Orient Heights Vacations from $378
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Your Orient Heights Vacation
Take all the hassle out of organizing your next break by booking an Orient Heights vacation package. Soak in the sights and sounds of this wonderful neighborhood and enjoy all it has to offer. When it's time to head out and explore, you'll find a lot of popular attractions nearby including USS Constitution Museum, New England Aquarium and Paul Revere House. Visit one, two or all during your trip to Orient Heights. Don't just think about it — make it happen! Reserve your ultimate Orient Heights vacation with Expedia and experience travel your way.
The Latest Orient Heights Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College
Save 100% on your flight
Price was $585, price is now $378 per person
$378
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (1,169 reviews)
The location was off the beaten path and so nice. A beautiful fountain, tennis courts, and a quick connection to a private beach.
Reviewed on Jul 5, 2026
Good Hotels Boston
South End
Save 100% on your flight
Price was $859, price is now $534 per person
$534
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
Boston Lodge and Suites
Dorchester
Save 100% on your flight
Price was $1,429, price is now $899 per person
$899
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
The Atlas Hotel
Allston
Save 100% on your flight
Price was $742, price is now $469 per person
$469
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.4/10 Exceptional! (158 reviews)
The hotel and staff was a very nice place to stay.
Expedia needs to let people know that there is an everyday “service fee” per night when staying in Boston. This equates to a local tax of $35.00 per night. That should be included in the online price to make travelers informed of extra expenditures.
Reviewed on Jul 5, 2026
Where to stay in Orient Heights
Find the best Orient Heights areas and neighborhoods for the activities you enjoy most. Learn more about Orient Heights
Downtown Boston
4.5/5(2,438 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.
Orient Heights Hotel Deals
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
$168 nightly
The price is $195 total per night from Jul 26 to Jul 27
$195 total
Jul 26 - Jul 27
Total with taxes and fees
9/10 Wonderful! (2,414 reviews)
"Everyone was amazing I wish I could remember the young lady that helped me from the front desk ! She was amazing"
Reviewed on Jul 6, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $254 total per night from Jul 26 to Jul 27
$254 total
Jul 26 - Jul 27
Total with taxes and fees
9.6/10 Exceptional! (4,524 reviews)
"Great hotel!"
Reviewed on Jul 6, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $177 total per night from Aug 2 to Aug 3
$177 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (2,715 reviews)
"We stayed in Boston for one night and it was hard to find somewhere cost effective. Therefore, we opted for this hotel on a whim, never using a shared bathroom before so we were a bit apprehensive. We were so pleasantly surprised at the room, it was very well thought out on the design and layout. ..."
Reviewed on Jul 5, 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.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
$45
per adult
98% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$47
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.