Cleveland Circle Vacations from $500
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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 $820, price is now $500 per person
$500
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.4/10 Exceptional! (2,242 reviews)
There were many good things about the stay however; our room was super close to the interstate and the traffic and trucks starting rolling by at 5:30 am. I searched for earplugs and it was not conducive to easy sleep. I would not stay again unless the room was far away from the highway. Be forewarned.
The people were super nice and the room was fine. Not great sleep was not!
Reviewed on Feb 27, 2026
Hilton Boston Park Plaza
Bay Village
Save 100% on your flight
Price was $1,309, price is now $891 per person
$891
per person
May 24 - May 30
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (3,135 reviews)
Very friendly and helpful staff. Terrific location. Clean and comfortable rooms. Highly recommend!
Reviewed on Mar 1, 2026
The Colonnade Hotel Back Bay
Back Bay
Save 100% on your flight
Price was $908, price is now $640 per person
$640
per person
May 15 - May 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
We stay at the Colonnade fairly regularly because of its convenient location and easy parking. This time we were stuck there because of a blizzard, so we spent more time actually hanging around the hotel. The lobby is really comfortable and cozy with a gas fire and a front wall of glass. The room was also very comfortable, including beds, pillows, bathrobes. We ate breakfast twice at the hotel restaurant and the staff were warm and friendly.
Reviewed on Feb 25, 2026
Found Hotel Boston Common
Bay Village
Save 100% on your flight
Price was $1,274, price is now $923 per person
$923
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.2/10 Very Good! (1,253 reviews)
Great location by Boston common garden. Loved it.
Reviewed on Feb 28, 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
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
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $182 total per night from Mar 8 to Mar 9
$182 total
Mar 8 - Mar 9
Total with taxes and fees
9.6/10 Exceptional! (4,022 reviews)
I love this hotel. The staff is exceptional. They are friendly, professional and very attentive. The food was amazing and my room was clean, quiet and I had a great view. I will definitely stay there again.
Reviewed on Mar 1, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $214 total per night from Mar 8 to Mar 9
$214 total
Mar 8 - Mar 9
Total with taxes and fees
9.2/10 Wonderful! (4,474 reviews)
Absolute perfection
Reviewed on Feb 28, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $198 total per night from Mar 22 to Mar 23
$198 total
Mar 22 - Mar 23
Total with taxes and fees
8.4/10 Very Good! (3,106 reviews)
Very friendly and helpful staff. Terrific location. Clean and comfortable rooms. Highly recommend!
Reviewed on Mar 1, 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.
Gillette Stadium
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.
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
Harvard University Campus Guided Walking Tour
$23
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
$79
per adult
92% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
$45
per adult
100% of travellers recommend
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- Boston Vacations
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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.