
Rollinsford Vacations from ₩1,034,952
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The Latest Rollinsford Vacation Packages
Price found within the past 48 hours. Click for updated prices.

enVision Hotel Boston Everett
Price was ₩1,366,132, price is now ₩1,034,952 per person
₩1,034,952
per person
May 22 - May 25
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
8.6/10 Excellent! (1,009 reviews)
Staff was super friendly and courteous, place was spotless and a very fair price
Reviewed on Apr 9, 2026

Boston Harbor Hotel
North End
Save 100% on your flight
Price was ₩3,232,290, price is now ₩2,035,778 per person
₩2,035,778
per person
May 22 - May 25
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Fantastic hotel with beautiful waterfront rooms. Attention to details in the room were excellent. This is a true 5 star hotel.
Reviewed on Apr 10, 2026

Eurostars The Boxer
West End
Save 100% on your flight
Price was ₩1,822,811, price is now ₩1,256,010 per person
₩1,256,010
per person
May 22 - May 25
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Staff was great room was cute!
Reviewed on Apr 10, 2026


Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Price was ₩1,554,038, price is now ₩1,188,262 per person
₩1,188,262
per person
May 22 - May 25
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9/10 Wonderful! (3,000 reviews)
Room is simple and clean for a short stay. Younhabe everything you need within walking distance of the hotel. Additionally, they have discounted overnight parking with a local facility.
Reviewed on Apr 8, 2026
Find the Best Rollinsford Vacation Packages
Rollinsford Hotel Deals

Anchorage Inn and Resort
265 Long Beach Avenue York Beach ME
The price is ₩146,004 per night from Apr 21 to Apr 22
₩146,004
₩159,144 total
Apr 21 - Apr 22
includes taxes & fees
9/10 Wonderful! (1,096 reviews)
Our room was clean and across from the ocean. Great stay
Reviewed on Apr 5, 2026

Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is ₩202,164 per night from Apr 26 to Apr 27
₩202,164
₩219,348 total
Apr 26 - Apr 27
includes taxes & fees
9.6/10 Exceptional! (1,116 reviews)
Staff was extremely friendly and helpful! Valet parking was fantastic! Close proximity to all things Portsmouth!
Reviewed on Apr 9, 2026

Hilton Garden Inn Portsmouth Downtown
100 High St Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is ₩176,267 per night from Apr 17 to Apr 18
₩176,267
₩191,250 total
Apr 17 - Apr 18
includes taxes & fees
8.6/10 Excellent! (299 reviews)
Clean rooms, breakfast is not included. No traditional warm cookies, parking is atrocious. Plan to pay $40+ for parking for the weekend. Close to downtown night life
Reviewed on Apr 9, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
