plaza, Boston
Back Bay
Save 100% on your flight
per person
Aug. 20 - Aug. 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this eco-certified hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Frequently asked questions
Top Flag Hill Winery hotel deals
![Hampton Inn & Suites Exeter](https://images.trvl-media.com/lodging/4000000/3820000/3814100/3814061/fea2754e_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hampton Inn & Suites Exeter
59 Portsmouth Ave, Exeter, NH
Free cancellation
Reserve now, pay when you stay
The price is CA $220 per night
CA $220
per night
Jul. 1 - Jul. 2
Stay at this hotel in Exeter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions American Independence Museum and Exeter Historical Society are located nearby.
Pool
Breakfast included
![Hampton Inn Portsmouth Central](https://images.trvl-media.com/lodging/1000000/60000/55600/55572/ca2d437d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hampton Inn Portsmouth Central
99 Durgin Ln, Portsmouth, NH
Free cancellation
Reserve now, pay when you stay
The price is CA $206 per night
CA $206
per night
Jun. 23 - Jun. 24
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Market Square and Water Country are located nearby.
Pool
Breakfast included
![Motel 6 Portsmouth, NH](https://images.trvl-media.com/lodging/1000000/1000000/996300/996239/d5838f58_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Motel 6 Portsmouth, NH
3 Gosling Rd, Portsmouth, NH
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
per night
Jun. 17 - Jun. 18
Stay at this motel in Portsmouth. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions Market Square and Kittery Premium Outlets are located nearby.
Pet-friendly
Parking included
Don't see what you're looking for?
See all available properties in Flag Hill Winery
View all propertiesLowest 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.