Chestnut Hill Vacation Packages
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Top Holiday Package Deals in Chestnut Hill
Price found within the past 48 hours. Click for updated prices.
Where to stay in Chestnut Hill
Find the best Chestnut Hill areas and neighborhoods for the activities you enjoy most. Learn more about Chestnut Hill
Center City
3 out of top 10 points of interest in this area
Boasting a dense downtown area, Center City offers a plethora of restaurants, bars, and cultural institutions like Kimmel Center and Academy of Music. Explore Penn's Landing, Old City, or the medical Mütter Museum, and enjoy convenient transport options.
Rittenhouse Square
While you're in Rittenhouse Square, take in top sights like Walnut Street or Rittenhouse Row, and hop on the metro to see more the city at 15th-16th & Locust Station or 19th St Station.
Old City
Discover history at Independence National Historical Park, stroll along the 3rd Street Corridor for galleries and boutiques, and enjoy vibrant nightlife with quality restaurants and bars. Don't miss the monthly First Friday event for art and design showcases.
University City
1 out of top 10 points of interest in this area
Home to prestigious universities like Penn and Drexel, this vibrant area offers cultural experiences at the Penn Museum and Institute of Contemporary Art. Enjoy shopping at the 40th Street retail corridor and easy access to various transportation options.
Market East
Enjoy the popular shops in Market East. Reading Terminal Market is a worthwhile stop, and you can jump on the metro at 11th St Station or 8th St Station to see more of Philadelphia.
Chestnut Hill Hotel Deals
Club Quarters Hotel Rittenhouse Square, Philadelphia
1628 Chestnut St Philadelphia PA
Fully refundableReserve now, pay when you stay
CA $197
CA $229 total
Sep 10 - Sep 11
includes taxes & fees
The Windsor Suites
1700 Ben Franklin Pkwy Philadelphia PA
Fully refundableReserve now, pay when you stay
CA $155
CA $180 total
Sep 7 - Sep 8
includes taxes & fees
Sofitel Philadelphia at Rittenhouse Square
120 S 17th St Philadelphia PA
Fully refundableReserve now, pay when you stay
CA $242
CA $327 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (2,702 reviews)
"The breakfast – all the pastries and bread tasted like a refrigerator, as if they had been in a refrigerator or freezer a couple of days unwrapped. Why not have freshly baked pastries? Didn’t like the option not to have the room cleaned. Very uncomfortable with that arrangement. Also the $22 every ..."
Reviewed on Sep 2, 2026
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
How much does a Chestnut Hill vacation package cost?
Perhaps less than you imagined — from only CA $1,368, in fact! By combining hotels, flights and car rentals into your own tailor-made travel package, your trip to Chestnut Hill is just a few clicks away.
How do I get a cheap travel package to Chestnut Hill?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, flights, rental cars and activities — we've got everything you need. Choose a combination that best suits you and watch your savings pile up. Of course, a package deal is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 hotel options from all over the world, which lets you customize your Chestnut Hill vacation.
Where should I stay in Chestnut Hill?
Most who travel to Chestnut Hill include Liberty Bell Center and Independence Hall on their itineraries. Why not choose a hotel right near these fantastic attractions?
What are the top hotels in Chestnut Hill?
Get your escape off to a good start by booking a stay at Chestnut Hill Cottage - Rest, Play And Explore. It's one of most popular properties in Chestnut Hill. Another welcoming option is Chestnut Hill Rental Home.
How far in advance should I book my Chestnut Hill vacation?
Your best bet is to book early. Air carriers generally advertise flights nearly 12 months prior to departure, and this is when you can pick up some rock-bottom prices. Just been told you need to take your vacation time next month? No sweat. Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Chestnut Hill travel package include?
Hotels, flights and car rentals — we bring you the best deals. All you have to do is pick and choose your favorite combination. After you've made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it easy to put together an awesome Chestnut Hill escape.
What should I know before booking a Chestnut Hill travel package?
When you book your flights, hotels and car rentals together, you'll score great discounts. Whether you're planning a beach break in a villa or want to stay in a cozy apartment in the city, Expedia can make it happen for less.
Can I choose my airline with a Chestnut Hill Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You can pick and choose your flights, hotels and more. We have access to more than 550 airline partners across the globe, so you have options galore when putting together your Chestnut Hill escape.
If I'm not able to travel, can I cancel my Chestnut Hill vacation package?
Because we understand life is full of surprises, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you've booked your Chestnut Hill vacation package in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
Stay near popular Chestnut Hill attractions
Morris Arboretum
6.8/10 (6 reviews)
Stroll among ancient trees, wetland tours and garden displays, in this peaceful setting that offers a reprieve from urban sightseeing.
Woodmere Art Museum
You can browse the exhibits at Woodmere Art Museum, a museum with a story of its own, during your travels to Philadelphia. Discover the top-notch restaurants and acclaimed art scene in this vibrant area.
Hipster Home
Enjoy an outing to Hipster Home during your stay in Philadelphia. Discover the acclaimed art scene and shops in this vibrant area.
The Stagecrafters Theater
Enjoy a show at The Stagecrafters Theater, a storied theater in Philadelphia. Experience the fascinating museums and acclaimed theater scene in this vibrant area.
Things to do
LEGOLAND® Discovery Center Philadelphia
CA $35
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
CA $82
per adult
82% of travellers recommend
BYOB Historically Hilarious Trolley Tour of Philadelphia
CA $67
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.