Chestnut Hill Holidays
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Our guide on 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
Known for its fascinating museums and acclaimed art galleries, there's plenty to explore in Center City. Check out top attractions like Pennsylvania Convention Center and Reading Terminal Market, and jump on the metro at 11th St Station or 8th St Station to see more of the city.
Old City
Known for its abundant dining options and interesting museums, there's plenty to explore in Old City. Top attractions like Betsy Ross House and Historic Arch Street Meeting House are major draws, and you can catch the metro at 2nd St. Station or 5th St. Station to see more of the city.
Rittenhouse Square
While you're in Rittenhouse Square, take in top sights like Walnut Street or Kimmel Center for the Performing Arts, and hop on the metro to see more of the city at 15th-16th & Locust Station or 19th St Station.
University City
1 out of top 10 points of interest in this area
Travellers choose University City for its ample dining options. Hop aboard the metro at Penn Medicine Station or 33rd St Station and check out top sights like Franklin Field.
South Philadelphia
3 out of top 10 points of interest in this area
Travellers choose South Philadelphia for its great live music. Hop aboard the metro at Snyder Station or Tasker Morris Station and check out top sights like Xfinity Mobile Arena.
Our pick of the best Chestnut Hill Hotel Deals
Club Quarters Hotel Rittenhouse Square, Philadelphia
1628 Chestnut St Philadelphia PA
Fully refundableReserve now, pay when you stay
NZ$360
4 Oct - 5 Oct
includes taxes & fees
Sonesta Philadelphia Rittenhouse Square
1800 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
NZ$346
4 Oct - 5 Oct
includes taxes & fees
8.4/10 Very good! (2,429 reviews)
"Great place to stay, close to a lot of things and nice to have the pay to park right next door"
Reviewed on 17 Sept 2026
The Windsor Suites
1700 Ben Franklin Pkwy Philadelphia PA
Fully refundableReserve now, pay when you stay
NZ$241
20 Sept - 21 Sept
includes taxes & fees
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 holiday package cost?
Perhaps less than you imagined — from only , 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 holiday.
Where should I stay in Chestnut Hill?
Most who travel to Chestnut Hill include Liberty Bell Centre 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 Home Home.
How far in advance should I book my Chestnut Hill holiday?
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 holiday 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 favourite 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.
Can I choose my airline with a Chestnut Hill Expedia holiday package?
Yes — that's the beauty of an Expedia holiday 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 holiday 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 holiday 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)
Wander amid plant species from around the world, take in a sculpture tour or flit between the trees in this cultivated setting just outside the city centre.
Woodmere Art Museum
You can browse the exhibits at Woodmere Art Museum, a museum with a storied past, during your travels to Philadelphia. Discover the top-notch restaurants and acclaimed art galleries in this vibrant area.
Hipster Home
Enjoy an outing to Hipster Home during your stay in Philadelphia. Discover the fascinating museums and shops in this vibrant area.
The Stagecrafters Theater
Enjoy a show at The Stagecrafters Theater, a theatre with a story to tell in Philadelphia. Experience the fascinating museums and acclaimed art galleries in this vibrant area.
Activities
LEGOLAND® Discovery Center Philadelphia
NZ$42
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
NZ$99
per adult
82% of travellers recommend
Philadelphia Scavenger Hunt & Highlights Self-Guided Walking Tour
NZ$3
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.