Chestnut Hill Reservation Tours and Activities

Chestnut Hill Reservation

Plan a trip to see Chestnut Hill Reservation

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was AU$999, price is now AU$814 per person
AU$814
per person
18 Aug - 21 Aug
found 3 hours ago
Return flight included
Los Angeles (LAX) to Boston (BOS)
9.2/10 Wonderful! (1,185 reviews)
Property was beautiful. Room was clean. Bed and pillows were comfortable. There was a wedding on the property and during the night it got very loud in the hallways. This was a great choice would stay again

Reviewed on 31 May 2026

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Price was AU$1,157, price is now AU$955 per person
AU$955
per person
18 Aug - 21 Aug
found 3 hours ago
Return flight included
Los Angeles (LAX) to Boston (BOS)
7.4/10 Good! (885 reviews)
My husband and I enjoyed our time at the Boston Hotel. The receptionist was very helpful and accommodating. We will definitely visit again! Thank you!

Reviewed on 25 May 2026

enVision Hotel Boston Everett

enVision Hotel Boston Everett

2 out of 5
Price was AU$1,054, price is now AU$879 per person
AU$879
per person
18 Aug - 21 Aug
found 3 hours ago
Return flight included
Los Angeles (LAX) to Boston (BOS)
8.6/10 Excellent! (1,013 reviews)
It has onsite parking. Paid. Close to the airport. Seems to be new construction.

Reviewed on 31 May 2026

Tours & day trips

See all 296 activities
Boston Old Town Trolley Hop-on Hop-Off City Tour

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

Activity duration is 1 day
9.0 out of 10 with 771 reviews
Free cancellation available
Price is AU$73 per adult
Boston Old Town Trolley Hop-on Hop-Off City TourOpens in new tab

Private & custom tours

See all 69 activities
Boston: Helicopter Skyline Tour

Boston: Helicopter Skyline Tour

Activity duration is 30 minutes
10.0 out of 10 with 8 reviews
Free cancellation available
Price is AU$417 per adult
Boston: Helicopter Skyline TourOpens in new tab

Food, drink & nightlife

See all 45 activities
Boston to Martha's Vineyard with Optional Island Tour

Boston to Martha's Vineyard with Optional Island Tour

Activity duration is 13 hours
9.0 out of 10 with 210 reviews
Free cancellation available
Price is AU$180 per adult
Boston to Martha's Vineyard with Optional Island TourOpens in new tab

Classes & workshops

See all 15 activities
Boston: Sunset Tall Ship Harbour Cruise

Boston: Sunset Tall Ship Harbour Cruise

Activity duration is 2 hours
9.4 out of 10 with 37 reviews
Free cancellation available
Price is AU$118 per adult
Boston: Sunset Tall Ship Harbour CruiseOpens in new tab

Attractions

See all 12 activities
Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

Activity duration is 9 days
9.2 out of 10 with 145 reviews
Free cancellation available
Price is AU$117 per adult
Boston CityPASS®: Admission to Top 4 AttractionsOpens in new tab

Popular places to visit

Chestnut Hill Reservoir

Chestnut Hill Reservoir

Commune with nature and explore the great outdoors at Chestnut Hill Reservoir during your travels in Boston. Amble around this vibrant area's riverfront or attend a sporting event.

Chestnut Hill Reservoir
Boston_BostonCollege_6092291_05

Boston College

5/5(1 review)

Take a campus tour or just explore the area of Boston College during your trip to Boston. Stroll along the riverfront or attend a sporting event in this vibrant area.

Boston College
McMullen Museum of Art is the university art museum of Boston College in Brighton, city of Boston, Massachusetts MA, USA.

McMullen Museum

You can study the exhibits at McMullen Museum, a museum with a storied past, during your trip to Newton. Experience the fascinating museums or attend a sporting event in this vibrant area.

McMullen Museum
Frederick Law Olmsted National Historic Site NHS at 99 Warren Street in town of Brookline near Boston, Massachusetts, MA, USA.

Frederick Law Olmsted National Historic Site

You can find out about the history of Brookline with a stop at Frederick Law Olmsted National Historic Site. Experience the acclaimed art galleries or attend a sporting event in this vibrant area.

Frederick Law Olmsted National Historic Site
Coolidge Corner Theatre

Coolidge Corner Theatre

Enjoy a performance at Coolidge Corner Theatre, a theatre with a story to tell in Brookline. Experience the acclaimed theatre scene and fascinating museums in this vibrant area.

Coolidge Corner Theatre
Historic buildings on Beals Street in the Coolidge Corner of Brookline near Boston, Massachusetts, MA, USA. John Fitzgerald Kennedy National Historic Site NHS is located on this street.

John Fitzgerald Kennedy National Historic Site

You can find out about the history of Brookline with a visit to John Fitzgerald Kennedy National Historic Site. Stroll along the riverfront or experience the acclaimed art galleries in this vibrant area.

John Fitzgerald Kennedy National Historic Site

Top Chestnut Hill Reservation Hotel & Accommodation Deals

AC Hotel by Marriott Boston Cleveland Circle

AC Hotel by Marriott Boston Cleveland Circle

3.5 out of 5
395 Chestnut Hill Ave Boston MA
AC Hotel by Marriott Boston Cleveland Circle
The Boston Hotel

The Boston Hotel

2 out of 5
40 Mt Hood Road Boston MA
The Boston Hotel
Beacon Inn 1750

Beacon Inn 1750

3 out of 5
1750 Beacon Street Brookline MA
Beacon Inn 1750
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
400 Soldiers Field Road Boston MA
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Hyatt Regency Boston/Cambridge
Arcadian Hotel

Arcadian Hotel

3.5 out of 5
1200 Beacon St Brookline MA
Arcadian Hotel
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
30 Webster St Brookline MA
Iris Hotel Boston
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2 out of 5
89 Marion St Brookline MA
Maverick Suites at 89 Marion
The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston

Boston MA
The Pistachio Room at TPH - Boston
See all 3,470 properties in Chestnut Hill Reservation
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.