Eastern Massachusetts Holidays
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Top Flight + Hotel Deals in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
Staypineapple, A Delightful Hotel, South End
South End
Save 100% on your flight
Price was €1,566, price is now €1,043 per person
€1,043
per person
8 Oct - 12 Oct
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,001 reviews)
Fantastic spot for the price, it was super clean and cute! Only downside is no parking, but there was plenty of spots near it to park at. 10/10 experience and staff was super nice
Reviewed on 25 Aug 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was €2,796, price is now €1,501 per person
€1,501
per person
8 Oct - 12 Oct
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Highly recommend! Beautiful and amazing service! Felt like 4 seasons or ritz service!
Reviewed on 30 Aug 2025
Raffles Boston
Back Bay
Save 100% on your flight
Price was €2,449, price is now €1,462 per person
€1,462
per person
8 Oct - 12 Oct
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
I could not fault this hotel in any way. After long days out sightseeing and shopping it was great to get back and relax. This was our first time in Boston so we’re not sure which area was best to stay in. However the hotel’s location in Back Bay was excellent.
Reviewed on 28 Aug 2025
Hotel AKA Back Bay
Back Bay
Save 100% on your flight
Price was €1,617, price is now €1,071 per person
€1,071
per person
8 Oct - 12 Oct
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,116 reviews)
Unbeatable location in back bay with access to rest, shopping, and train (T) stops. Safe elevators and neighborhood and walkable throughout back bay and to downtown Boston. Facilities in such historical building were impeccable and the staff superb. In-house bar and eating facilities were a plus. Wish bathroom was more updated and that at least a luggage rack be available.
Reviewed on 29 Aug 2025
Where to stay in Eastern Massachusetts
Find the best Eastern Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Massachusetts
Downtown Boston
4.5/5(94 area reviews)
The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.
Top hotels in Eastern Massachusetts
Seaport Hotel Boston
1 Seaport Lane, Boston, MA
The price is €157 per night from 1 Sept to 2 Sept
€157
1 Sept - 2 Sept
includes taxes & fees
9.6/10 Exceptional! (3,284 reviews)
"Nice hotel in great location"
Reviewed on 27 Aug 2025
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is €228 per night from 1 Sept to 2 Sept
€228
1 Sept - 2 Sept
includes taxes & fees
citizenM Boston North Station
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is €183 per night from 1 Sept to 2 Sept
€183
1 Sept - 2 Sept
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.
Popular places to visit
Fenway Park
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
New England Aquarium
From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.
What to do in Eastern Massachusetts
Massachusetts Highlights: Freedom Trail, Salem & More Tour
€43
per adult
Cape Ann Harbor: Self-Guided Driving Audio Tour
€15
per traveller
100% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
€15
per traveller
80% of travellers recommend
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