Chestnut Hill Holidays

Photo by Stewart Helfer

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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
Liberty Bell Center showing a monument, a city and heritage architecture

Center City

3 out of top 10 points of interest in this area
4.5/5(137 area reviews)

Known for its fascinating museums and acclaimed art galleries, there's plenty to explore in Center City. Check out top attractions like Reading Terminal Market and Walnut Street Theatre, and jump on the metro at 11th St Station or 8th St Station to see more of the city.

Find hotels in Center City

Top hotels in Chestnut Hill

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 S$159 per night from 18 Dec to 19 Dec
S$159
18 Dec - 19 Dec
includes taxes & fees
8.8/10 Excellent! (4,205 reviews)
Great location

Reviewed on 5 Dec, 2025

Club Quarters Hotel Rittenhouse Square, Philadelphia
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is S$147 per night from 20 Dec to 21 Dec
S$147
20 Dec - 21 Dec
includes taxes & fees
7.4/10 Good! (4,082 reviews)
Close by the stadium and downtown real convenient

Reviewed on 8 Dec, 2025

Doubletree by Hilton Philadelphia Airport
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 S$178 per night from 6 Jan to 7 Jan
S$178
6 Jan - 7 Jan, 2026
includes taxes & fees
8.6/10 Excellent! (2,378 reviews)
Our stay at the WINDSOR SUITES was exceptional. Centrally located downtown, within easy walking distance from a safe parking garage, lovely room, with attentive staff

Reviewed on 9 Dec, 2025

The Windsor Suites
See all 3,203 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 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 Rental 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.

Things to do

LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

S$33
per adult
82% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

S$77
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
Philadelphia: Museum of Illusions Timed Entrance Ticket

Philadelphia: Museum of Illusions Timed Entrance Ticket

S$40
per adult
98% of travellers recommend
Philadelphia: Museum of Illusions Timed Entrance Ticket
See all activities in Philadelphia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.