Chestnut Hill Vacation Packages

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Flight and hotel packages to Chestnut Hill

Price found within the past 48 hours. Click for updated prices.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 5 - Jun 8
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 28 - Jul 1
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the sauna, bar/lounge, and limo/town car service.
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
Save 100% on your flight
per person
Jun 17 - Jun 21
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
This aparthotel features an indoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. Enjoy the seasonal outdoor pool and perks like free WiFi.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Jun 26 - Jun 30
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Valet parking, a 24-hour business center, and a coffee shop are also offered.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jun 26 - Jun 30
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a garden, and a lobby fireplace are also offered.

Top Chestnut Hill hotel deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4.5 out of 5
450 Summer Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
The price is $219 per night
$219
per night
May 2 - May 3
A full-service spa, 4 restaurants, and A 24-hour gym are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. Valet parking, a business center, and a coffee shop are also offered.
Pet friendly
Breakfast available
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
Free Cancellation
Reserve now, pay when you stay
The price is $206 per night
$206
per night
May 27 - May 28
This eco-certified hotel's 2 restaurants, 3 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a garden, and a snack bar/deli are also on offer.
Pet friendly
Breakfast available
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
The price is $220 per night
$220
per night
May 27 - May 28
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 grocery/convenience store, and a library are also on offer.
Pet friendly
Breakfast available
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St, Boston, MA
The price is $249 per night
$249
per night
May 5 - May 6
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.
Breakfast available
Free WiFi
Omni Parker House

Omni Parker House

4 out of 5
60 School St, Boston, MA
Free Cancellation
Reserve now, pay when you stay
The price is $186 per night
$186
per night
May 27 - May 28
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and concierge services and wedding services are also offered.
Pet friendly
Breakfast available
Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport

3 out of 5
230 Lee Burbank Hwy, Revere, MA
Free Cancellation
Reserve now, pay when you stay
The price is $165 per night
$165
per night
May 12 - May 13
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy perks like free continental breakfast and free train station pick-up.
Pet friendly
Breakfast included
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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 in Chestnut Hill

Image for Fenway Park

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.

Fenway Park
Image for Harvard University

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.

Harvard University
Image for New England Aquarium

New England Aquarium

4.5/5(1,678 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

Frequently asked questions

How much are vacation packages to Chestnut Hill?
Your travel dreams can become a reality in Chestnut Hill from an impressive $668. Package deals include flights and hotels, and they’ll make booking your trip a cinch. All you’ll have to worry about is what amazing attraction you’ll head to first.
Where can I get the best vacation package deals for Chestnut Hill?
Snapping up a great package deal to Chestnut Hill is easy with Travelocity. With access to 400 air carriers and 1,000,000 properties around the world, the choice is yours when it comes to selecting your hotels and flights.
Why should I book my Chestnut Hill vacation package via Travelocity?
Fantastic savings, loads of thrilling destinations and 24/7 customer service — that’s why. And with our Price Match Guarantee, you can rest easy knowing that you’ll always get the best possible deal with Travelocity.
Can I save money on my Chestnut Hill car rental if I bundle it with hotels and flights?
You sure can — bundle your car, flight and hotel into a Chestnut Hill vacation package and you can save plenty. With so much to see in the Chestnut Hill area, having your own wheels will make exploring a joy. Once you’re behind the wheel, crank up the tunes and cruise toward Plymouth Rock, a renowned attraction around 35 mi from Chestnut Hill.
What is the best time of year to go to Chestnut Hill?
Visit in and spend more cash on exciting experiences, rather than your hotel. This is the most cost-effective month to book a stay. Prices are highest in , so try to avoid this time if you’re hoping to save. July, August and October are the busiest months in Chestnut Hill. You’ll need to book early and be ready to pay higher prices. November, December and January are the least popular months to travel.
Which airport is best for Chestnut Hill?
It’s likely you’ll touch down at Logan Intl. Airport (BOS), which is 8 mi northeast of inner Chestnut Hill. T.F. Green Airport (PVD) (45 mi away from central Chestnut Hill) and Manchester-Boston Regional Airport (MHT) (45 mi away from central Chestnut Hill) are other options.
Where should I stay when visiting Chestnut Hill?
If you’re looking for somewhere to base yourself, check out the Serene Chestnut Hill 2BR nr Boston College T, by Blueground. It’s the top choice for many visitors.