Deals on vacations and trips to Chestnut Hill
Chestnut Hill flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
Price was $1,070, price is now $379 per person
$379
per person
Feb 6 - Feb 10
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,247, price is now $770 per person
$770
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Boston (BOS)
A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,027, price is now $687 per person
$687
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
The Charles Hotel
West Cambridge
Save 100% on your flight
Price was $1,274, price is now $858 per person
$858
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Houston (HOU) to Boston (BOS)
A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.
Top Chestnut Hill hotels deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $219 total per night
$219 total
Dec 7 - Dec 8
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.
Pool
Pet friendly
citizenM Boston North Station
70 Causeway Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $125 total per night
$125 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, a communal living room, and express check-in are also on offer.
Free WiFi
Restaurant
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$208 nightly
The price is $242 total per night
$242 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.
Pool
Hot Tub
The Revolution Hotel
40 Berkeley Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $143 total per night
$143 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
Pet friendly
Free WiFi
Harborside Inn Of Boston
185 State St Boston MA
$119 nightly
The price is $139 total per night
$139 total
Dec 7 - Dec 8
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.
Free WiFi
Restaurant
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $171 total per night
$171 total
Dec 15 - Dec 16
Total with taxes and fees
This luxury hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a 24-hour business center, and a coffee shop are also offered.
Pet friendly
Free WiFi
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.
Popular places to visit
Boston College
4.5/5(354 reviews)
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.
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.
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.
Frequently asked questions
Photos of local treasures
Browse Chestnut Hill vacation photos for more inspiration
Book a vacation to Chestnut Hill
Explore More Ways to Travel with Travelocity
- Car rentals in Boston
- Hotels in Downtown Boston
- Car rentals at Boston Airport (BOS)
- Things to do in Brookline
- Cheap Hotels in Newton
- Hotels in Brookline
- Hotels near Boston College
- Hotels in Brighton
- Hotels near Fenway Park
- Boston vacations
- Hotels in Boston
- Visit Boston Museum of Fine Arts
- Visit Isabella Stewart Gardner Museum
- Flights to Boston
- Cheap Hotels in Boston
- Car rentals in Brookline