Rollinsford Vacations
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Rollinsford Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hilton Boston/Woburn
Save 100% on your flight
Price was $733, price is now $491 per person
$491
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star business-friendly hotel in Woburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attraction Burlington Mall is located nearby.
The Newbury Boston
Back Bay
Price was $2,697, price is now $1,438 per person
$1,438
per person
Nov 5 - Nov 11
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Allston
Save 100% on your flight
Price was $1,210, price is now $698 per person
$698
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
The Ritz-Carlton, Boston
Downtown Boston
Save 100% on your flight
Price was $2,464, price is now $1,519 per person
$1,519
per person
Nov 5 - Nov 11
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a health club. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Pennyweight Hotel Boston, Curio Collection by Hilton
West End
Save 100% on your flight
Price was $1,453, price is now $978 per person
$978
per person
Nov 5 - Nov 11
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
Maverick Suites at 402 Columbus Ave
South End
Save 100% on your flight
Price was $1,109, price is now $755 per person
$755
per person
Nov 5 - Nov 11
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this aparthotel in Boston. Enjoy free WiFi, laundry facilities, and satellite TV channels. Popular attractions Copley Square and Boston Common are located nearby.
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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 ...
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 ...
Cliff House Maine
591 Shore Road, Cape Neddick, ME
19.72 km from city center
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the ...
Anchorage Inn and Resort
265 Long Beach Avenue, York Beach, ME
18.2 km from city center
Stay at this 3-star 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. ...
Hilton Garden Inn Portsmouth Downtown
100 High St, Portsmouth, NH
18.26 km from city center
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl, Portsmouth, NH
18.27 km from city center
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Sea Latch Inn
277 Long Beach Avenue, Rte. 1A, York Beach, ME
18.22 km from city center
Book a stay at this beach motel in York Beach. Enjoy free parking, an outdoor pool, and a garden. Our guests praise the pool and the helpful staff in our reviews. ...
Port Inn and Suites Portsmouth, an Ascend Collection Hotel
505 US Highway 1 Bypass, Portsmouth, NH
18.82 km from city center
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
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. ...
Coachman Inn
380 US Route 1, Kittery, ME
15.25 km from city center
Book a stay at this business-friendly hotel in Kittery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Meadowmere Resort
74 Main Street, Ogunquit, ME
17.7 km from city center
Book a stay at this spa hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
Port Inn & Suites Kennebunk, an Ascend Collection Hotel
55 York St, Kennebunk, ME
27.14 km from city center
Stay at this motel in Kennebunk. Enjoy free breakfast, an outdoor pool, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Howard Johnson by Wyndham Portsmouth
383 Woodbury Ave, Portsmouth, NH
18.24 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 helpful staff and the clean ...
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.