Cleveland Circle Vacations from $516
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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.
Boston Lodge and Suites
Dorchester
Price was $1,565, price is now $768 per person
$768
per person
Dec 21 - Dec 26
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more.
We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of.
Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.
Reviewed on Oct 17, 2026
Battery Wharf Hotel, Boston Waterfront
North End
Price was $840, price is now $590 per person
$590
per person
Jan 6 - Jan 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (2,071 reviews)
Room was nice,spacious and clean. Good location for exploring and restaurants. Cafe nearby was good for a quick coffee and snack. Only thing I would suggest is having charging stations in the rooms. The woman at checkout was very friendly wish I caught her name to give a shout out!
Reviewed on Nov 4, 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
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 Rd Boston MA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $96 total per night from Dec 1 to Dec 2
$96 total
Dec 1 - Dec 2
Total with taxes and fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $193 total per night from Nov 22 to Nov 23
$193 total
Nov 22 - Nov 23
Total with taxes and fees
9.2/10 Wonderful! (4,984 reviews)
"Great stay!"
Reviewed on Nov 5, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $131 total per night from Nov 23 to Nov 24
$131 total
Nov 23 - Nov 24
Total with taxes and fees
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.
Stay near popular Cleveland Circle attractions
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$37
per adult
92% of travellers recommend
Museum of Ice Cream Boston Admission Ticket
$44
per adult
80% of travellers recommend
Explore a world of travel with Expedia
- Brighton Hotels
- Hotels in Brookline
- Houseboats in Brookline
- Aparthotels in Newton
- 5 Star Hotels in Brookline
- Hilton Hotels in Brighton
- Apartments in Brookline
- 4 Star Hotels in Cambridge
- Bedandbreakfast in Watertown
- Hotels in Cambridge
- Motels in Watertown
- Allston Hotels
- Chestnut Hill Hotels
- Privatevacationhomes in Cambridge
- Budget Hotels in Allston
- Free Parking Hotels in Fenway–Kenmore
- Marriott Hotels & Resorts Hotels in Allston
- Hotels in Watertown
- Flights from Arlington (DCA) to Boston (BOS)
- Flights to Boston
- Flights to Waltham
- JetBlue Airways Los Angeles (LAX) to Boston (BOS) flights
- Flights to Watertown
- Flights to Newton
- Flights to Brookline
- Delta Air Lines Atlanta (ATL) to Boston (BOS) flights
- Flights from Los Angeles (LAX) to Boston (BOS)
- Flights to Cambridge
- Where to stay in Dedham
- Harvard Museum of Natural
- Where to stay in Chelsea
- Isabella Stewart Gardner
- Salem Vacations
- Plum Island All Inclusive Vacation Packages
- Rockport All Inclusive Vacation Packages
- Boston Museum of Fine Arts
- Visit Cleveland Circle
- Where to stay in Brookline
- Brookline Vacations
- Where to stay in Nahant
- Visit Waltham
- Fenway–Kenmore Vacations
- Visit South Boston
- Where to stay in Cambridge
- Visit Boston
- Plum Island All Inclusive Vacation Packages
- Chelsea Vacations
- North Shore All Inclusive Vacation Packages
- Hull Vacations
- Waltham Vacations
- Visit Charlestown
- Plum Island All Inclusive Vacation Packages
- Visit Back Bay
- Cambridge Vacations
- Newton Vacations
- Plum Island All Inclusive Vacation Packages
- Fenway Park
- Where to stay in Salem
- Visit Cambridge
- Where to stay in Waltham
- North Shore All Inclusive Vacation Packages
- Boston Vacations
- Visit Watertown
- Boston All Inclusive Vacation Packages
- Visit Seaport District
- North Shore All Inclusive Vacation Packages
- Where to stay in Boston
- Where to stay in Framingham
- Concord Vacations
- Visit Downtown Boston
- Van Car Rentals in Cambridge
- Car rentals in Cambridge
- Hertz Rental Cars in Brookline
- Car rentals in Watertown
- Car rentals in Brookline
- Car rentals in Newton
- Enterprise Rental Cars in Brookline
- Car rentals near Allston
- Car rentals near Brighton
- Minivan Car Rentals in Cambridge
- Pickup Car Rentals in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.