Orient Heights Vacations from $531
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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.
By the Sea Guests Bed & Breakfast & Suites
Save 100% on your flight
Price was $861, price is now $531 per person
$531
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (188 reviews)
It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year
Reviewed on Jun 18, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,270, price is now $744 per person
$744
per person
Aug 23 - Aug 27
found 8 hours ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
9.6/10 Exceptional! (256 reviews)
Splendid bed and breakfast
Reviewed on Apr 29, 2026
Sea Crest Beach Resort
Save 100% on your flight
Price was $1,130, price is now $676 per person
$676
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Boston (BOS)
7.8/10 Good! (301 reviews)
We recently stayed at the Sea Crest in Falmouth and overall had a nice experience. The biggest downside was check-in. Our room wasn't ready until much later than expected, and we didn't receive a text that it was available until 6:15 PM. Many guests appeared frustrated, and the staff seemed stressed as they handled numerous complaints about the delayed check-in process.
That said, we were able to use the pools and other amenities while we waited, which helped make the delay more manageable. Our room was clean, a good size, and had very comfortable bedding. The indoor and outdoor pools were well maintained, and we especially enjoyed the heated outdoor pool. We also had a great time listening to a live band on the outdoor deck.
The private beach was clean and had plenty of loungers available for guests. Food and drink prices at the bar and restaurant were a bit inflated, but it was very convenient to have everything right on-site.
Despite the check-in issues, the amenities, beach, pools, and comfortable accommodations made for an enjoyable stay.
Reviewed on Jun 22, 2026
Beachside Village Resort
Save 100% on your flight
Price was $1,019, price is now $632 per person
$632
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Boston (BOS)
9.4/10 Exceptional! (111 reviews)
This property was extraordinary. My late check-in was seamless, and my room was spacious and extremely comfortable. The staff (my apologies, I forgot the front desk staff's names) were friendly, helpful, and professional. I had one minor maintenance issue that Joe resolved promptly and courteously. My room was directly across from the water, so I had a great view from my room and balcony. Having a kitchen made me feel right at home. My local friends, etc., were extremely impressed by the property layout, location, and price. Downtown was within walking distance (about a mile), and the beach was nearby. I will definitely plan a return visit here, but it would be hard to top my last stay.
Reviewed on Jun 5, 2026
Eurostars The Boxer
West End
Save 100% on your flight
Price was $2,032, price is now $1,299 per person
$1,299
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
Very nice hotel. Clean, functional and a great place for a romantic trip. Would absolutely stay there again.
Reviewed on Jun 19, 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
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $167 total per night from Jul 5 to Jul 6
$167 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (2,696 reviews)
"Great experience here, parking can add up, but with the discount the hotel gets you its much cheaper than it would be. Great walking distance from a variety of things to do."
Reviewed on Jun 23, 2026
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
$177 nightly
The price is $205 total per night from Jul 19 to Jul 20
$205 total
Jul 19 - Jul 20
Total with taxes and fees
9/10 Wonderful! (2,384 reviews)
"Hotel was perfect"
Reviewed on Jun 23, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$242 nightly
The price is $282 total per night from Jul 5 to Jul 6
$282 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (4,728 reviews)
"Great hotel close to public transportation."
Reviewed on Jun 22, 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.
Discover the most popular places to visit in Orient Heights
Fenway Park
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Gillette Stadium
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.
Harvard University
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
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
Harvard University Campus Guided Walking Tour
$23
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.