Cleveland Circle Vacations from ￥251,196

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The Latest Cleveland Circle Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Oct 23 - Oct 26
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul 17, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
Sep 15 - Sep 19
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (433 reviews)
Great small boutique hotel. European feel and service. Lovely small garden in back. Good food.

Reviewed on Aug 11, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
per person
Sep 15 - Sep 19
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (473 reviews)
Old but well renovated hotel

Reviewed on Aug 12, 2025

The Monty Boston

The Monty Boston

4 out of 5
Downtown Boston
per person
Sep 15 - Sep 19
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (20 reviews)
Everything was great to live in this place! Very spacious and convenient.

Reviewed on Jul 23, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Oct 23 - Oct 26
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on Aug 11, 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 which includes night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(2,415 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

Cleveland Circle Hotel Deals

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 ￥24,776 per night from Aug 14 to Aug 15
￥24,776
￥28,851 total
Aug 14 - Aug 15
includes taxes & fees
7.2/10 Good! (688 reviews)
"Exceptional Service at Reception by Keith Kitson, the Guest Relations Manager. We arrived at the hotel at 10 PM only to realize our reservation had been made for the wrong date. What could have been a stressful fiasco quickly turned into a positive experience thanks to his exceptional service. He ..."

Reviewed on Aug 9, 2025

The Boston Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥30,099 per night from Aug 24 to Aug 25
￥30,099
￥41,074 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,820 reviews)
"Lovely upscale hotel. Staff are friendly, knowledgeable and helpful. This hotel is in an Ideal location, within walking distance walking distance of tourist attractions. Roof top pool is clean and enjoyable. The beds are comfortable, the bathroom and shower are clean and relaxing. I recommend staying ..."

Reviewed on Aug 11, 2025

Omni Boston Hotel at the Seaport
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 ￥23,742 per night from Sep 1 to Sep 2
￥23,742
￥33,669 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (3,205 reviews)
"Nice quiet area, close the Boston Common and China Town"

Reviewed on Aug 11, 2025

Hilton Boston Park Plaza
See all 3,700 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 vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Cleveland Circle from just ￥251,196. 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 vacation 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 vacation?
You'll be rewarded with the biggest variety at the cheapest prices by booking your Cleveland Circle vacation 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 vacation!
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 favorite 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 vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Cleveland Circle Expedia vacation package?
With a vacation 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 vacation 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 vacation 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.

Discover the most popular places to visit in Cleveland Circle

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

Fenway Park

4.5/5(2,499 reviews)

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

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 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 featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 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

The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

￥5,021
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church

Boston: Freedom Trail History Small Group Walking Tour

￥7,237
per adult
100% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
Narrated Sunset Cruise of Boston Harbor

Narrated Sunset Cruise of Boston Harbor

￥4,348
per adult
84% of travellers recommend
Narrated Sunset Cruise of Boston Harbor
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.