Cleveland Circle

Boston

A residential street lined with houses and autumn trees.
A cityscape with a dense urban area, a central road, and a distant skyline with high-rise buildings.
A sunset over a calm lake with visible contrails in the sky.
A building with a black ornate entrance, number 172, and decorative ironwork.
A street lined with red brick buildings with green trim and multiple windows.

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.
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Things to do

Boston Hop-On Hop-Off Trolley Tour

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

S$63
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

S$91
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

S$59
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

S$107
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

S$65
per adult
94% of travellers recommend
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

S$47
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
See all activities in Boston

Top hotels in Cleveland Circle

The Boston Hotel

The Boston Hotel

2 out of 5
40 Mt. Hood Rd Boston MA
Fully refundable
The price is S$154 per night from 16 Nov to 17 Nov
S$154
per night
16 Nov - 17 Nov
Stay at this business-friendly hotel in Boston. Enjoy free breakfast, free Wi-Fi and parking (surcharge). Our guests praise the breakfast and the helpful staff ...
7.4/10 Good! (1,043 reviews)
"I did not attend breakfast. The rooms were not great, the bathroom"

Reviewed on 22 Oct, 2026

The Boston Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is S$341 per night from 22 Nov to 23 Nov
S$341
per night
22 Nov - 23 Nov
Stay at this luxury hotel in Boston. Enjoy free Wi-Fi, a full-service spa and 4 restaurants. Our guests praise the breakfast and the pool in their reviews. Popular ...
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
The price is S$157 per night from 22 Nov to 23 Nov
S$157
per night
22 Nov - 23 Nov
Stay at this hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the restaurant and the helpful staff in ...
9/10 Wonderful! (2,982 reviews)
"Great staff, gym and coffee shop! Will now stay at the Revolution while my colleagues pay literally 5X to stay at the more well k own hotels."

Reviewed on 22 Oct, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is S$256 per night from 22 Nov to 23 Nov
S$256
per night
22 Nov - 23 Nov
Stay at this business-friendly hotel in Boston. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (5,135 reviews)
"This is my second time here! I loved it."

Reviewed on 22 Oct, 2026

Seaport Hotel Boston
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street Boston MA
The price is S$255 per night from 22 Nov to 23 Nov
S$255
per night
22 Nov - 23 Nov
Stay at this luxury hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the breakfast and the restaurant in their reviews. ...
9.6/10 Exceptional! (7,225 reviews)
"For an expensive hotel, I was hoping for a little more. However, it seems all Boston hotels are expensive. For £400 per night, one would expect top notch. Very good but not exceptional, and why does the music have to be so loud in the lobby, even at 6.30 in the morning. I feel for the staff as much ..."

Reviewed on 21 Oct, 2026

The Dagny Boston
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
The price is S$379 per night from 22 Nov to 23 Nov
S$379
per night
22 Nov - 23 Nov
Stay at this luxury hotel in Everett. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...
Encore Boston Harbor
See all 4,010 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.

Where to stay in Cleveland Circle

Find the best Cleveland Circle areas for the activities you enjoy most.
Quincy Market with an American flag, historic buildings, and a clock tower in the background.

Downtown Boston

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Massacre Site and Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

Back Bay

Gourmet restaurants interesting history and top sights from Copley Square to Newbury Street – discover Back Bay, a destination also famous for its shopping.

A city skyline at dusk with illuminated buildings reflecting on the water, a prominent bridge, and a large chain barrier along the waterfront.

Seaport District

Travellers to Seaport District praise its captivating waterfront views. If you've got some more time to explore, be sure to stop by Liberty Wharf and Leader Bank Pavilion.

A large brick building with a golden dome, a flagpole with the American flag, and a statue in front.

Beacon Hill

Historical sites, shopping and restaurants highlight some notable features of Beacon Hill. Make a stop by Charles Street or Hatch Shell while you're visiting, and jump aboard the metro at Charles-MGH Station or Park St. Station to get around town.

A statue of a man on horseback in a park with trees, a clock tower, and brick buildings in the background.

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.

Cleveland Circle