Cleveland Circle Vacations from $274
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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.
Holiday Inn Boston - Dedham Hotel & Conference Center by IHG
Save 100% on your flight
Price was $418, price is now $274 per person
$274
per person
Nov 10 - Nov 15
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
7.8/10 Good! (1,007 reviews)
Front desk staff especially nice
Reviewed on Oct 7, 2025
Raffles Boston
Back Bay
Save 100% on your flight
Price was $1,332, price is now $725 per person
$725
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.
Reviewed on Oct 7, 2025
Beacon Hill Hotel
Beacon Hill
Save 100% on your flight
Price was $1,373, price is now $809 per person
$809
per person
Dec 8 - Dec 13
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (246 reviews)
Lean room, nice staff but the elevator broke and it took a while to fix it
Reviewed on Oct 1, 2025
XV Beacon
Beacon Hill
Save 100% on your flight
Price was $1,768, price is now $1,150 per person
$1,150
per person
Dec 8 - Dec 13
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (377 reviews)
Great Staff, very nice room. Ideal location for exploring Boston history and access to the T
Reviewed on Sep 19, 2025
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
4.5/5(2,415 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.
Cleveland Circle Hotel Deals
The Boston Hotel
40 Mt Hood Road, Boston, MA
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $159 total per night from Nov 2 to Nov 3
$159 total
Nov 2 - Nov 3
Total with taxes and fees
7.4/10 Good! (739 reviews)
"It was easy to go in and out, it was kind of central. Is perfect for short stays. Front desk staff is really nice. Breakfast guys was very good at keeping things in order, he can probably improve by saying good morning to guess. Other than that was great"
Reviewed on Sep 29, 2025
citizenM Boston North Station
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $302 total per night from Oct 19 to Oct 20
$302 total
Oct 19 - Oct 20
Total with taxes and fees
9.2/10 Wonderful! (3,858 reviews)
"Hotel was amazing"
Reviewed on Oct 2, 2025
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $319 total per night from Oct 30 to Oct 31
$319 total
Oct 30 - Oct 31
Total with taxes and fees
9/10 Wonderful! (4,093 reviews)
"Everything was immaculate"
Reviewed on Oct 4, 2025
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.
Harvard University
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
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.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$79
per adult
90% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
$49
per adult
100% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Boston Hotels
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- Boston Vacations
- Boston Museum of Fine Arts
- St. Elizabeth's Medical Center
- Alumni Stadium
- Boston College
- Frederick Law Olmsted National Historic Site
- Great Scott
- Brookline Farmers Market
- Chestnut Hill Vacations
- Brighton Music Hall
- Isabella Stewart Gardner Museum
- Coolidge Corner Theatre
- Brookline Vacations
- Visit Chestnut Hill
- Paradise Rock Club
- Agganis Arena
- Car rentals near Boston
- Car rental Boston Airport (BOS)
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- Hertz Rental Cars in Chestnut Hill
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- Hertz Rental Cars in Brookline
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.