Cleveland Circle Holidays from £1,002

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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.
Raffles Boston

Raffles Boston

Back Bay
£1,002
per person
11 Dec - 14 Dec
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
Everthing was great.

Reviewed on 6 Oct 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
£1,596
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great location. A bit pricey for the size room. Easy to get most places by walking .

Reviewed on 4 Oct 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
£1,276
per person
11 Dec - 14 Dec
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (458 reviews)
The Whitney Hotel

The Whitney Hotel

Beacon Hill
£1,207
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (628 reviews)
The staff was excellent I appreciated help with coffee/tea late at night, friendly front desk and doormen.

Reviewed on 6 Oct 2026

The Langham, Boston

The Langham, Boston

Downtown Boston
£1,452
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The staff were incredibly helpful & nice. The hotel was beautiful & great location

Reviewed on 4 Oct 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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

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.

Find hotels in Downtown Boston
A historic building with ornate architecture, a staircase, and a tree in front.

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.

Find hotels in Back Bay
A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

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.

Find hotels in Seaport District
A street lamp with a lit bulb, surrounded by trees and a brick building.

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.

Find hotels in Beacon Hill
A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Old North Church or Paul Revere House while you're visiting, and jump aboard the metro at Aquarium to get around town.

Find hotels in North End

Top hotels in Cleveland Circle

The Boston Hotel

The Boston Hotel

40 Mt. Hood Rd Boston MA
Fully refundableReserve now, pay when you stay
£100
1 Nov - 2 Nov
includes taxes & fees
7.4/10 Good! (1,008 reviews)
"bcp de choix au petit déjeuner. tres bon. lit confo, chambre tres propre sans tapis. personnel courtois et serviable."

Reviewed on 7 Oct 2026

The Boston Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
£263
1 Nov - 2 Nov
includes taxes & fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
£126
1 Nov - 2 Nov
includes taxes & fees
The Revolution Hotel
See all 3,989 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.
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Where to go when
Where to go when

Frequently asked questions

How much does a Cleveland Circle travel package cost?
From as little as £1,002, 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.

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.
See properties

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

£37
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

£34
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

£53
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. Flight-inclusive packages are ATOL protected.