Chestnut Hill Reservation

Price found within the past 48 hours. Click for updated prices.
The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Price was €949, price is now €603 per person
€603
per person
25 Feb - 2 Mar
found 6 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,218 reviews)
Very nice clean room. I was happy to see the personnel’s attentiveness. The facilities, including the Irving are first rate.

Reviewed on 24 Dec 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €2,051, price is now €1,045 per person
€1,045
per person
25 Feb - 2 Mar
found 8 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Everything was wonderful including a delicious breakfast. We will definitely return.

Reviewed on 17 Dec 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was €1,429, price is now €888 per person
€888
per person
25 Feb - 2 Mar
found 8 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Thank you for the room upgrade. I really appreciated it.

Reviewed on 20 Dec 2025

Tours & day trips

See all 163 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 762 reviews
Free cancellation available
Price is €45 per adult
Boston Old Town Trolley Hop-on Hop-Off City TourOpens in new tab

Private & custom tours

See all 52 activities
Boston: Helicopter Skyline Tour

Boston: Helicopter Skyline Tour

Activity duration is 30 minutes
10.0 out of 10 with 1 review
Free cancellation available
Price is €254 per adult
Boston: Helicopter Skyline TourOpens in new tab

Food, drink & nightlife

See all 23 activities
Boston Harbour: Winter Holiday Weekend Brunch Cruise

Boston Harbour: Winter Holiday Weekend Brunch Cruise

Activity duration is 2 hours
Free cancellation available
Price is €90 per adult
Boston Harbour: Winter Holiday Weekend Brunch CruiseOpens in new tab

Attractions

See all 8 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 €67 per adult
Boston CityPASS®: Admission to Top 4 AttractionsOpens in new tab

Classes & workshops

See all 5 activities
Italian Dinner with Tiramisu Finale in Boston

Italian Dinner with Tiramisu Finale in Boston

Activity duration is 3 hours
Price is €122 per adult
Italian Dinner with Tiramisu Finale in BostonOpens 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 College

Boston College

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
Coolidge Corner Theatre

Coolidge Corner Theatre

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

Coolidge Corner Theatre

Alumni Stadium

Catch an event at Alumni Stadium during your trip to Boston. Experience the acclaimed art galleries and fascinating museums in this vibrant area.

Alumni Stadium

Osher Clinical Center

If Osher Clinical Center is what brings you to town, hopefully you'll have a chance to explore more of Brookline.

Osher Clinical Center

Conte Forum

Catch an event at Conte Forum during your trip to Boston. Experience the area's art scene and live music.

Conte Forum

Top Hotel 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
The Arcadian Hotel

The Arcadian Hotel

3.5 out of 5
1200 Beacon St Brookline MA
The Arcadian Hotel
Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston

2.5 out of 5
25 Bond Street Watertown MA
Hampton Inn & Suites Watertown Boston
Courtyard by Marriott Boston Brookline

Courtyard by Marriott Boston Brookline

3 out of 5
40 Webster St Brookline MA
Courtyard by Marriott Boston Brookline
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2 out of 5
89 Marion St Brookline MA
Maverick Suites at 89 Marion
Charles River Inn

Charles River Inn

2 out of 5
1800 Soldiers Fld Rd Boston MA
Charles River Inn
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
30 Webster St Brookline MA
Iris Hotel Boston
See all 3,317 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.