Cleveland Circle Holidays from £1,073

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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.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was £1,486, price is now £1,073 per person
£1,073
per person
13 Aug - 18 Aug
found 1 hour ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on 23 May 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £2,628, price is now £1,874 per person
£1,874
per person
19 Sept - 23 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
A beautiful Hotel w an excellent staff that provides superior service and helps to make our stay memorable. We will be back again.

Reviewed on 6 Jul 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was £1,961, price is now £1,429 per person
£1,429
per person
13 Aug - 18 Aug
found 1 hour ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.6/10 Exceptional! (576 reviews)
Absolutely deserved 5 stars. Thank for making my stay easy and comfortable. Coming back in August … Want to sleep again , best bed and sheets.

Reviewed on 7 Jul 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was £1,491, price is now £1,118 per person
£1,118
per person
13 Aug - 18 Aug
found 1 hour ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9/10 Wonderful! (1,254 reviews)
I had originally bought the less expensive room that was available, and it was quite disappointing! Everything looked old and worn and kind of stained... even the bathtub was peeling, and the HVAC had sort of a burning smell. I was quite upset and asked for an upgrade, and the amazingly wonderful Taylor could not have been more accommodating and attentive! I was upgraded to a king suite ($70 extra per night) on the top floor which was of course immaculate, had new finishes, and was very lovely and deluxe. I was so happy with my stay after this. The bellman Joe was also lovely, as well as the concierge Joe who had his wonderful black labrador dog Dori as the official greeter in the lobby! My trip turned out wonderfully after this. Also the Oak Long Bar, their official restaurant, was fantastic!

Reviewed on 6 Jul 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was £2,382, price is now £1,808 per person
£1,808
per person
12 Sept - 19 Sept
found 1 hour ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (258 reviews)
Quaint, lovely place to stay

Reviewed on 24 Jun 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

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

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is £167 per night from 26 Jul to 27 Jul
£167
26 Jul - 27 Jul
includes taxes & fees
9/10 Wonderful! (2,421 reviews)
"The staff was great and very friendly. Parking was super easy in the garage. Rooms were clean and comfortable. The onsite restaurant Paperback was delicious with fast service. There were multiple events going on for both Independence Day and the World Cup, it was nice to see the extra effort put ..."

Reviewed on 7 Jul 2026

Hyatt Regency Boston/Cambridge
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is £190 per night from 26 Jul to 27 Jul
£190
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (4,533 reviews)
"Very clean & pretty grounds. Right next to the bay. Staff very friendly."

Reviewed on 7 Jul 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £140 per night from 2 Aug to 3 Aug
£140
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (2,720 reviews)
"Cool place"

Reviewed on 7 Jul 2026

The Revolution Hotel
See all 4,090 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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Frequently asked questions

How much does a Cleveland Circle travel package cost?
From as little as £1,073, 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

£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

£26
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.