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.
- By the Sea Guests Bed & Breakfast & Suites
Aug 19 - Aug 23By the Sea Guests Bed & Breakfast & Suites + Flight
Dennis Port4 nights9.2/10 - Wonderful (186 reviews)"Staff was very nice and helpful."Reviewed May 28, 2026Roundtrip • Chicago (ORD) - Boston (BOS)ORD - BOS • Nonstop BOS - ORD • Nonstop - Boston Harbor Hotel
Aug 21 - Aug 26Boston Harbor Hotel + Flight
North End5 nights9.8/10 - Exceptional (1,000 reviews)"Wonderful classic harbor front hotel. Very nice front desk. Would stay again"Reviewed May 25, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • 1 stop BOS - ATL • 1 stop$2,967$1,461found 1 day agoper traveler - Chatham Tides
Jul 10 - Jul 16Chatham Tides + Flight
South Chatham6 nights9.4/10 - Exceptional (699 reviews)"Clean room, friendly staff. Their office has extra beach supplies which came in handy as well. Close to some family friendly beaches, but far enough away from the hustle and bustle of downtown. Would highly recommend! We have stayed here before and it's our favorite place in Chatham"Reviewed May 26, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • Nonstop BOS - ATL • Nonstop - Eurostars The Boxer
Aug 21 - Aug 26Eurostars The Boxer + Flight
West End5 nights8.8/10 - Excellent (1,502 reviews)"Hotel was clean and kept in excellent condition, with helpful and friendly staff. Perfect place to stay for a city break and couldn't recommend it enough."Reviewed May 28, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • 1 stop BOS - ATL • 1 stop - The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Jun 29 - Jul 7The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat + Flight
East Wareham7 nights10/10 - Exceptional (9 reviews)"I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended. Tim Lawler "Reviewed October 8, 2025Roundtrip • Los Angeles (LAX) - Vineyard Haven (MVY)LAX - MVY • 1 stop MVY - LAX • 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
"Clean room and the best hotel staff I have come across friendly and accommodating for little ones. Out little guy played "work" with a worker because she looked lonely by herself hm. From valet to the restaurant, all the employees are too of the line."
Reviewed on May 30, 2026
The Revolution Hotel
"Loved it so much I came back for a second stay"
Reviewed on May 30, 2026
Omni Boston Hotel at the Seaport
"The room was a little small and condensed without a separate bathroom area, but it was spectacular and the food amenities staff view were fantastic. Highly recommend and worth the price."
Reviewed on May 30, 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
