Cleveland Circle Holidays
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Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel
South End
€1,061
per person
3 Oct - 8 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,783 reviews)
We stayed in a room with the shared bathrooms. I was pleasantly surprised by the experience. There were more available bathrooms than I expected and the cleaning staff were incredibly on top of it. Our rooms came with robes, slippers and so many fresh towels. Our room had two bunk beds and it was so fun as friend trip. Everyone at the hotel was so friendly and helpful. We truly enjoyed my stay.
Reviewed on 10 Aug 2026
Four Seasons Hotel Boston
Bay Village
€2,886
per person
23 Oct - 29 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (475 reviews)
It was our first visit to Boston. So glad we stayed at the Four Seasons on Boylston. It’s centrally located to all the attractions that were on our list. The city view trolley is located across the street from the hotel. Easy hop on and off. Staff were amazing - friendly and professional. We will definitely stay here again when we come back to Boston.
Reviewed on 6 Aug 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
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
1 out of top 10 points of interest in this area
The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.
Top hotels in Cleveland Circle
The Boston Hotel
40 Mt Hood Road Boston MA
Fully refundableReserve now, pay when you stay
€154
25 Aug - 26 Aug
includes taxes & fees
7.4/10 Good! (936 reviews)
"I’m super picky about where I stay and when I tell you this property was wonderful, I’m not exaggerating!! It was walkable to Boston and it had everything my boyfriend and I needed for our stay :) I wish we could’ve stayed more than one night but the location was awesome, the room was super clean ..."
Reviewed on 9 Aug 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
€220
30 Aug - 31 Aug
includes taxes & fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
€137
13 Aug - 14 Aug
includes taxes & fees
9/10 Wonderful! (2,816 reviews)
"We stayed in a room with the shared bathrooms. I was pleasantly surprised by the experience. There were more available bathrooms than I expected and the cleaning staff were incredibly on top of it. Our rooms came with robes, slippers and so many fresh towels. Our room had two bunk beds and it was ..."
Reviewed on 10 Aug 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.
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 €1,061. 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
€45
per adult
90% of travellers recommend
Boston Summer Nights Tour and River Cruise
€44
per adult
100% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
€69
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.