Chestnut Hill Vacations from ￥309,391

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The Latest Chestnut Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
Southwest Philadelphia
Price was ￥344,731, price is now ￥309,391 per person
￥309,391
per person
May 1 - May 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Philadelphia (PHL)
7.4/10 Good! (4,399 reviews)
Lady at front desk said they did not have any rooms avaible for early check in then some guy checked in before us and got a room i checked in again with another staff member and got a room

Reviewed on Mar 29, 2026

Fairfield Inn & Suites by Marriott Philadelphia Downtown/Center City

Fairfield Inn & Suites by Marriott Philadelphia Downtown/Center City

3 out of 5
Center City
Price was ￥561,726, price is now ￥498,271 per person
￥498,271
per person
May 1 - May 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Philadelphia (PHL)
8.8/10 Excellent! (1,092 reviews)
I only stayed at this hotel for one night, the staff was friendly and the location was great in downtown Philly. I did valet parking for my car but there are two parking lots very close by. The rooms are small, but we managed ok.

Reviewed on Mar 31, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
Center City
Price was ￥427,408, price is now ￥385,442 per person
￥385,442
per person
May 1 - May 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Philadelphia (PHL)
9/10 Wonderful! (4,402 reviews)
Very convenient location, comfortable room, and helpful staff.

Reviewed on Mar 31, 2026

Riversuites at The Battery

Riversuites at The Battery

2.5 out of 5
North Philadelphia
Price was ￥381,888, price is now ￥347,052 per person
￥347,052
per person
May 1 - May 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Philadelphia (PHL)
9/10 Wonderful! (264 reviews)
Parking here is a nightmare, but they do have a shuttle that can drop you off and pick you up to your car after you park in the casino

Reviewed on Mar 30, 2026

Hilton Garden Inn Philadelphia Center City

Hilton Garden Inn Philadelphia Center City

3 out of 5
Center City
Price was ￥437,701, price is now ￥400,201 per person
￥400,201
per person
May 1 - May 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Philadelphia (PHL)
8.6/10 Excellent! (2,263 reviews)
Excellent location. Way to expensive for what you get. Want breakfast or other food, go next door to the Reading Station Plaza. At only $25 for the Breakfast Buffet and next door for a great breakast $10. Parking is a real scam at $40 per day.

Reviewed on Mar 30, 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

Center City

3 out of top 10 points of interest in this area
4.5/5(6,342 area reviews)

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.

Find hotels in Center City

Chestnut Hill Hotel Deals

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is ￥17,771 per night from Apr 5 to Apr 6
￥17,771
￥20,680 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (4,420 reviews)
Very convenient location, comfortable room, and helpful staff.

Reviewed on Mar 31, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is ￥17,277 per night from Apr 1 to Apr 2
￥17,277
￥20,106 total
Apr 1 - Apr 2
includes taxes & fees
8.6/10 Excellent! (2,698 reviews)
As a world traveler and platinum member of Expedia for many years in a row this was by far one of the worst stays of my entire life. Not only was it inconvenient to check-in due to construction, the bar next door is connected on multiple floors and is noisy and smells terrible. The room itself does ...

Reviewed on Mar 31, 2026

The Windsor Suites
Wyndham Philadelphia Historic District

Wyndham Philadelphia Historic District

3.5 out of 5
400 Arch Street Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is ￥19,992 per night from Apr 7 to Apr 8
￥19,992
￥23,265 total
Apr 7 - Apr 8
includes taxes & fees
8.2/10 Very Good! (3,543 reviews)
Good

Reviewed on Mar 30, 2026

Wyndham Philadelphia Historic District
See all 3,059 properties in Chestnut Hill
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 ￥309,391, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.