
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.

The McKernan Inn
Price was $808, price is now $562 per person
$562
per person
Jan 28 - Feb 1
found 21 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Boston (BOS)
This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.

Boston Harbor Hotel
North End
Save 100% on your flight
Price was $952, price is now $676 per person
$676
per person
Feb 27 - Mar 1
just found
Roundtrip flight included
New Orleans (MSY) 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 Dagny Boston
Downtown Boston
Price was $977, price is now $728 per person
$728
per person
Mar 16 - Mar 19
found 2 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A coffee shop, a library, and a computer station are also on offer.

Hotel Commonwealth
Fenway–Kenmore
Price was $859, price is now $644 per person
$644
per person
Mar 16 - Mar 19
found 2 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Boston (BOS)
This smoke-free hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the laundry service, conference space, and valet parking. A lobby fireplace, luggage storage, and concierge services are also on offer.

Omni Parker House
Downtown Boston
Price was $928, price is now $700 per person
$700
per person
Mar 16 - Mar 19
found 2 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, express check-out, and a computer station are also on offer.
Top Chestnut Hill hotels deals

Harborside Inn Of Boston
185 State St Boston MA
$119 nightly
The price is $139 total per night
$139 total
Dec 25 - Dec 26
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 Back Bay
40 Dalton St Boston MA
Free Cancellation
Reserve now, pay when you stay
$167 nightly
The price is $195 total per night
$195 total
Dec 26 - Dec 27
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 business center and free WiFi in public areas. Self parking, express check-in, and express check-out are also offered.
Free WiFi
Restaurant

Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$182 nightly
The price is $212 total per night
$212 total
Dec 25 - Dec 26
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

Seaport Hotel Boston
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $202 total per night
$202 total
Dec 25 - Dec 26
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

The Revolution Hotel
40 Berkeley Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $113 total per night
$113 total
Jan 1 - Jan 2, 2026
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

The Langham, Boston
250 Franklin St Boston MA
Free Cancellation
Reserve now, pay when you stay
$395 nightly
The price is $460 total per night
$460 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.
Pool
Pet friendly
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
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
Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Boston Common
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.
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