Chestnut Hill Vacations from ￥273,352
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The Latest Chestnut Hill Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hampton Inn Cranbury
￥276,004
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Philadelphia (PHL)
9.2/10 Wonderful! (880 reviews)
Bed linens and mattress, "tired."
Bath Towels, new/fine.
No Hilton Honor Points since we booked on Expedia. Found that out at check-in. Not pleased.
We were assigned a Connecting Room for our 3 night stay. Hotel not busy first 2 nights, third night family from hell our "neighbors." Took over 20 minutes for front desk to answer my call for help. All they did was call the offenders room.
Coffee in AM, burnt and poor tasting. Is it too much to ask for a good am cup of coffee?
Would not recommend this property to anyone? Keep searching.
Reviewed on Oct 3, 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.
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 Liberty Place, and hop on the metro to see more the city at 15th-16th & Locust Station or 19th St Station.
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.
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.
Chestnut Hill Hotel Deals
Club Quarters Hotel Rittenhouse Square, Philadelphia
1628 Chestnut St Philadelphia PA
￥24,509
￥28,521 total
Oct 12 - Oct 13
includes taxes & fees
9/10 Wonderful! (4,847 reviews)
"Staff were amazing. The building is just run down with chipped paint and cracked walls, horrible air conditioning, and rooms that are squeezed so tightly together you and your neighbor cannot leave your rooms at the same time. Horrible design!"
Reviewed on Oct 6, 2026
The Windsor Suites
1700 Ben Franklin Pkwy Philadelphia PA
￥18,823
￥21,904 total
Oct 29 - Oct 30
includes taxes & fees
Motto by Hilton Philadelphia Rittenhouse Square
31 S 19th St Philadelphia PA
Fully refundableReserve now, pay when you stay
￥15,835
￥18,428 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (2,530 reviews)
"Modern, clean and friendly staff. Bedside table lamp didn’t work, no closet to hang the clothes, sliding doors to the WC didn’t close properly and were stuck. Room near the elevator and noisy. View to a big overground parking lot of a building."
Reviewed on Oct 6, 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 ￥273,352, 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 fascinating museums 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 art scene in this vibrant area.
Things to do
LEGOLAND® Discovery Center Philadelphia
￥3,920
per adult
80% of travellers recommend
Double Decker Hop-On Hop-Off City Sightseeing Philadelphia (1, 2, or 3-Day)
￥7,687
per adult
92% of travellers recommend
BYOB Historically Hilarious Trolley Tour of Philadelphia
￥7,609
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.