Cleveland Circle Holidays

Photo by Melody Jeng

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Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was €1,150, price is now €792 per person
€792
per person
14 Mar - 21 Mar
found 1 day ago
Return direct flight included
Málaga (AGP) to Boston (BOS)
9/10 Wonderful! (2,241 reviews)
Romm, Staff y whole hotel was Wonderful !!!

Reviewed on 23 Dec 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €2,051, price is now €1,045 per person
€1,045
per person
25 Feb - 2 Mar
found 24 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Everything was wonderful including a delicious breakfast. We will definitely return.

Reviewed on 17 Dec 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was €1,429, price is now €888 per person
€888
per person
25 Feb - 2 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Thank you for the room upgrade. I really appreciated it.

Reviewed on 20 Dec 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was €1,875, price is now €1,244 per person
€1,244
per person
14 Mar - 21 Mar
found 1 day ago
Return direct flight included
Málaga (AGP) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Wonderful stay. Love this hotel!

Reviewed on 24 Dec 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was €1,463, price is now €999 per person
€999
per person
25 Feb - 2 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
Very friendly staff. Amazing location. The room was perfect. Didn’t go to Contessa, but we ran into the Chef in the elevator and he was super fun and courteous. The bar is cool, we ate there a couple nights. We had a very pleasant Thanksgiving week there. Festive and lively hotel. There’s Tatte around the corner and every store you can think of within walking distance. Looking forward to our next stay!

Reviewed on 4 Dec 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 featuring a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 area reviews)

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.

Find hotels in Downtown Boston

Top hotels in Cleveland Circle

The Boston Hotel

The Boston Hotel

2 out of 5
40 Mt Hood Road Boston MA
Fully refundableReserve now, pay when you stay
The price is €116 per night from 31 Dec to 1 Jan
€116
31 Dec - 1 Jan 2026
includes taxes & fees
7.4/10 Good! (828 reviews)
Some egg options for keto friendly breakfast. Staff were personable and helpful. Parking was convenient and hotel was central to our needs.

Reviewed on 18 Dec 2025

The Boston Hotel
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
9.2/10 Wonderful! (6,076 reviews)
Room and location was great

Reviewed on 21 Dec 2025

Get rates
Harborside Inn Of Boston
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
The price is €165 per night from 28 Dec to 29 Dec
€165
28 Dec - 29 Dec
includes taxes & fees
8.4/10 Very Good! (1,246 reviews)
Clean room, convenient location.

Reviewed on 22 Dec 2025

Hilton Boston Back Bay
See all 3,875 properties in Cleveland Circle
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 €792. 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.

Popular places to visit

Fenway Park showing night scenes and a sporting event as well as a large group of people

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
TD Garden

TD Garden

Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.

TD Garden
Harvard University which includes heritage architecture and a city

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

€67
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

€29
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

€71
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.