Cleveland Circle Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
Photo by Ana Lei
Plan, book, travel with confidence
Better together
Save up to CA $775 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Holiday Package Deals in Cleveland Circle
Price found within the past 48 hours. Click for updated prices.
Mandarin Oriental, Boston
Back Bay
Save 100% on your flight
per person
Aug. 15 - Aug. 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.4/10 Exceptional! (275 reviews)
This is a beautiful hotel with a great gym and first class service. The housekeeping team is world class.
Reviewed on Jun. 5, 2024
The Whitney Hotel
Beacon Hill
Save 100% on your flight
per person
Aug. 15 - Aug. 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.6/10 Exceptional! (283 reviews)
This was one of the best hotel experiences I've had. The staff goes above and beyond to make you feel welcomed. From the Tates cookies and sparkling water available, to the water bottles at the end of the night, they really pay attention to small details, making it a great experience. The rooms were clean and roomy. We ended up walking the entire time in Boston since the hotel was at a great location, but if you plan on driving, keep in mind that you have to call ahead of time to access your car. Would definitely stay again!
Reviewed on May 28, 2024
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(193 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
The price is CA $217 per night from Jun. 9 to Jun. 10
CA $217
CA $253 total
includes taxes & fees
Jun 9 - Jun 10
7.2/10 Good! (195 reviews)
"The grounds are well kept. The staff are very friendly and helpful. The building itself is tired. The kitchenette had no utensils and only paper cups. Also the hot plate didn’t have a place to plug in. The fridge and microwave worked though and that’s all we needed. Just a heads up in case you need ..."
Reviewed on Jun. 3, 2024
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from Jul. 5 to Jul. 6
CA $245
CA $325 total
includes taxes & fees
Jul 5 - Jul 6
9/10 Wonderful! (2,152 reviews)
"The room was very modern, stylish and comfortable."
Reviewed on Jun. 4, 2024
Omni Parker House
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Jul. 4 to Jul. 5
CA $232
CA $318 total
includes taxes & fees
Jul 4 - Jul 5
8.8/10 Excellent! (2,687 reviews)
"Had a wonderful stay here and will definitely be a returning guest 😊"
Reviewed on Jun. 5, 2024
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.
Explore other types of vacation packages
Frequently asked questions
Discover the most popular places to visit in Cleveland Circle
Fenway Park
4.5/5(305 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
4.5/5(279 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Boston Common
4.5/5(518 reviews)
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.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
CA $107
Per adult
90% of travellers recommend
Odyssey Boston Premier Elegant Dinner Cruise
CA $294
Per adult
Boston Freedom Trail Daily Walking Tour
CA $34
Per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.