A cityscape at sunset with a river, trees, and buildings.

Search Hotels in High Street Hill, Boston

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for High Street Hill hotels

A hotel room with two beds, a round table with chairs, a TV, and large windows with curtains.

1. Iris Hotel Boston

Iris Hotel Boston
4.0 star property
Coolidge Corner South Side, 1.4 km from High Street Hill
9.4 out of 10, Exceptional, (755 reviews)
"Great place to stay"
United States
Allison
The price is ฿8,993
฿10,045 total
includes taxes & fees
1 Nov - 2 Nov
Iris Hotel Boston
A hotel room with a brown leather sofa, a wooden coffee table with a book, a bed with white linens, and two framed black and white photographs on the wall.

2. Arcadian Hotel

Arcadian Hotel
3.5 star property
Coolidge Corner, 1.8 km from High Street Hill
8.2 out of 10, Very good, (4,439 reviews)
"Great location and loved being there."
United States
Seana
The price is ฿4,842
฿6,532 total
includes taxes & fees
1 Nov - 2 Nov
Arcadian Hotel
A modern living room with a fireplace, leather sofas, a glass coffee table, and a framed picture on the wall.

3. Residence Inn by Marriott Boston Downtown / South End

Residence Inn by Marriott Boston Downtown / South End
3.0 star property
3.3 km from High Street Hill
8.8 out of 10, Excellent, (1,004 reviews)
"Very polite staff and daily breakfast offered varied selection."
United States
Denise
The price is ฿6,846
฿7,972 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Boston Downtown / South End
A hotel with a prominent sign reading "The Inn."

4. The Inn at Longwood Medical

The Inn at Longwood Medical
3.5 star property
1.6 km from High Street Hill
8.4 out of 10, Very good, (1,006 reviews)
"The room was convenient to Fenway Park and several restaurants. We had a pleasant stay."
United States
Daniel
The price is ฿9,325
฿11,835 total
includes taxes & fees
30 Oct - 31 Oct
The Inn at Longwood Medical
A buffet area with various food items, a coffee station, and a seating area in the background.

5. Hampton Inn & Suites Boston Crosstown Center

Hampton Inn & Suites Boston Crosstown Center
3.0 star property
3.9 km from High Street Hill
8.0 out of 10, Very good, (1,896 reviews)
"Great place and great Cuban dinner and breakfast!"
United States
Karin
The price is ฿3,962
฿4,613 total
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn & Suites Boston Crosstown Center
A modern living room with a fireplace, seating area, and large windows.

6. Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston
2.5 star property
5 km from High Street Hill
9.4 out of 10, Exceptional, (1,200 reviews)
"My second stay here - convenient and nice area to eat and shop. Hotel was clean and quiet - staff friendly"
United States
Gina
The price is ฿5,387
฿6,017 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Watertown Boston
An outdoor seating area with tables and chairs, a bar, and a view of Fenway Park.

7. Hotel Commonwealth

Hotel Commonwealth
4.5 star property
3 km from High Street Hill
9.4 out of 10, Exceptional, (2,363 reviews)
"It was a very enjoyable stay"
United States
Patricia
The price is ฿9,947
฿13,145 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Commonwealth
A bar area with a city view, bar stools, and a bar counter.

8. citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
3.4 km from High Street Hill
9.4 out of 10, Exceptional, (3,275 reviews)
"We stay here every year and couldn’t recommend it more. Clean, great staff, and a wonderful location."
United States
Alexandria
The price is ฿6,907
฿8,043 total
includes taxes & fees
1 Nov - 2 Nov
citizenM Boston Back Bay
An outdoor seating area with a fire pit, sofas, and chairs.

9. Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
7.2 km from High Street Hill
9.4 out of 10, Exceptional, (2,469 reviews)
"Great stay"
United States
Levi
The price is ฿6,538
฿7,614 total
includes taxes & fees
10 Nov - 11 Nov
Hyatt Place Boston/Seaport District
A modern hotel with a prominent Hampton Inn sign, featuring a multi-story structure with a central courtyard and a landscaped area.

10. Hampton by Hilton at the Boston Seaport District

Hampton by Hilton at the Boston Seaport District
3.0 star property
7 km from High Street Hill
9.2 out of 10, Wonderful, (2,910 reviews)
"Stayed here with my family and would definitely recommend"
United States
Tyler
The price is ฿5,102
฿5,941 total
includes taxes & fees
1 Nov - 2 Nov
Hampton by Hilton at the Boston Seaport District
A restaurant with a long dining area, high ceilings, and exposed beams. Tables are set with glassware and centerpieces.

11. The Dagny Boston

The Dagny Boston
4.0 star property
6.4 km from High Street Hill
9.6 out of 10, Exceptional, (7,281 reviews)
"Great hotel in convenient location, very comfortable!"
United States
Scott
The price is ฿8,419
฿10,976 total
includes taxes & fees
8 Nov - 9 Nov
The Dagny Boston
A cityscape with a prominent hotel featuring a classic facade, a modern high-rise, and a historic building with arched windows.

