Cleveland Circle Vacations from $296
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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.
Boston Lodge and Suites
Dorchester
Price was $838, price is now $314 per person
$314
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.
Reviewed on Nov 10, 2025
The Inn at Hastings Park, Relais & Chateaux - Boston
Price was $1,829, price is now $909 per person
$909
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (247 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.
Reviewed on Oct 21, 2025
citizenM Boston Back Bay
Fenway–Kenmore
Save 100% on your flight
Price was $604, price is now $349 per person
$349
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (2,013 reviews)
Great stay, no onsite parking which made it difficult but overall the hotel itself was perfect. Awesome for our honeymoon
Reviewed on Dec 20, 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,238, price is now $745 per person
$745
per person
Jan 29 - Feb 1
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Everything was wonderful including a delicious breakfast. We will definitely return.
Reviewed on Dec 17, 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
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
$104 nightly
The price is $122 total per night from Dec 24 to Dec 25
$122 total
Dec 24 - Dec 25
Total with taxes and fees
7.4/10 Good! (827 reviews)
Some egg options for keto friendly breakfast. Staff were personable and helpful. Parking was convenient and hotel was central to our needs.
Reviewed on Dec 18, 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! (6,063 reviews)
Karina and Adam helped me receive a gift I left behind. Their service was excellent
Reviewed on Dec 18, 2025
Hilton Boston Back Bay
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $172 total per night from Dec 24 to Dec 25
$172 total
Dec 24 - Dec 25
Total with taxes and fees
8.4/10 Very Good! (1,241 reviews)
Everything was very comfortable, I loved it.
Reviewed on Dec 14, 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
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
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.
Harvard University
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
Boston: Freedom Trail History Small Group Walking Tour
$35
per adult
100% of travellers recommend
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- Boston Vacations
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- Paradise Rock Club
- Agganis Arena
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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.