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Top Eastern Massachusetts Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Encore Boston Harbor
Save 100% on your flight
per person
Aug. 22 - Aug. 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (2,304 reviews)
Loved the modern, clean, smoke free environment. Excellent gym, slightly disappointed that there is no pool.
Reviewed on Jun. 16, 2024
Beacon Hill Hotel
Beacon Hill
Save 100% on your flight
per person
Aug. 21 - Aug. 28
found 14 hours ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9/10 Wonderful! (155 reviews)
I loved the small, boutique size of the hotel. The staff were amazing, especially Austin Griffith. He was a huge help with making all my plans and his recommendations were spot on.
Reviewed on Jun. 14, 2024
Mandarin Oriental, Boston
Back Bay
Save 100% on your flight
per person
Aug. 26 - Aug. 29
found 2 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.4/10 Exceptional! (275 reviews)
EVERYTHING is thought out. Service is “old world”. Attention to details is magnificent. What’s there not to like.
Reviewed on Jun. 9, 2024
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(193 area reviews)
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.
Eastern Massachusetts Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $283 per night from Jul. 3 to Jul. 4
CA $283
CA $377 total
includes taxes & fees
Jul 3 - Jul 4
9/10 Wonderful! (2,066 reviews)
"Loved this hotel! Staff were awesome! So many staff. Also used spa and ate at the Sporting Club (which was also great except for the runner who slammed our food down in the wrong places without a care). Looking forward to trying more Omni hotels in the future."
Reviewed on Jun. 16, 2024
Omni Parker House
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $250 per night from Jul. 4 to Jul. 5
CA $250
CA $339 total
includes taxes & fees
Jul 4 - Jul 5
8.8/10 Excellent! (2,706 reviews)
Boston!
"This historic hotel was a perfect place to stay in Boston!"
Reviewed on Jun. 17, 2024
The Revolution Hotel
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Jul. 1 to Jul. 2
CA $220
CA $257 total
includes taxes & fees
Jul 1 - Jul 2
8.6/10 Excellent! (1,568 reviews)
A great hotel experience at a fair price.
"I enjoyed my stay at the Revolution Hotel very much. It's located in a nice part of Boston where you can easily access public transportation or walk."
Reviewed on Jun. 17, 2024
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.
Frequently asked questions
Discover the most popular places to visit in Eastern Massachusetts
Fenway Park
4.5/5(305 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
4.5/5(279 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Gillette Stadium
4.5/5(27 reviews)
Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's acclaimed theater scene and great live music.
What to do in Eastern Massachusetts
Cape Ann Harbor Tour: Self-Guided Drive
CA $20
Per adult
100% of travellers recommend
Full-Day Private Guided Tour of Hammond Castle and Boston
CA $1,029
Per adult
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
CA $23
Per adult
80% of travellers recommend
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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.