Cleveland Circle Vacations from $356
Book a Hotel + Flight or Car together to unlock savings
Photo by Melody Jeng
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 $610, price is now $356 per person
$356
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (2,242 reviews)
Check in was easy, room was amazing, second time here, looking forward to the next time!
Reviewed on Jan 22, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,588, price is now $1,027 per person
$1,027
per person
Mar 10 - Mar 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026
Eurostars The Boxer
West End
Save 100% on your flight
Price was $823, price is now $544 per person
$544
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
I didn’t like that I was surprised with “hospitality fee” for almost $70 upon arrival. Had I known that I would’ve stayed somewhere else. That’s why I paid in advance on Expedia.
Reviewed on Jan 23, 2026
Revere Hotel Boston Common
Bay Village
Save 100% on your flight
Price was $837, price is now $556 per person
$556
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (1,891 reviews)
Room was clean. Staff super friendly. Conveniently located close to restaurants. Great food and atmosphere also at their own restaurant! Will definitely be staying here again
Reviewed on Jan 25, 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
$175 nightly
The price is $202 total per night from Jan 31 to Feb 1
$202 total
Jan 31 - Feb 1
Total with taxes and fees
9.6/10 Exceptional! (3,935 reviews)
Room was spotless. Staff was accommodating and friendly. Only complaint is towels were too rough and stiff. Need a little bit softener. Otherwise, happy with my stay and will book there again in the future.
Reviewed on Jan 22, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $145 total per night from Feb 22 to Feb 23
$145 total
Feb 22 - Feb 23
Total with taxes and fees
8.2/10 Very Good! (3,109 reviews)
Clean and amenities were great
Reviewed on Jan 21, 2026
Harborside Inn Of Boston
185 State St Boston MA
$119 nightly
The price is $139 total per night from Jan 27 to Jan 28
$139 total
Jan 27 - Jan 28
Total with taxes and fees
9.2/10 Wonderful! (6,166 reviews)
lovely staff, clean rooms, what more do you need
Reviewed on Jan 21, 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
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.
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.
TD Garden
4.5/5(1,780 reviews)
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
Explore a world of travel with Expedia
- Boston Hotels
- Hotels near Fenway Park
- Hotels near Boston College
- Hotels near Cleveland Circle Station
- Hotels near Downtown Boston
- Hotels near Reservoir Station
- Hotels near Chestnut Hill Av. Station
- Hotels near Commonwealth
- Hotels near Chestnut Hill Reservoir
- Cheap Hotels in Boston
- Hotels near Sutherland Rd. Station
- Town Houses in Sutherland Rd. Station
- Hotels near South St. Station
- Hotels near Dean Rd. Station
- Hotels near Beaconsfield Station
- Hotels near Washington St. Station
- Hotels near Brighton
- Hotels near St. Elizabeth's Medical Center
- Hotels near Aspinwall Hill
- Cheap Hotels in Brighton
- Hotels near Boston College Station
- Hotels near Alumni Stadium
- B&B in Boston College Station
- Hotels near Corey Hill
- Hotels near Logan Intl.
- Hotels near Warren St. Station
- Hotels near Chestnut Hill Station
- B&B in Chestnut Hill Station
- Brookline Hotels
- Houseboats in Fairbanks St. Station
- Apartments in Allston St. Station
- B&B in Allston St. Station
- Hotels near Allston St. Station
- Cambridge Hotels
- Hotels near McMullen Museum
- Hotels near Brandon Hall Station
- Hotels near Griggs Park
- Hotels near Griggs St. Station
- Hotels near Woodland Heath
- Hotels near Frederick Law Olmsted National Historic Site
- Chestnut Hill Hotels
- Hotels near Brookline Hills Station
- Hotels near GASP
- Hotels near Oak Square
- Hotels near Harvard Av. Station
- Hotels near Great Scott
- Hotels near Brookline Farmers Market
- Luxury Hotels in Chestnut Hill
- B&B in Chestnut Hill
- Marriott Hotels & Resorts in Chestnut Hill
- 5 Star Hotels in Chestnut Hill
- Extended Stay America Hotels in Chestnut Hill
- Motels in Chestnut Hill
- Hostels in Chestnut Hill
- 4 Star Hotels in Chestnut Hill
- Resorts in Chestnut Hill
- Guest Houses in Chestnut Hill
- Hotels near Brighton Music Hall
- Hotels near Allston
- Cheap Hotels in Brookline
- Hotels near Coolidge Corner Theatre
- Cheap Hotels in Allston
- Hotels near Koreatown
- Hotels near Packard's Corner
- B&B in Brookline
- Boutique Hotels in Brookline
- 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)
- Car rentals near Chestnut Hill Reservoir
- Car rentals near St. Elizabeth's Medical Center
- Car rentals near Brighton
- Car rentals near Boston College
- Car rentals near Brookline
- Car rentals near Chestnut Hill
- Hertz Rental Cars in Chestnut Hill
- Enterprise Rental Cars in Chestnut Hill
- Enterprise Rental Cars in Brookline
- Car rentals near Coolidge Corner Theatre
- 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.