Cleveland Circle Vacations from $443
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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 $1,359, price is now $443 per person
$443
per person
Feb 5 - Feb 10
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Boston Harbor Hotel
North End
Price was $2,376, price is now $1,046 per person
$1,046
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The location, the service, the view, the little things were all outstanding!
Reviewed on Dec 31, 2025
The Inn at Hastings Park, Relais & Chateaux - Boston
Price was $1,805, price is now $883 per person
$883
per person
Feb 5 - Feb 10
found 21 hours 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
Hotel 1620 Plymouth Harbor
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $750, price is now $489 per person
$489
per person
Feb 12 - Feb 17
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
8.2/10 Very Good! (1,000 reviews)
Great place to go with family :)
Reviewed on Jan 1, 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
Hilton Boston Back Bay
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $190 total per night from Jan 8 to Jan 9
$190 total
Jan 8 - Jan 9
Total with taxes and fees
8.4/10 Very Good! (1,252 reviews)
Staff were great.
Reviewed on Dec 28, 2025
Harborside Inn Of Boston
185 State St Boston MA
$119 nightly
The price is $139 total per night from Jan 4 to Jan 5
$139 total
Jan 4 - Jan 5
Total with taxes and fees
9.2/10 Wonderful! (6,103 reviews)
Very nice boutique hotel nestled right in heart of both downtown and waterfront areas. Joia’s restaurant is wonderful and extremely enjoyable with both ambiance and food quality. Nice find and although it can be a bit pricey, it really is a nice find and very good experience I’d highly recommended ...
Reviewed on Jan 1, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $203 total per night from Jan 3 to Jan 4
$203 total
Jan 3 - Jan 4
Total with taxes and fees
9/10 Wonderful! (4,363 reviews)
Close to shops and restaurants.
Reviewed on Dec 31, 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.
TD Garden
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
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.