Vacations Close To Flag Hill Winery

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Flag Hill Winery Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
enVision Hotel Boston Everett

enVision Hotel Boston Everett

2 out of 5
Save 100% on your flight
Price was $943, price is now $708 per person
$708
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
The room was very cute. There was some hair around the room but other than that not bad for a 1 night stay. The staff was lovely.

Reviewed on Aug 9, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $3,116, price is now $2,089 per person
$2,089
per person
Sep 30 - Oct 4
found 23 hours ago
Roundtrip non-stop flight included
Lancaster (LNS) to Boston (BOS)

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $2,061, price is now $1,565 per person
$1,565
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Overall a great night

Reviewed on Aug 10, 2026

Hotel Commonwealth

Hotel Commonwealth

4.5 out of 5
Fenway–Kenmore
Price was $1,660, price is now $1,267 per person
$1,267
per person
Sep 30 - Oct 4
found 23 hours ago
Roundtrip non-stop flight included
Lancaster (LNS) to Boston (BOS)
From the friendliness of the staff to the room we stayed in, we had a wonderful experience. It was across the street of the venue we were going to see a concert at so a very convenient location too.

Reviewed on Aug 10, 2026

The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was $1,222, price is now $971 per person
$971
per person
Sep 30 - Oct 4
found 23 hours ago
Roundtrip non-stop flight included
Lancaster (LNS) to Boston (BOS)

Hotel AKA Boston Common

Hotel AKA Boston Common

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $3,452, price is now $2,758 per person
$2,758
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)

The Villages at Ocean Edge

The Villages at Ocean Edge

3.5 out of 5
Save 100% on your flight
Price was $2,136, price is now $1,716 per person
$1,716
per person
Sep 11 - Sep 19
found 20 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Boston (BOS)
N

Reviewed on Aug 10, 2026

New Bedford Harbor Hotel

New Bedford Harbor Hotel

3 out of 5
Price was $1,191, price is now $973 per person
$973
per person
Sep 11 - Sep 19
found 20 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Boston (BOS)

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Best Lodging Options Near Flag Hill Winery

Motel 6 Portsmouth, NH

Motel 6 Portsmouth, NH

2 out of 5
3 Gosling Rd Portsmouth NH
18.59 km from Flag Hill Winery
Stay at this motel in Portsmouth. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
SpringHill Suites by Marriott Hampton Portsmouth

SpringHill Suites by Marriott Hampton Portsmouth

2.5 out of 5
299 Exeter Road Hampton NH
19.78 km from Flag Hill Winery
Book a stay at this business-friendly hotel in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Port Inn and Suites Portsmouth, an Ascend Collection Hotel

Port Inn and Suites Portsmouth, an Ascend Collection Hotel

3 out of 5
505 US Highway 1 Bypass Portsmouth NH
20.32 km from Flag Hill Winery
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Anchorage Inns And Suites

Anchorage Inns And Suites

2.5 out of 5
417 Woodbury Ave Portsmouth NH
20.32 km from Flag Hill Winery
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Howard Johnson by Wyndham Portsmouth

Howard Johnson by Wyndham Portsmouth

2 out of 5
383 Woodbury Ave Portsmouth NH
20.34 km from Flag Hill Winery
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Portsmouth by IHG

Holiday Inn Portsmouth by IHG

3 out of 5
300 Woodbury Ave Portsmouth NH
20.4 km from Flag Hill Winery
Stay at this hotel in Portsmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Lamie's Inn and The Old Salt Restaurant

Lamie's Inn and The Old Salt Restaurant

3 out of 5
490 Lafayette Rd Hampton NH
21.99 km from Flag Hill Winery
Book a stay at this business-friendly inn in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the helpful staff ...
Hampton Inn & Suites Portsmouth Downtown

Hampton Inn & Suites Portsmouth Downtown

3 out of 5
23 Portwalk Pl Portsmouth NH
21.77 km from Flag Hill Winery
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
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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.