Cleveland Circle Vacation Packages 2025/2026 from $451

Cleveland Circle flight + hotel vacation packages

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

John Carver Inn & Spa

Plymouth Cultural District

Save 100% on your flight

per person

Oct 4 - Oct 8

found 1 day ago

Roundtrip flight included

Austin (AUS) to Boston (BOS)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Boston Lodge and Suites

Dorchester

per person

Sep 1 - Sep 6

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

DoubleTree by Hilton Boston North Shore

Save 100% on your flight

per person

Sep 3 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Boston (BOS)

This hotel features 2 restaurants, an indoor pool, and a gym. Families will appreciate the arcade/game room and convenience store. Enjoy the sauna and perks like free self parking.

Ocean Air Suites

Hampton Beach

Save 100% on your flight

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This aparthotel includes a picnic area and barbecue grills. Take advantage of the free self parking.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

per person

Sep 28 - Oct 5

found 19 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

Top Cleveland Circle hotels deals

Omni Boston Hotel at the Seaport

450 Summer Street, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$246 nightly

$287 total

Aug 10 - Aug 11

Total includes taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.

Pool

Hot Tub

citizenM Boston Back Bay

408 Newbury street, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$174 nightly

$203 total

Jul 27 - Jul 28

Total includes taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A coffee shop, a communal living room, and express check-in are also on offer.

Harborside Inn Of Boston

185 State St, Boston, MA

$229 nightly

$267 total

Jul 20 - Jul 21

Total includes taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.

citizenM Boston North Station

80-120 Causeway Street, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$197 total

Jul 20 - Jul 21

Total includes taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, a communal living room, and express check-in are also on offer.

Free WiFi

Restaurant

Copley Square Hotel, a FOUND Hotel

47 Huntington Ave, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$142 nightly

$165 total

Jul 27 - Jul 28

Total includes taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, express check-out, and luggage storage are also offered.

Free WiFi

Restaurant

The Revolution Hotel

40 Berkeley Street, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$220 total

Jul 20 - Jul 21

Total includes taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.

Don't see what you're looking for?

See all available properties in Cleveland Circle

View all properties

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.

Popular places to visit

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.

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.

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.

Frequently asked questions

How much are vacation packages to Cleveland Circle?

With deals starting as low as $451, hotel and flight packages are a fantastic way to stretch your vacation budget even further. Cleveland Circle, here you come!

Where can I get the best vacation package deals for Cleveland Circle?

You can lock in amazing Cleveland Circle package deals with Travelocity. Choose from as many as 400 air carriers and 1,000,000 worldwide properties and turn those travel fantasies into reality.

Why should I purchase my Cleveland Circle vacation bundle with Travelocity?

Savings, support and a stress-free booking are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you have access to our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you can relax knowing you're getting the best deal available.

Can I save money on my Cleveland Circle car rental if I bundle it with a hotel or flight?

Certainly. And our Cleveland Circle vacation packages are the perfect way to do it. With only a few clicks you can save money as well as time by booking everything in one place. Collect the keys to your rental car then chart your own course. Need to fill your itinerary? Throw some tours or experiences into your package and save on those too.

Which airport is best for Cleveland Circle?

Logan Intl. Airport (BOS) is a popular choice for many travelers to Cleveland Circle. But depending on your itinerary, T.F. Green Airport (PVD) or Manchester-Boston Regional Airport (MHT) could be more convenient.