Chestnut Hill Vacation Packages

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Top Holiday Package Deals in Chestnut Hill

Price found within the past 48 hours. Click for updated prices.
Canopy by Hilton Philadelphia Center City

Canopy by Hilton Philadelphia Center City

4 out of 5
Center City
Price was CA $927, price is now CA $688 per person
CA $688
per person
Nov 7 - Nov 9
found 7 hours ago
Roundtrip flight included
Detroit (DTW) to Philadelphia (PHL)
9.2/10 Wonderful! (1,798 reviews)
I definitely will return perfect location, staff was amazing

Reviewed on Aug. 27, 2025

Hyatt Centric Center City Philadelphia

Hyatt Centric Center City Philadelphia

4 out of 5
Center City
Price was CA $1,657, price is now CA $1,244 per person
CA $1,244
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Philadelphia (PHL)
9.4/10 Exceptional! (1,444 reviews)
Staff are very friendly and accommodating. My flight got cancelled and I end up arrived after midnight. Staff made my check in very easy with recheck in. I like the staff, service and the hotel.

Reviewed on Aug. 27, 2025

Valley Forge Casino Resort

Valley Forge Casino Resort

4 out of 5
Price was CA $1,393, price is now CA $1,049 per person
CA $1,049
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Philadelphia (PHL)
8.2/10 Very Good! (1,013 reviews)
We stayed in the newly renovated building. The room was beautiful.

Reviewed on Aug. 21, 2025

Guild House Hotel

Guild House Hotel

3 out of 5
Center City
Price was CA $1,275, price is now CA $963 per person
CA $963
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
9.8/10 Exceptional! (45 reviews)
Gorgeous room. Wonderful amenities. Even the water pressure in the shower was fantastic. I felt like I was staying in an art gallery.

Reviewed on Jul. 20, 2025

Kimpton Hotel Palomar Philadelphia by IHG

Kimpton Hotel Palomar Philadelphia by IHG

4.5 out of 5
Center City
Price was CA $1,590, price is now CA $1,223 per person
CA $1,223
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Philadelphia (PHL)
8.8/10 Excellent! (1,009 reviews)
Very nice hotel. Our queen corner room Was spacious and well appointed. They didn’t recognize Expedia gold vip benefits. No upgrade. The 2 free beverages were 2 bottles of warm water at check in.

Reviewed on Aug. 28, 2025

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 city, a monument and heritage architecture

Center City

4 out of top 10 points of interest in this area
4.5/5(205 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 CA $123 per night from Sep 1 to Sep 2
CA $123
CA $143 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (4,073 reviews)
"Clean, great location, friendly staff"

Reviewed on Aug. 27, 2025

Club Quarters Hotel Rittenhouse Square, Philadelphia
Sonesta Philadelphia Rittenhouse Square

Sonesta Philadelphia Rittenhouse Square

4 out of 5
1800 Market St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Sep 7 to Sep 8
CA $153
CA $210 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very Good! (1,948 reviews)
"Option for breakfast was limited, pool bar shoul open at 12pm on Saturday insted of 1pm and no pool bar on Sunday. These options would have made the experience a lot better."

Reviewed on Aug. 24, 2025

Sonesta Philadelphia Rittenhouse Square
Hyatt Centric Center City Philadelphia

Hyatt Centric Center City Philadelphia

4 out of 5
1620 Chancellor St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from Sep 1 to Sep 2
CA $245
CA $285 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,442 reviews)
My say was 5 stars
"Clean, comfortable, safe, and excellent service from all!"

Reviewed on Aug. 24, 2025

Hyatt Centric Center City Philadelphia
See all 2,762 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.
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Frequently asked questions

How much does a Chestnut Hill vacation package cost?
Perhaps less than you imagined — from only CA $688, 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.
What should I know before booking a Chestnut Hill travel package?
When you book your flights, hotels and car rentals together, you'll score great discounts. Whether you're planning a beach break in a villa or want to stay in a cozy apartment in the city, Expedia can make it happen for less.
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.

Things to do

Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

CA $41
per traveller
Liberty, Freedom, and Revolution: American History Tours Bundle
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

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

CA $81
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

CA $35
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.