Cleveland Circle Vacations from $435
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Photo by Melody Jeng
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 McKernan Inn
Price was $598, price is now $435 per person
$435
per person
Jan 16 - Jan 19
found 14 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
9/10 Wonderful! (83 reviews)
Stayed in the Suite. Great views from bedroom and sitting area. Feels home like and quaint. Great place for long walks. Good porch in front and back of property. Room clean and bed linens and bed comfortable. Staff were nice. Young lady made us breakfast on our first morning was very professional, courteous, polite, and made us good breakfast of cut up fruits and chocolate croissants. Beach and lighthouse just a few steps.
Reviewed on Dec 1, 2025
The Charles Hotel
West Cambridge
Save 100% on your flight
Price was $950, price is now $627 per person
$627
per person
Feb 18 - Feb 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Everything was great.
Everyone was unusually helpful and cheerful.
Room was lovely and very clean.
Location perfect.
Reviewed on Dec 4, 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $870, price is now $589 per person
$589
per person
Jan 30 - Feb 1
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Excellent hotel in all aspects. Comfortable and spacious rooms and attentive staff. Only exception is $70 valet parking which is way over priced (even for Boston) especially on a weekend evening.
Reviewed on Dec 7, 2025
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $749, price is now $525 per person
$525
per person
Jan 26 - Jan 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Phenomenon phenomenon will definitely will be back
Reviewed on Nov 26, 2025
Cambria Hotel Boston Downtown - Seaport
South Boston
Save 100% on your flight
Price was $639, price is now $463 per person
$463
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.6/10 Excellent! (1,000 reviews)
Excellent hotel staff where fantastic, breakfast has very limited options
Reviewed on Dec 1, 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
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
The Boston Hotel
40 Mt Hood Road Boston MA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $128 total per night from Dec 14 to Dec 15
$128 total
Dec 14 - Dec 15
Total with taxes and fees
7.4/10 Good! (820 reviews)
Very clean room, bed was comfortable and good shower. Just what I was looking for in a local motel.
Reviewed on Nov 30, 2025
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $219 total per night from Dec 11 to Dec 12
$219 total
Dec 11 - Dec 12
Total with taxes and fees
9.6/10 Exceptional! (3,767 reviews)
From valet to the front desk staff and the turn down service this is a hotel that will become a go to for our family vacations. Higgly recommend!
Reviewed on Dec 1, 2025
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $232 total per night from Dec 14 to Dec 15
$232 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (4,257 reviews)
Room was clean and modern. The coffee shop in the lobby was pretty good. Walking distance to snow port. Did not like all the surprise charges for various taxes that totaled another $150.
Reviewed on Dec 3, 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
90% of travellers recommend
City Cruises Boston: Premier Elegant Dinner Cruise
$241
per adult
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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.