Orient Heights Vacations from $1,013
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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.
Good Hotels Boston
South End
Save 100% on your flight
Price was $1,755, price is now $1,013 per person
$1,013
per person
Sep 25 - Sep 28
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 $2,321, price is now $1,308 per person
$1,308
per person
Sep 3 - Sep 10
found 22 hours 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 Coach House
Save 100% on your flight
Price was $1,891, price is now $1,178 per person
$1,178
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (182 reviews)
This experience was amazing! We loved every detail. It was so trendy and dapper yet held the boldness with such grace. It was lovely. The room had everything to make your stay comfortable. There was coffee and teas and fresh water. We found this refreshing on the hot summer day that we were there. The beds were so nice. The snacks and robes were a great touch.
We loved reading about the history and just adored everything.
Reviewed on Jul 11, 2026
Furnished Apartment Near Longwood
North Brookline
Save 100% on your flight
Price was $2,222, price is now $1,417 per person
$1,417
per person
Sep 3 - Sep 10
found 22 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
7.4/10 Good! (3 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells.
Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.
Reviewed on Jul 6, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,604, price is now $1,040 per person
$1,040
per person
Sep 15 - Sep 19
just found
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (258 reviews)
This Inn is a beautiful old building with a long history. It is located within easy walking distance of downtown Lexington with all its history. The Inn had wonderful rooms, a great staff and a top rate restaurant all in one place. Highly recommend!
Reviewed on Jul 13, 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
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
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! (4,582 reviews)
"Excellent location, staff was very helpful"
Reviewed on Jul 13, 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! (2,741 reviews)
"It was a nice place to stay in the lofts with a private entrance away from the activity and nice large bathroom in comfortably sized room with lots of practical storage space. The room also has good air quality control"
Reviewed on Jul 13, 2026
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $181 total per night from Aug 9 to Aug 10
$181 total
Aug 9 - Aug 10
Total with taxes and fees
9/10 Wonderful! (2,454 reviews)
"The river view from the hotel was great. The hotel is next to MIT, a very nice area. The staff was friendly and helpful. My room was not river view and seemed to be next to or above a mechanical room. Nothing that kept me awake but not as quiet as expected. The food was good, many of us sat in the ..."
Reviewed on Jul 13, 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 Haunted Tour : Ghosts & Gravestones
$47
per adult
80% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Boston Summer Nights Tour and River Cruise
$50
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.