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Chestnut Hill flight + hotel packages

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Fairmont Copley Plaza, Boston
Raffles Boston
The Langham, Boston
Mandarin Oriental, Boston
XV Beacon

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Chestnut Hill Vacations

Have more fun, stress less and wander wisely in Chestnut Hill! Get your escape off to the perfect start by finding out a thing or two about this interesting destination.

Chestnut Hill is a neighborhood in Boston, the state capital of Massachusetts. It's about 6 miles (10 kilometers) to the southwest of the middle of town.

Forget the big-name attractions — it's the locals that make a place tick. Here in Boston, you'll discover 600,000 of them.

Places to visit in Chestnut Hill

Breathe easy in the cool shade and take in the selection of unusual and fascinating types of flora at Arnold Arboretum. Want some more close by options? Discover exhibits that illustrate and celebrate the history of transport at Larz Anderson Auto Museum. A fascinating display of the evolution of transportation, it features a collection of vehicles and objects of yesteryear. But there's more. Few things give us a firsthand look into bygone days quite like old houses. Why not take a guided tour around Frederick Law Olmsted National Historic Site and learn a few stories about what went on behind its doors?

Where do you fly into for Chestnut Hill?

Touching down in Logan International Airport (BOS)? Get through security, exit the terminal and you'll be 8 miles (13 kilometers) to the northeast from the heart of Chestnut Hill.

Frequently asked questions

How much are vacation packages to Chestnut Hill?
Starting at just CA $733, hotel and flight packages are the perfect way to make your vacation budget stretch further. Watch out Chestnut Hill — here you come!
Where can I get the best vacation package deals for Chestnut Hill?
Look no further than Travelocity. With access to 400 airlines and a massive 1,000,000 properties across the globe, selecting the perfect Chestnut Hill package deal couldn’t be easier.
Why should I book my Chestnut Hill vacation package via Travelocity?
With our Price Match Guarantee, we’ll match any cheaper price you’re able to find. Add on our 24/7 customer support and superb service and the vacation you’ve been dreaming of is well within reach.
Will I save money on my Chestnut Hill car rental if I book it with hotels and flights?
Combining your flight, hotel and car into a Chestnut Hill vacation package is a great way to score better prices. Plus, having your own set of wheels gives you total freedom to get to all those landmarks you’re itching to see. Located 56 kilometers from Chestnut Hill, Plymouth Rock is one attraction that should be on your itinerary. Buckle up and make a day trip of it.
Which airport is best for Chestnut Hill?
Logan Intl. Airport (BOS) is popular. You’ll find it approximately 13 kilometers northeast of Chestnut Hill. Other options worth considering are T.F. Green Airport (PVD) (72 kilometers away from central Chestnut Hill) and Manchester-Boston Regional Airport (MHT) (72 kilometers away from central Chestnut Hill).
Where should I stay when visiting Chestnut Hill?
The Trendy Chestnut Hill 1BR w/ W/D & Gym, nr Hancock Village, by Blueground is the number one choice of many visitors. Book as soon as possible before it’s too late.

Photos of local treasures

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Photo by Ed Gaffny
Photo by Ed Gaffny
Photo by Yasmin
Photo by Yasmin