Cleveland Circle Vacations from $363
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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.
The Cove At Yarmouth
Save 100% on your flight
Price was $587, price is now $363 per person
$363
per person
Feb 19 - Feb 23
found 16 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The unit on or suite units are on second floor with no elevator. In addition, the bedroom is on another level.
For those with physical issues only.insist on first floor
I found 1st floor bath dirty.
This is a time share rental which suits families with young kids.
Reviewed on Oct 6, 2025
DoubleTree by Hilton Manchester Downtown
Downtown Manchester
Save 100% on your flight
Price was $545, price is now $364 per person
$364
per person
Jan 26 - Jan 31
found 22 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
9/10 Wonderful! (1,061 reviews)
Rooms clean, staff nice, good location
Reviewed on Dec 14, 2025
The Club at New Seabury
New Seabury
Save 100% on your flight
Price was $683, price is now $482 per person
$482
per person
Feb 19 - Feb 23
found 16 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
9/10 Wonderful! (337 reviews)
Stayed in one of the cottages. It was so cute. Had everything you needed. Only stood overnight wished we had more time.
Reviewed on Sep 22, 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
$99 nightly
The price is $116 total per night from Dec 18 to Dec 19
$116 total
Dec 18 - Dec 19
Total with taxes and fees
7.4/10 Good! (827 reviews)
Bien
Reviewed on Dec 13, 2025
Harborside Inn Of Boston
185 State St Boston MA
$119 nightly
The price is $139 total per night from Dec 23 to Dec 24
$139 total
Dec 23 - Dec 24
Total with taxes and fees
9.2/10 Wonderful! (6,050 reviews)
Great location
Reviewed on Dec 13, 2025
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $215 total per night from Dec 22 to Dec 23
$215 total
Dec 22 - Dec 23
Total with taxes and fees
9/10 Wonderful! (4,300 reviews)
Smooth check in
Reviewed on Dec 15, 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
4.5/5(2,499 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Boston Common
4.5/5(4,786 reviews)
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.
Harvard University
4.5/5(1,966 reviews)
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
$79
per adult
92% of travellers recommend
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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.