What's it like in Highland Park?

Travelers to Boston's Highland Park neighborhood will be sure to enjoy a stay in this neighborhood. Are you looking for Highland Park travel tips? Be sure to check out Dillaway-Thomas House and Southwest Corridor Park while you're in the neighborhood.

How many hotels will I find in Highland Park?

Expedia has 33 hotels and other accommodations in Highland Park to choose from, making this an ideal home base for exploring the greater Boston area.

If I need to cancel my hotel reservation in Highland Park, will I receive a refund?

Yes! Most hotel reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Add dates, click "Search", then use the "fully refundable" filter to get the best options available in Highland Park.

Where can I learn more about changing or cancelling my trip to Highland Park?

To access more information about picking new dates or cancelling your trip to Highland Park, go to https://www.expedia.com/service/ .

What is there to do in this Boston neighborhood?

A few attractions you might want to check out while you're in Highland Park are Dillaway-Thomas House and Southwest Corridor Park. While you're out sightseeing, Fenway Park and Copley Square are a couple of additional sights to visit in Boston.

How can I get around Highland Park and the greater Boston area?

Ready to get out and explore the city? Roxbury Crossing Station is the closest metro station.

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Dates

February 2026

March 2026

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Our top choices for Highland Park hotels

Premium bedding, down comforters, pillowtop beds, in-room safe

Omni Boston Hotel at the Seaport

Seaport District, 4.7 km from Highland Park

Suzanne

NT$5,738 total

includes taxes & fees

Feb 1 - Feb 2

The Westin Boston Seaport District

Seaport District, 4.7 km from Highland Park

Glendaly

NT$7,033 total

includes taxes & fees

Feb 17 - Feb 18

Hyatt Place Boston/Seaport District

Seaport District, 5.2 km from Highland Park

Sarah

NT$4,925 total

includes taxes & fees

Feb 5 - Feb 6

Hampton Inn Boston Seaport District

Seaport District, 5 km from Highland Park

Yasmin

NT$4,803 total

includes taxes & fees

Feb 16 - Feb 17

Breakfast, lunch, dinner served; American cuisine

The Dagny Boston

Boston Financial District, 4.7 km from Highland Park

Jeffrey

NT$5,397 total

includes taxes & fees

Mar 1 - Mar 2

DoubleTree by Hilton Boston - Downtown

Bay Village, 3.4 km from Highland Park

Jeffrey

NT$4,302 total

includes taxes & fees

Feb 22 - Feb 23

Seaport Hotel Boston

Seaport District, 5 km from Highland Park

Nicholas

NT$5,754 total

includes taxes & fees

Feb 1 - Feb 2

Aloft by Marriott, Boston Seaport District

Seaport District, 4.4 km from Highland Park

Michael

NT$4,736 total

includes taxes & fees

Feb 15 - Feb 16

Presidential Suite | Premium bedding, in-room safe, blackout drapes, iron/ironing board

Hyatt Regency Boston

Downtown Crossing, 4 km from Highland Park

Yohlman

NT$5,233 total

includes taxes & fees

Feb 2 - Feb 3

The Revolution Hotel

2.8 km from Highland Park

Mia Lian

NT$2,859 total

includes taxes & fees

Feb 1 - Feb 2

Staypineapple, A Delightful Hotel, South End

2.9 km from Highland Park

Aimee

NT$2,964 total

includes taxes & fees

Feb 17 - Feb 18

YOTEL Boston

4.7 km from Highland Park

Lourdes

NT$4,884 total

includes taxes & fees

Feb 1 - Feb 2

Boston Marriott Copley Place

Prudential - St. Botolph, 2.5 km from Highland Park

Pam

NT$7,359 total

includes taxes & fees

Feb 15 - Feb 16

InterContinental Boston by IHG

Boston Financial District, 4.6 km from Highland Park

Christine

NT$8,224 total

includes taxes & fees

Feb 15 - Feb 16

Harborside Inn Of Boston

Boston Financial District, 4.9 km from Highland Park

Jessica

NT$3,902 total

includes taxes & fees

Jan 31 - Feb 1

Hilton Boston Park Plaza

Bay Village, 3.3 km from Highland Park

Lauryn

NT$4,745 total

includes taxes & fees

Feb 15 - Feb 16

Sheraton Boston, a Marriott Hotel

Prudential - St. Botolph, 2.3 km from Highland Park

Tyson

NT$5,719 total

includes taxes & fees

Feb 15 - Feb 16

Premium bedding, pillowtop beds, minibar, in-room safe

Renaissance® Boston Seaport District

Seaport District, 5 km from Highland Park

lina

NT$6,351 total

includes taxes & fees

Feb 16 - Feb 17

Nantasket Beach Resort

19.9 km from Highland Park

John

NT$4,895 total

includes taxes & fees

Feb 2 - Feb 3

Eurostars The Boxer

West End, 4.8 km from Highland Park

Jason

NT$5,362 total

includes taxes & fees

Feb 2 - Feb 3

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Where to stay in Highland Park

Find the best Highland Park areas and neighborhoods for the activities you enjoy most.

Downtown Boston

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.

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Back Bay

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

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Seaport District

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

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Beacon Hill

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

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Boston Harbor which includes performance art, music and a bay or harbor

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

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