Cleveland Circle Vacations from $446
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.
The Godfrey Hotel Boston
Downtown Boston
Save 100% on your flight
Price was $634, price is now $446 per person
$446
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (4,672 reviews)
Clean room, very nice decoration, no many amenities but good restaurants around. Not very quiet place.
Reviewed on Jan 31, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,310, price is now $853 per person
$853
per person
Mar 6 - Mar 9
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
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $866, price is now $609 per person
$609
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Clean room that satisfied all needs. Great location in a quaint neighborhood
Reviewed on Jan 30, 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
$158 nightly
The price is $184 total per night from Feb 1 to Feb 2
$184 total
Feb 1 - Feb 2
Total with taxes and fees
9.6/10 Exceptional! (3,942 reviews)
Wonderful staff and great experience!
Reviewed on Jan 28, 2026
Harborside Inn Of Boston
185 State St Boston MA
$119 nightly
The price is $139 total per night from Feb 1 to Feb 2
$139 total
Feb 1 - Feb 2
Total with taxes and fees
9.2/10 Wonderful! (6,182 reviews)
Great location. Nice rooms easy checkin. Restaurant bar on site isnt so great. But many options near by.
Reviewed on Jan 28, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $153 total per night from Feb 15 to Feb 16
$153 total
Feb 15 - Feb 16
Total with taxes and fees
8.2/10 Very Good! (3,105 reviews)
Lobby and Bar area. Small but comfy room.
Reviewed on Jan 28, 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 Foxboro. 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
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.