Cleveland Circle Vacations from $231
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Your Cleveland Circle Vacation
Cleveland Circle is calling! Whatever type of break you're planning, you can see and experience the best of this neighborhood with a Cleveland Circle vacation package. When it's time to take in the sights, you'll find a lot of big-name attractions nearby including Boston College, Agganis Arena and Paradise Rock Club. Visit one, two or more during your trip to Cleveland Circle. Don't just dream it — do it! Secure your perfect Cleveland Circle vacation with Expedia and travel your way.
The Latest Cleveland Circle Vacation Packages
Price found within the past 48 hours. Click for updated prices.
D. Hotel Suites & Spa
Save 100% on your flight
Price was $404, price is now $231 per person
$231
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,242 reviews)
Nice room with separate living room. We enjoyed the gym, pool and hot tub. We stayed on second floor and there is only one elevator, so you have to wait sometime. I wish there is stairs to walk down.
Reviewed on Jan 6, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,474, price is now $823 per person
$823
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (247 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.
Reviewed on Oct 21, 2025
The Revolution Hotel
South End
Save 100% on your flight
Price was $603, price is now $348 per person
$348
per person
Feb 13 - Feb 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (2,241 reviews)
Excellent value for the price. The lobby was well decorated. Would love to stay again.
Reviewed on Jan 7, 2026
Where to stay in Cleveland Circle
Find the best Cleveland Circle areas and neighborhoods for the activities you enjoy most. Learn more about Cleveland Circle
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.
Cleveland Circle Hotel Deals
Harborside Inn Of Boston
185 State St Boston MA
$119 nightly
The price is $139 total per night from Jan 11 to Jan 12
$139 total
Jan 11 - Jan 12
Total with taxes and fees
9.2/10 Wonderful! (6,121 reviews)
everything was great!
Reviewed on Jan 8, 2026
Hilton Boston Back Bay
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $167 total per night from Jan 18 to Jan 19
$167 total
Jan 18 - Jan 19
Total with taxes and fees
8.4/10 Very Good! (1,263 reviews)
Great breakfast, comfortable rooms.
Reviewed on Jan 7, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $223 total per night from Jan 25 to Jan 26
$223 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (4,390 reviews)
Spotless rooms
Reviewed on Jan 5, 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 Cleveland Circle
Fenway Park
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Boston Common
The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.
TD Garden
Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$79
per adult
92% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
$35
per adult
100% of travellers recommend
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- Boston Vacations
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- Paradise Rock Club
- Agganis Arena
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.