You'll have no end of sightseeing choices when visiting Chelsea. Bellingham Square Historic District is a great place to kick off here, but there are loads of other worthy spots to discover. Fenway Park, Boston Common, and Faneuil Hall Marketplace are close to the urban area and and will cap off your day nicely.

Plan a trip to see Bellingham Square Historic District

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

The Cove at Yarmouth by Westgate Resorts

$527

per person

May 5 - May 9

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

9.2/10 Wonderful! (254 reviews)

Room was not easy to get to and it was 0 degrees out …1st they put me out in a building where the property was a sheet of ice so I asked to be moved to the main building since I was by myself. Fortunately, they moved me, but the room was confusing to get to. :-( The pool was closed for maintenance, and I was planning to swim. :-( The room was great, clean and a comfortable bed, so I would stay again, but I would request staying closer to the lobby next time.

Reviewed on Jan 31, 2026

Boston Harbor Hotel

North End

Save 100% on your flight

$857

per person

Apr 24 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Boston (BOS)

9.8/10 Exceptional! (1,001 reviews)

Excellent hotel- restaurants, room service, all of the staff, spacious room with view, bathroom amenities. Great location. Able to take a leisurely walk along the water, and close to many restaurants and theatre district. Also easy to catch a taxi or uber. Wonderful setting with water and city view. Will definitely return!

Reviewed on Mar 14, 2026

Centerboard

Nantucket Town

Save 100% on your flight

$1,602

per person

May 28 - Jun 2

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

9.8/10 Exceptional! (105 reviews)

There was hair on our bed, I ask for late due to getting dress for my wedding and I was told

Reviewed on Mar 20, 2026

Browse tours and tickets to explore Bellingham Square Historic District

Tours & day trips

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

Free cancellation available

Private & custom tours

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Boston: Helicopter Skyline Tour

Free cancellation available

Food, drink & nightlife

See all 36 activities

Behind Boston’s Lobster Scene: Small Group Seaport Seafood Experience

Free cancellation available

Adventure & outdoor

See all 11 activities

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

Free cancellation available

Attractions

See all 9 activities

Boston CityPASS®: Admission to Top 4 Attractions

Free cancellation available

Popular places to visit

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Ploughgate Creamery

Naval Hospital Boston Historic District

Though Naval Hospital Boston Historic District might be what brings you to town, perhaps you'll have a chance to explore more of Chelsea while you are here.

Charlestown Navy Yard

You can find out about the history of Boston with a visit to Charlestown Navy Yard. Experience the fascinating museums or attend a sporting event in this vibrant area.

USS Constitution Museum

Play sailor and learn even more about the U.S. Navy’s oldest ship at a museum just across from “Old Ironsides.”

Bunker Hill Monument

Enjoy breathtaking views of Boston and delve into the region’s revolutionary history at this iconic granite monument.

The Freedom Trail

Discover Boston’s best-known historic landmarks on this walking tour.

Chelsea Garden Cemetery

You can find out about the history of Chelsea with a trip to Chelsea Garden Cemetery. Amble around this vibrant area's waterfront or attend a sporting event.