Orient Heights Vacations
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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.
- Cambridge Common House
Jun 22 - Jun 27Cambridge Common House + Flight
West Cambridge5 nights10/10 - Exceptional (5 reviews)"The property was beautiful, and everything had an amazing attention to detail. It really felt like a luxury B&B, and not a hotel. So close to everything at Harvard Square!"Reviewed May 18, 2026Roundtrip • Chicago (ORD) - Boston (BOS)ORD - BOS • Nonstop BOS - ORD • Nonstop$1,793$1,170found 20 hours agoper traveler - By the Sea Guests Bed & Breakfast & Suites
Aug 6 - Aug 11By the Sea Guests Bed & Breakfast & Suites + Flight
Dennis Port5 nights9.2/10 - Wonderful (185 reviews)"."Reviewed October 16, 2025Roundtrip • Dallas (DFW) - Nantucket (ACK)DFW - ACK • 1 stop ACK - DFW • 1 stop - Nantucket Inn
Aug 6 - Aug 11Nantucket Inn + Flight
Nantucket5 nights9.2/10 - Wonderful (687 reviews)"That staff is exceptional! We felt so welcomed and valued! It was the greatest vacation I have ever been on."Reviewed May 21, 2026Roundtrip • Dallas (DFW) - Nantucket (ACK)DFW - ACK • 1 stop ACK - DFW • 1 stop - Luxury 2BR near CambridgeJul 4 - Jul 20
Luxury 2BR near Cambridge + Flight
Prospect Hill16 nights8.0/10 - Very Good (1 review)"Great apartment but the building's main door was malfunctioning and we could only get in when a resident with a key entered/exited. Also the wifi didn't work. The provider sis not offer any support or compensation, otherwise this would have been a perfect stay."Reviewed March 27, 2026Roundtrip • Dallas (DFW) - Boston (BOS)DFW - BOS • Nonstop BOS - DFW • Nonstop - Chatham Tides
Aug 6 - Aug 11Chatham Tides + Flight
South Chatham5 nights9.4/10 - Exceptional (693 reviews)"The fridge was terribly rusted, and a basic amenity, a microwave - was not in the room."Reviewed May 11, 2026Roundtrip • Dallas (DFW) - Nantucket (ACK)DFW - ACK • 1 stop ACK - DFW • 1 stop
Where to stay in 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
"Lovely hotel. Great bed, room size and other amenities."
Reviewed on May 20, 2026
The Revolution Hotel
"Great location and easy check in."
Reviewed on May 20, 2026
Omni Boston Hotel at the Seaport
"Breakfast was nice its alacarte , pool very poor and no service on the pool , spa slots are very limited and they are off every Tuesday and Wednesday"
Reviewed on May 19, 2026
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.
Harvard University
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Gillette Stadium
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
Harvard University Campus Guided Walking Tour
