Cleveland Circle Holidays from £1,029

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Your Cleveland Circle Holiday

Cleveland Circle is calling your name! Whatever type of break you have in mind, you can see and experience more of this neighbourhood with a Cleveland Circle holiday package. When it's time to head out and explore, you'll find a lot of popular attractions nearby including Boston College, Agganis Arena and Coolidge Corner Theatre. Visit one, two or all during your trip to Cleveland Circle. Stop dreaming and start doing. When it's time to lock in your next holiday to Cleveland Circle, Expedia will help you get there.

Price found within the past 48 hours. Click for updated prices.
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
Price was £1,348, price is now £1,029 per person
£1,029
per person
18 May - 24 May
found 22 hours ago
Return direct flight included
London (LGW) to Boston (BOS)
7/10 Good! (185 reviews)
Perfect location, professional staff, great parking arrangement

Reviewed on 22 Feb 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was £3,502, price is now £2,343 per person
£2,343
per person
10 Jun - 15 Jun
found 16 hours ago
Return flight included
Aberdeen (ABZ) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm).

Reviewed on 4 Apr 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £2,770, price is now £1,914 per person
£1,914
per person
19 May - 23 May
just found
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (248 reviews)
The photos doesn’t give this place justice.

Reviewed on 24 Mar 2026

Studio Allston Hotel

Studio Allston Hotel

4 out of 5
Brighton
Price was £1,414, price is now £1,049 per person
£1,049
per person
11 May - 17 May
just found
Return flight included
London (LON) to Boston (BOS)
8.6/10 Excellent! (1,260 reviews)
Had a great vibe, very welcoming

Reviewed on 6 Apr 2026

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was £2,108, price is now £1,581 per person
£1,581
per person
18 May - 24 May
found 22 hours ago
Return direct flight included
London (LGW) to Boston (BOS)
8/10 Very Good! (678 reviews)
The kitchen was well-stocked and the room was amazing! The check-in should be smooth but I had booked an early check in, called 6 weeks prior to arrival to confirm, received an email confirmation and called again to confirm an early check in, and had to sit in the lobby while the company that handles check in told the woman at the desk I was lying and didn’t have one like I didn’t have the paperwork to prove it. I missed my arrival time at the airport because of it. The rest of the stay was great but, that left a bitter taste in my mouth. So long as you have a normal check-in time I had no issues whatsoever. Just, whatever company handles their check-in and out process is horrid.

Reviewed on 26 Mar 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

Downtown Boston

4.5/5(95 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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £196 per night from 10 Apr to 11 Apr
£196
10 Apr - 11 Apr
includes taxes & fees
9.2/10 Wonderful! (4,566 reviews)
I booked and paid for a room that was supposed to be harbor view and received a room that was nothing but the city. I didn’t say anything to staff there bc we were so extreme driving all day and just wanted to go to sleep. Other than that the stay was great.

Reviewed on 7 Apr 2026

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is £159 per night from 9 Apr to 10 Apr
£159
9 Apr - 10 Apr
includes taxes & fees
9.6/10 Exceptional! (4,146 reviews)
Hotel has a beautiful view of the harbor and is well located - very easy to walk to dining and downtown. Room and hotel overall were clean and felt luxurious. Coach bed was comfortable as well. Loved having a door between the bedroom and living area! Overall great experience.

Reviewed on 6 Apr 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is £206 per night from 9 Apr to 10 Apr
£206
9 Apr - 10 Apr
includes taxes & fees
8.4/10 Very Good! (3,138 reviews)
Room and bathroom were spotless. Great location to everything. There was a late night emergency evacuation and everything moved seamlessly (we were on the 15th floor and made it down in no time). Hotel restaurant and bar were very nice and was a great place for late night relaxing following a day ...

Reviewed on 6 Apr 2026

Hilton Boston Park Plaza
See all 4,117 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.
All Inclusive Holidays
All Inclusive Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Cleveland Circle travel package cost?
From as little as £1,029, you can customize your Cleveland Circle package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
If I'm not able to travel, can I cancel my Cleveland Circle travel package?
If your travel plans in Cleveland Circle have changed, it's a relief to know that it's possible to cancel or amend your booking. If your booking was made within the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge fees. To learn more, check our Customer Service Portal.
How do I get a cheap travel package to Cleveland Circle?
Bundle your flights and hotels, add extras such as tours, and save with a Cleveland Circle travel package. You won't just score superb discounts on your getaway — you'll have a world of choice at your fingertips too. When you book with Expedia, you can select from more than 550 airlines and 1,000,000 hotels all over the world. Your next affordable adventure starts right here, right now!
Does Expedia offer Book Now, Pay Later Cleveland Circle holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book an incredible getaway without using up all your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your holiday over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan from Klarna.

How far in advance should I book my Cleveland Circle holiday?
Be rewarded with the widest variety and the lowest prices by booking your holiday to Cleveland Circle early. Airlines tend to publish tickets around 12 months in advance, so start locking things in as soon as possible. Having said that, Expedia is constantly working to give you the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Cleveland Circle travel package include?
With Expedia, you can select any combination of car rentals, flights and hotels to build your ideal Cleveland Circle package. Once you've made your booking, you can add on fun stuff like tours and experiences. Remember — the more you bundle, the more dollars you'll save!
What should I know before booking a Cleveland Circle travel package?
Whether it's relaxation or adventure you're seeking, a Cleveland Circle travel package lets you plan your escape your way. Plus, you'll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Cleveland Circle Expedia travel package?
Most definitely. Expedia has more than 550 partner airlines to select from worldwide. With all that choice at your fingertips, finding the right carrier to bring you to Cleveland Circle won't be difficult.

Popular places to visit

Fenway Park

Fenway Park

4.5/5(62 reviews)

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

Fenway Park
Harvard University

Harvard University

4.5/5(104 reviews)

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

Harvard University
Boston Common

Boston Common

4.5/5(206 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.

Boston Common

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

£39
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

£63
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

£25
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
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. Flight-inclusive packages are ATOL protected.