
Harbor View - Orient Heights Vacation Packages
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Top Holiday Package Deals in Harbor View - Orient Heights
Price found within the past 48 hours. Click for updated prices.

Chateau Merrimack Resort & Spa
Price was CA $1,181, price is now CA $821 per person
CA $821
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8/10 Very Good! (552 reviews)
Property was clean and the employees were always nice and helpful
Reviewed on Sep. 5, 2025


Staypineapple, A Delightful Hotel, South End
South End
Price was CA $2,073, price is now CA $1,372 per person
CA $1,372
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,003 reviews)
This property was in such a great area and walkable distance to many sights in Boston. I traveled for a birthday and they accommodated decorations free of charge. The staff were on site late into the night and available to help. Room was comfortable and the Trophy Room restaurant on the bottom floor was nice and LGBTQ+ friendly.
Reviewed on Sep. 5, 2025


Global Luxury Suites Downtown Boston
Chinatown
Price was CA $2,230, price is now CA $1,498 per person
CA $1,498
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (593 reviews)
Good location.
Think the following items should have been in the unit:
Tea towel, dish cloth, paper towels, sink stopper and 4 coffees (for 4 individuals).
Both shower stalls should include shelves for shampoo, soap etc.
FYI, the glass stove top has brown stains.
The concierges were very friendly and helpful.
Reviewed on Aug. 31, 2025
Where to stay in Harbor View - Orient Heights
Find the best Harbor View - Orient Heights areas and neighborhoods for the activities you enjoy most. Learn more about Harbor View - Orient Heights

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.
Harbor View - Orient Heights Hotel Deals

Hilton Garden Inn Boston Logan Airport
100 Boardman St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $257 per night from Sep 14 to Sep 15
CA $257
CA $300 total
Sep 14 - Sep 15
includes taxes & fees

Seaport Hotel Boston
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $368 per night from Sep 11 to Sep 12
CA $368
CA $435 total
Sep 11 - Sep 12
includes taxes & fees

Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $381 per night from Sep 21 to Sep 22
CA $381
CA $500 total
Sep 21 - Sep 22
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.
Frequently asked questions
Discover the most popular places to visit in Harbor View - Orient Heights

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.

Boston Common
4.5/5(518 reviews)
The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.
Things to do

Boston CityPASS®: Admission to Top 4 Attractions
CA $109
per adult
90% of travellers recommend

View Boston Observation Deck Admission Tickets
CA $47
per adult
84% 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.