12. The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel
4.0 star property
4.2 km from High Street Hill
9.2 out of 10, Wonderful, (1,513 reviews)
"Wonderful location and lovely rooms."
United States
Jean
The price is ฿9,093
฿11,956 total
includes taxes & fees
30 Oct - 31 Oct
The Westin Copley Place, Boston, a Marriott Hotel
A courtyard with string lights, outdoor seating, and a brick building facade.

13. Residence Inn by Marriott Boston Downtown/Seaport

Residence Inn by Marriott Boston Downtown/Seaport
3.0 star property
6.4 km from High Street Hill
9.6 out of 10, Exceptional, (753 reviews)
"The room was great. The staff was very helpful. Parking was very easy."
United States
Richard
The price is ฿10,227
฿11,909 total
includes taxes & fees
30 Oct - 31 Oct
Residence Inn by Marriott Boston Downtown/Seaport
The exterior of the Harborside Inn Boutique Hotel with a glass entrance, numbered room 185, and two large potted plants at the entrance.

14. Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
6.5 km from High Street Hill
9.2 out of 10, Wonderful, (7,146 reviews)
"Great location, beautiful hotel."
United States
Sabrina
The price is ฿7,514
฿8,750 total
includes taxes & fees
8 Nov - 9 Nov
Harborside Inn Of Boston
A modern lobby with a leather sofa, two round wooden tables, a flat-screen TV mounted on a textured wall, and a glass partition with a view of the outdoors.

15. Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton
3.5 star property
6.3 km from High Street Hill
8.4 out of 10, Very good, (2,706 reviews)
"Was a great stay."
United States
Samantha
The price is ฿3,534
฿3,948 total
includes taxes & fees
8 Nov - 9 Nov
Four Points by Sheraton Boston Newton
A modern lounge area with a red sofa, bookshelves, a fireplace, and a bar area.

16. Cambria Hotel Boston Somerville

Cambria Hotel Boston Somerville
3.0 star property
6.2 km from High Street Hill
9.8 out of 10, Exceptional, (1,005 reviews)
"Fantastic hotel and great location!"
United States
Mary
The price is ฿6,679
฿7,461 total
includes taxes & fees
1 Nov - 2 Nov
Cambria Hotel Boston Somerville
A hotel room with a large bed, a desk with a chair, a sofa, and a television.

17. The Lenox Hotel Boston

The Lenox Hotel Boston
4.5 star property
4.1 km from High Street Hill
9.6 out of 10, Exceptional, (1,773 reviews)
"Fantastic stay. Great hotel."
Canada
Courtney
The price is ฿13,127
฿15,286 total
includes taxes & fees
30 Oct - 31 Oct
The Lenox Hotel Boston
A grand lobby with a chandelier, marble flooring, and a staircase leading to a door.

18. The Eliot Hotel

The Eliot Hotel
4.0 star property
3.4 km from High Street Hill
9.6 out of 10, Exceptional, (1,005 reviews)
"The Eliot is in a fantastic location. The hotel has a lovely charm and the staff are very friendly and helpful. A great place to stay in Boston"
Australia
shaun
The price is ฿13,244
฿15,423 total
includes taxes & fees
1 Nov - 2 Nov
The Eliot Hotel
A rooftop pool area with lounge chairs and umbrellas, overlooking a cityscape.

19. The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay
4.0 star property
3.7 km from High Street Hill
9.2 out of 10, Wonderful, (2,506 reviews)
"Great place to stay!"
United States
Kathleen
The price is ฿10,588
฿13,502 total
includes taxes & fees
18 Oct - 19 Oct
The Colonnade Hotel Back Bay
A hotel room with a large bed, a sofa, a desk, and a view of a cityscape with a bridge.

20. Courtyard by Marriott Boston Downtown/North Station

Courtyard by Marriott Boston Downtown/North Station
3.0 star property
6.5 km from High Street Hill
9.4 out of 10, Exceptional, (1,514 reviews)
"Overall would stay again!"
United States
Steve
The price is ฿7,952
฿10,433 total
includes taxes & fees
8 Nov - 9 Nov
Courtyard by Marriott Boston Downtown/North Station
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.
View all properties

Where to stay in High Street Hill

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

Downtown Boston

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

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

Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window 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

Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.

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

Beacon Hill

Lose yourself in the charming streetscapes, historic buildings and village-like atmosphere of Boston’s oldest and wealthiest suburbs.

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.

Top High Street Hill Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Clean, friendly staff and the location is excellent!"
laura 2-night trip
Posted less than an hour ago
Harborside Inn Of Boston

Frequently asked questions

What's it like in High Street Hill?
Travellers will be sure to enjoy their time in Brookline's High Street Hill neighbourhood.
How many hotels can I expect to find in the High Street Hill area?
Book one of Expedia's 8 hotels and other accommodation options in High Street Hill and start exploring everything Brookline has to offer.
If I need to cancel my hotel reservation in High Street Hill, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of booking. Put your dates in and click on "Search", then filter by "fully refundable" to view the best options available in High Street Hill.
What can I see and do in this Brookline neighbourhood?
Don't miss favourite places to visit in the surrounding area, such as Fenway Park, Copley Square and Harvard Square. While you're out sightseeing in Brookline, make sure that you visit other sights such as Frederick Law Olmsted National Historic Site or Warren Anatomical Museum.