Chestnut Hill Vacations from $300
Book a Hotel + Flight or Car together to unlock savings
Photo by Ed Gaffny
Your Chestnut Hill Vacation
When a getaway to the city is calling, answer it with a Chestnut Hill vacation package. The neighborhood of Downtown Boston, which is great for nightlife, shopping and bars and pubs, makes a wonderful base for your adventures. Love to start exploring your surroundings? Boston College, Agganis Arena and Coolidge Corner Theatre are just a few of the best places to visit during your trip to Chestnut Hill. Your perfect Chestnut Hill vacation is clicks away. Explore airfares, hotels and more on Expedia for a trip that's tailored to suit your travel style.
The Latest Chestnut Hill Vacation Packages
Price found within the past 48 hours. Click for updated prices.
D. Hotel Suites & Spa
Save 100% on your flight
per person
Aug 23 - Aug 26
found 20 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
9.4/10 Exceptional! (2,275 reviews)
I stayed to go to my granddaughters graduation and it was just what I needed. Staff was great, the continental breakfast was yummy. I will definitely stay again if I am in the area.
Reviewed on Jun 7, 2024
Mandarin Oriental, Boston
Back Bay
Save 100% on your flight
per person
Jul 25 - Jul 28
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (275 reviews)
This is a beautiful hotel with a great gym and first class service. The housekeeping team is world class.
Reviewed on Jun 5, 2024
Chestnut Hill Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Logan Intl. Airport (BOS) |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Coolidge Corner Theatre, Larz Anderson Auto Museum and Larz Anderson Park |
Chestnut Hill Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $179 per night from Jul 5 to Jul 6
$179
$238 total
includes taxes & fees
Jul 5 - Jul 6
9/10 Wonderful! (2,152 reviews)
"The room was very modern, stylish and comfortable."
Reviewed on Jun 4, 2024
Omni Parker House
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $170 per night from Jul 4 to Jul 5
$170
$233 total
includes taxes & fees
Jul 4 - Jul 5
8.8/10 Excellent! (2,692 reviews)
"Historic property Great location Area around property with several unhoused individuals"
Reviewed on Jun 6, 2024
The Revolution Hotel
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $143 per night from Jun 16 to Jun 17
$143
$167 total
includes taxes & fees
Jun 16 - Jun 17
8.6/10 Excellent! (1,519 reviews)
"Only think was that it’s a shared Water Closet. But still individual bathing rooms"
Reviewed on Jun 6, 2024
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.
Frequently asked questions
Discover the most popular places to visit in Chestnut Hill
Fenway Park
4.5/5(2,499 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
4.5/5(1,966 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Boston Common
4.5/5(4,786 reviews)
The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.
What to do in Chestnut Hill
Boston CityPASS®: Admission to Top 4 Attractions
$79
Per adult
90% of travellers recommend
Bewitched Walking Tour of Salem
$30
Per adult
98% of travellers recommend
Freedom Trail: Small Group Tour of Revolutionary Boston
$39
Per adult
100% of travellers recommend
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Hotels
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.