Rollinsford Vacations

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Rollinsford Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Anchorage Inn & Suites - Portsmouth

Anchorage Inn & Suites - Portsmouth

$535
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
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 reviews. Popular attractions Market Square and Water Country are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$1,997
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Book a stay at this 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.
Wow. Just wow. What a stay. Fantastic hotel well looked after. Amazing staff so friendly and welcoming. Great location. A fabulous stay couldn’t recommend more.

Reviewed on Sep 2, 2026

The Boxboro Regency

The Boxboro Regency

Save 100% on your flight
$555
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Book a stay at this business-friendly hotel in Boxborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Harvard Town Beach and Thurston's Beach are located nearby.
Ashworth by the Sea

Ashworth by the Sea

Hampton Beach
Save 100% on your flight
$722
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hampton Beach and Hampton Beach Casino are located nearby.
Iris Hotel Boston

Iris Hotel Boston

Coolidge Corner
Save 100% on your flight
$1,300
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Book a stay at this business-friendly hotel in Brookline. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Fenway Park and Harvard Square are located nearby.
We loved The Iris! Beautifully appointed, very kind staff, excellent location. We walked to Fenway, and it was awesome. The bar was not during our stay, and the restaurant was very slow, but we would stay again for sure!

Reviewed on Sep 3, 2026

enVision Hotel & Conference Center Mansfield-Foxboro

enVision Hotel & Conference Center Mansfield-Foxboro

$619
per person
Oct 22 - Oct 26
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Book a stay at this business-friendly hotel in Mansfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gillette Stadium and Xfinity Center are located nearby.
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Top Hotel Deals

Ocean Sands at York Beach

Ocean Sands at York Beach

277 Long Beach Avenue York Beach ME
18.22 km from city center
Book a stay at this beach motel in York Beach. Enjoy an outdoor pool, parking (surcharge), and a garden. Our guests praise the pool and the helpful staff in ...
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

17 Post Road Ogunquit ME
18.51 km from city center
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Anchorage Inn and Resort

Anchorage Inn and Resort

265 Long Beach Avenue York Beach ME
18.2 km from city center
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Lamie's Inn and The Old Salt Restaurant

Lamie's Inn and The Old Salt Restaurant

490 Lafayette Rd Hampton NH
32.66 km from city center
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 Portsmouth Central

Hampton Inn Portsmouth Central

131 DOW AVENUE Portsmouth NH
16.6 km from city center
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 helpful ...
Ogunquit - The Milestone

Ogunquit - The Milestone

687 Main Street Ogunquit ME
18.35 km from city center
Book a stay at this business-friendly motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in ...
Hampton Inn & Suites Portsmouth Downtown

Hampton Inn & Suites Portsmouth Downtown

23 Portwalk Pl Portsmouth NH
18.27 km from city center
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 ...
Hilton Garden Inn Portsmouth Downtown

Hilton Garden Inn Portsmouth Downtown

100 High St Portsmouth NH
18.26 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
The Meadowmere Resort

The Meadowmere Resort

74 Main Street Ogunquit ME
17.7 km from city center
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
Ogunquit Tides Resort

Ogunquit Tides Resort

548 Main Street (U.S. Route 1) Ogunquit ME
18.13 km from city center
Book a stay at this beach motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. ...
Hampton Village Inn

Hampton Village Inn

660 Lafayette Road Hampton NH
32.26 km from city center
Stay at this hotel in Hampton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Anchor Inn and Cottages Wells-Ogunquit

Anchor Inn and Cottages Wells-Ogunquit

424 Post Rd Wells ME
19.09 km from city center
Stay at this motel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Ocean Surf at York Beach

Ocean Surf at York Beach

780 York Street (Rte 1A) York Beach ME
18.47 km from city center
Book a stay at this beach motel in York Beach. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the pool and the helpful staff ...
Stage Run By The Sea

Stage Run By The Sea

2 Kingfield Avenue at U.S Route One Ogunquit ME
18.1 km from city center
Stay at this motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ogunquit ...
The Majestic Regency Resort

The Majestic Regency Resort

102 Post Road Wells ME
18.4 km from city center
Stay at this hotel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Ogunquit ...
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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.