Chestnut Hill Vacations from ￥90,724
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The Latest Chestnut Hill Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Logan Philadelphia, Curio Collection by Hilton
Center City
￥140,214
per person
Sep 27 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
8.8/10 Excellent! (1,598 reviews)
Had since an amazing stay at this hotel. I’ve stayed at many different hotels but was by far one of the best! The bathroom was clean with fresh decor and good lighting. I have allergies so the carpet wasn’t my fav but atleast the air vents were cleaned. Even though the hotel is near a busy street, the rooms were sound proof and was able to sleep peacefully. Overall 5/5 experience and will be back
Reviewed on Aug 20, 2026
The Windsor Suites
Center City
￥118,202
per person
Sep 25 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
8.8/10 Excellent! (3,150 reviews)
Location - walking distances to the museums, big stores; good restaurant at the hotel and heated pool at 24th floor.
Good price for 4-star hotel
Reviewed on Aug 22, 2026
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.
South Philadelphia
3 out of top 10 points of interest in this area
Discover Columbus Commons for shopping, indulge in cheesesteaks at Geno's or Pat's, and catch a game at the South Philadelphia Sports Complex. Explore the American Swedish Historical Museum or unwind at revitalized Passyunk Avenue's cafes and bars.
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.
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.
West Philadelphia
2 out of top 10 points of interest in this area
Home to universities like University of Pennsylvania and Drexel, this area boasts cultural venues such as Mann Music Center and Bushfire Theater. Explore Lancaster Avenue's shops and restaurants, or visit the historic Philadelphia Zoo.
Chestnut Hill Hotel Deals
Loews Philadelphia Hotel
1200 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
￥28,452
￥33,109 total
Sep 7 - Sep 8
includes taxes & fees
Motto by Hilton Philadelphia Rittenhouse Square
31 S 19th St Philadelphia PA
Fully refundableReserve now, pay when you stay
￥14,207
￥16,534 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (2,403 reviews)
"It was amazing I love the view! It’s super cute and bathroom actually feels amazing with all your needs and wants in a shower plus the bed is super comfy! I will be coming back!"
Reviewed on Aug 21, 2026
Philadelphia Marriott Downtown
1201 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
￥27,022
￥31,445 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (2,315 reviews)
"Valet didn’t want to make the effort to charge my car"
Reviewed on Aug 22, 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 ￥90,724, 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.
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
￥4,467
per adult
80% of travellers recommend
BYOB Historically Hilarious Trolley Tour of Philadelphia
￥7,741
per adult
100% of travellers recommend
Double Decker Hop-On Hop-Off City Sightseeing Philadelphia (1, 2, or 3-Day)
￥7,821
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.