Cleveland Circle Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Price found within the past 48 hours. Click for updated prices.
Furnished Apartment Near Longwood
North Brookline
€1,075
per person
29 Oct - 4 Nov
found 23 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
7/10 Good! (6 reviews)
Super cute apartment! Stayed the weekend to visit out soon at college. Locations was close to everything beds were super comfortable, would stay here again.
Reviewed on 13 Sept 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
The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.
Back Bay
1 out of top 10 points of interest in this area
Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.
Seaport District
1 out of top 10 points of interest in this area
Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.
Beacon Hill
1 out of top 10 points of interest in this area
Lose yourself in the charming streetscapes, historic buildings and village-like atmosphere of Boston’s oldest and wealthiest suburbs.
North End
The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or Old North Church while you're visiting, and jump aboard the metro at Aquarium to get around town.
Top hotels in Cleveland Circle
Hotel Boston
40 Mt. Hood Rd Boston MA
Fully refundableReserve now, pay when you stay
€166
12 Oct - 13 Oct
includes taxes & fees
7.4/10 Good! (990 reviews)
"The hotel was located well, just a 5-minute walk to the T train and can get everywhere. The hotel was a bit run-down and not as clean as I had hoped. I did like the complimentary breakfast, can get protein and carbs and eat healthy. Keith at the front desk was just delightful and helpful; the rest ..."
Reviewed on 24 Sept 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
€325
25 Oct - 26 Oct
includes taxes & fees
9.2/10 Wonderful! (4,836 reviews)
"hotel and room were clean, staff friendly and helpful. top notch atmosphere. we at lunch at the roof top restaurant and it was very good with views of the city. great place to stay in the city. My wife and I loved it"
Reviewed on 24 Sept 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
€233
25 Oct - 26 Oct
includes taxes & fees
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.
Frequently asked questions
How much does a Cleveland Circle holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Cleveland Circle from just €970. And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Cleveland Circle?
Book everything in one place with our Cleveland Circle holiday packages. We have deals on hotels, flights and more that'll keep your bank account happy and your adventurous spirit alive. And, with more than 550 partner airlines and 1,000,000 hotels all over the world to pick from, you have countless opportunities to mix and match as you please.
How far in advance should I book my Cleveland Circle holiday?
You'll be rewarded with the biggest variety at the cheapest prices by booking your Cleveland Circle holiday early. Air carriers tend to publish flight tickets anywhere up to 12 months before departure, so start locking things in ASAP. Having said that, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Cleveland Circle travel package include?
Hotels, flights and a cool car for all your road trip adventures. Simply pick and choose your favourite bundle and gain access to great discounts. Once you've made your booking, add on some tours and activities and watch your savings stack up. When it comes to planning your Cleveland Circle escape, you're the one in control!
What should I know before booking a Cleveland Circle travel package?
Whether it's adventure or relaxation you're craving, a Cleveland Circle holiday package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Cleveland Circle Expedia holiday package?
With a holiday package, you're the boss. Whether you're looking to fly to Cleveland Circle in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners all over the world.
If I'm not able to travel, can I cancel my Cleveland Circle holiday package?
Yes, you can. We get that life doesn't always go to plan, so we're here to help if you need to make changes to your Cleveland Circle holiday package. It may be possible to change or cancel your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.
Stay near popular Cleveland Circle attractions
Chestnut Hill Reservation
You can take time to visit Chestnut Hill Reservation during your travels to Boston. Discover the area's art scene and cathedral.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
€42
per adult
90% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
€61
per adult
80% of travellers recommend
View Boston Observation Deck General Admission
€29
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.