Oak Square Vacations
Book a Hotel + Flight together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to SARĀ 5,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Oak Square
Find the best Oak Square areas and neighborhoods for the activities you enjoy most. Learn more about Oak Square
Downtown Boston
Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.
Oak Square Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
The price is SARĀ 747 per night from Jul 26 to Jul 27
SARĀ 747
SARĀ 998 total
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (4,568 reviews)
"Loved the hotel. Lovely hotel on the seaport wharf. Plenty of restaurants in the area, helpful staff, clean and very nicely decorated. Very walkable city. Walked to Boston Tea party museum. and the freedom trail. Train station is close by. Cruise terminal close by. High end shopping close and all ..."
Reviewed on 17 July 2026
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
The price is SARĀ 605 per night from Aug 16 to Aug 17
SARĀ 605
SARĀ 813 total
16 Aug - 17 Aug
includes taxes & fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is SARĀ 538 per night from Aug 16 to Aug 17
SARĀ 538
SARĀ 627 total
16 Aug - 17 Aug
includes taxes & fees
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.