Chestnut Hill Travel Guide

Boston

An aerial view of a river flanked by dense forests with autumn foliage.
A golf course with a clear path, trees, and a distant hill.
A library with wooden floors, multiple computer stations, and people working.
A large stone building with a clock tower and a green lawn in front.
A building with a black ornate entrance, number 172, and decorative ironwork.

Stay near popular Chestnut Hill attractions

A large stone building with a clock tower and a green lawn in front.

Boston College

9.0/10 (450 reviews)
Walk around the campus of Boston College, a top university in Boston. Stroll along the riverfront or attend a sporting event in this vibrant area.
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Things to do

Boston Hop-On Hop-Off Trolley Tour

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

£37
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

£35
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

£53
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

£28
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
Boston: Freedom Trail History Small Group Walking Tour

Boston: Freedom Trail History Small Group Walking Tour

£30
per adult
100% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
Boston's Freedom Trail: A Revolutionary Walking Tour

Boston's Freedom Trail: A Revolutionary Walking Tour

£23
per adult
98% of travellers recommend
Boston's Freedom Trail: A Revolutionary Walking Tour
See all activities in Boston

Top hotels in Chestnut Hill

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is £166 per night from 22 Nov to 23 Nov
£166
22 Nov - 23 Nov
includes taxes & fees
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 £86 per night from 24 Nov to 25 Nov
£86
24 Nov - 25 Nov
includes taxes & fees
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! (2,998 reviews)
"Excellent location and amenities"

Reviewed on 30 Oct 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is £137 per night from 29 Nov to 30 Nov
£137
29 Nov - 30 Nov
includes taxes & fees
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 ...
Seaport Hotel Boston
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
The price is £204 per night from 24 Nov to 25 Nov
£204
24 Nov - 25 Nov
includes taxes & fees
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 ...
9.6/10 Exceptional! (4,299 reviews)
"Had a longer than normal wait to check in but stay was great. Will be back in again in the future."

Reviewed on 30 Oct 2026

Encore Boston Harbor
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is £101 per night from 22 Nov to 23 Nov
£101
22 Nov - 23 Nov
includes taxes & fees
Stay at this hotel in Boston. Enjoy free Wi-Fi, a 24-hour front desk and a business centre. Our guests praise the breakfast and the restaurant in their reviews. ...
9.2/10 Wonderful! (7,179 reviews)
"Great location for sporting the City right next to a metro stop. A massive DVD library with a player in the room was a neat touch too"

Reviewed on 30 Oct 2026

Harborside Inn Of Boston
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
10 Huntington Ave Boston MA
The price is £180 per night from 22 Nov to 23 Nov
£180
22 Nov - 23 Nov
includes taxes & fees
Stay at this business-friendly hotel in Boston. Enjoy 5 restaurants, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff ...
9.2/10 Wonderful! (1,508 reviews)
"Staff, room, property were all perfection! Thankyou! I will come again."

Reviewed on 29 Oct 2026

The Westin Copley Place, Boston, a Marriott Hotel
See all 3,850 properties in Chestnut Hill
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 Chestnut Hill

Find the best Chestnut Hill areas for the activities you enjoy most. Learn more about Chestnut Hill
Learn more about Chestnut Hill
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.

Chestnut Hill Travel Guide

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