Orient Heights Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
- By the Sea Guests Bed & Breakfast & Suites
Jul 19 - Jul 25By the Sea Guests Bed & Breakfast & Suites + Flight
Dennis Port6 nights9.2/10 - Wonderful (185 reviews)"."Reviewed October 16, 2025Roundtrip • Chicago (MDW) - Boston (BOS)MDW - BOS • Nonstop BOS - ORD • Nonstop - The Inn at Hastings Park, Relais & Chateaux - Boston
Jul 14 - Jul 21The Inn at Hastings Park, Relais & Chateaux - Boston + Flight
Lexington7 nights9.6/10 - Exceptional (256 reviews)"Splendid bed and breakfast"Reviewed April 29, 2026Roundtrip • Rockford (RFD) - Boston (BOS)RFD - BOS • 1 stop BOS - RFD • 1 stop$2,417$1,290found 2 days agoper traveler - Boston Harbor Hotel
Jul 25 - Jul 30Boston Harbor Hotel + Flight
North End5 nights9.8/10 - Exceptional (1,004 reviews)"Wonderful classic harbor front hotel. Very nice front desk. Would stay again"Reviewed May 25, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • Nonstop BOS - ATL • Nonstop - Hotel Ivy Boston Common
Jun 25 - Jun 28Hotel Ivy Boston Common + Flight
Bay Village3 nights8.4/10 - Very Good (1,462 reviews)"For the money, can non go wrong with this choice"Reviewed May 23, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • Nonstop BOS - ATL • Nonstop - Chatham Tides
Jul 25 - Aug 1Chatham Tides + Flight
South Chatham7 nights9.4/10 - Exceptional (695 reviews)"Beautiful place with a great view and a very peaceful atmosphere. The hotel is old and rustic, but that’s also part of its charm. If you’re looking for an authentic seaside style experience, it’s warm and cozy and fits the vibe perfectly. However, the beach right in front of the hotel is probably the dirtiest in the area. There were many dead marine animal and seaweeds remains along the shore and which made it unpleasant to walk on or fully enjoy. For nicer beaches, expect about a 20-minute..."Reviewed May 21, 2026Roundtrip • Dallas (DAL) - Boston (BOS)DAL - BOS • 1 stop BOS - 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
"Great location for seeing the Freedom Trail sites of Boston. Wonderful views overlooking the harbor."
Reviewed on May 26, 2026
The Revolution Hotel
"Great location great price. Cozy an quirky. The bathroom down the hall was no trouble. Clean and with privacy."
Reviewed on May 26, 2026
Omni Boston Hotel at the Seaport
"Beautiful clean room"
Reviewed on May 26, 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.
Gillette Stadium
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.
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
Tour of Historic Fenway Park, America's Most Beloved Ballpark
