Cleveland Circle Vacations from $675
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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.
Sea Crest Beach Resort
Save 100% on your flight
Price was $1,065, price is now $675 per person
$675
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
7.8/10 Good! (315 reviews)
We recently stayed at the Sea Crest in Falmouth and overall had a nice experience. The biggest downside was check-in. Our room wasn't ready until much later than expected, and we didn't receive a text that it was available until 6:15 PM. Many guests appeared frustrated, and the staff seemed stressed as they handled numerous complaints about the delayed check-in process.
That said, we were able to use the pools and other amenities while we waited, which helped make the delay more manageable. Our room was clean, a good size, and had very comfortable bedding. The indoor and outdoor pools were well maintained, and we especially enjoyed the heated outdoor pool. We also had a great time listening to a live band on the outdoor deck.
The private beach was clean and had plenty of loungers available for guests. Food and drink prices at the bar and restaurant were a bit inflated, but it was very convenient to have everything right on-site.
Despite the check-in issues, the amenities, beach, pools, and comfortable accommodations made for an enjoyable stay.
Reviewed on Jun 22, 2026
Boston Harbor Hotel
North End
Price was $3,062, price is now $1,512 per person
$1,512
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026
Nantucket Inn
Save 100% on your flight
Price was $2,324, price is now $1,355 per person
$1,355
per person
Sep 3 - Sep 7
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (711 reviews)
It would be nice to include bottled water in the room. Expected a little more for paying $1k/nt.
Staff were courteous. The shuttle is helpful and convenient to airport.
Reviewed on Jun 19, 2026
The Charles Hotel
West Cambridge
Price was $2,119, price is now $1,286 per person
$1,286
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,001 reviews)
had a delicious muffin and coffee. Parking was safe and convenient.
Reviewed on Jun 22, 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(2,438 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 Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $167 total per night from Jun 30 to Jul 1
$167 total
Jun 30 - Jul 1
Total with taxes and fees
9/10 Wonderful! (2,699 reviews)
"Interesting , unique hotel in a nice neighborhood"
Reviewed on Jun 26, 2026
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $224 total per night from Jul 1 to Jul 2
$224 total
Jul 1 - Jul 2
Total with taxes and fees
9/10 Wonderful! (2,388 reviews)
"Staff was amazing! View from our balcony was amazing!!"
Reviewed on Jun 25, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $254 total per night from Jul 5 to Jul 6
$254 total
Jul 5 - Jul 6
Total with taxes and fees
9.6/10 Exceptional! (4,473 reviews)
"Conveniently located, excellent service"
Reviewed on Jun 26, 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.
Stay near popular Cleveland Circle attractions
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
$45
per adult
98% of travellers recommend
Harvard University Campus Guided Walking Tour
$23
per adult
92% of travellers recommend
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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.