Book Exclusive Chester County Vacation Packages

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Search vacation packages deals in Chester County's top destinations

A red Jeep parked on a city street, a barber shop, and a store named "Great Clips".

Exton

Vacations
Exton

Chester County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
AKA Rittenhouse Square

AKA Rittenhouse Square

4 out of 5
Center City
Price was CA $1,101, price is now CA $987 per person
CA $987
per person
Nov 7 - Nov 9
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philadelphia (PHL)
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Price was CA $3,184, price is now CA $2,287 per person
CA $2,287
per person
Nov 20 - Nov 23
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
Book a stay at this luxury hotel in Philadelphia. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
Kimpton Hotel Palomar Philadelphia by IHG

Kimpton Hotel Palomar Philadelphia by IHG

4.5 out of 5
Center City
Price was CA $1,195, price is now CA $1,034 per person
CA $1,034
per person
Oct 30 - Nov 1
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
Book a stay at this luxury hotel in Philadelphia. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
Hyatt Centric Rittenhouse Square Philadelphia

Hyatt Centric Rittenhouse Square Philadelphia

4 out of 5
Center City
Price was CA $1,125, price is now CA $1,000 per person
CA $1,000
per person
Oct 30 - Nov 1
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
AKA University City

AKA University City

4 out of 5
West Philadelphia
Price was CA $1,201, price is now CA $1,078 per person
CA $1,078
per person
Oct 30 - Nov 1
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
Stay at this hotel in Philadelphia. Enjoy free WiFi, a health club, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Rittenhouse Square and Philadelphia Museum of Art are located nearby.

Top Chester County hotels deals

Loews Philadelphia Hotel

Loews Philadelphia Hotel

4 out of 5
1200 Market St Philadelphia PA
Free cancellation
Reserve now, pay when you stay
The price is CA $246 per night
CA $246
CA $287 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
Pet-friendly
Free WiFi
Motto by Hilton Philadelphia Rittenhouse Square

Motto by Hilton Philadelphia Rittenhouse Square

3.5 out of 5
31 S 19th St Philadelphia PA
Free cancellation
Reserve now, pay when you stay
The price is CA $134 per night
CA $134
CA $156 total
Aug 30 - Aug 31
includes taxes & fees
Stay at this hotel in Philadelphia. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
Free WiFi
Restaurant
W Philadelphia

W Philadelphia

5 out of 5
1439 CHESTNUT ST Philadelphia PA
Free cancellation
Reserve now, pay when you stay
The price is CA $291 per night
CA $291
CA $339 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this luxury hotel in Philadelphia. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
Pool
Spa
Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St Philadelphia PA
Free cancellation
Reserve now, pay when you stay
The price is CA $195 per night
CA $195
CA $227 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
Pet-friendly
Free WiFi
Philadelphia Marriott Downtown

Philadelphia Marriott Downtown

4 out of 5
1201 Market St Philadelphia PA
Free cancellation
Reserve now, pay when you stay
The price is CA $234 per night
CA $234
CA $272 total
Sep 6 - Sep 7
includes taxes & fees
Book a stay at this business-friendly hotel in Philadelphia. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
Free WiFi
Restaurant
Wyndham Philadelphia Historic District

Wyndham Philadelphia Historic District

3.5 out of 5
400 Arch Street Philadelphia PA
Free cancellation
Reserve now, pay when you stay
The price is CA $159 per night
CA $159
CA $185 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
Pool
Free WiFi
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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.

Stay near popular Chester County attractions

A pond with lily pads and water lilies.
Photo by Jeff White
Open Photo by Jeff White

Longwood Gardens

9.2/10 (1,103 reviews)
Explore the great outdoors at Longwood Gardens, a lovely green space in Kennett Square. Stroll along the riverfront or visit the shops in this family-friendly area.
See properties

Photos of local treasures

Browse Chester County vacation photos for more inspiration

A pond with lily pads and purple water lilies.
A greenhouse with a glass roof, tropical plants, and a water feature.
Purple orchids with intricate patterns.
Pink orchids with white stripes, green foliage, and purple flowers in the background.
A garden with purple and white wisteria trees, a wooden bench, and a gravel path.

Frequently asked questions

How much are vacation packages to Chester County?
With deals starting at just CA $987, flight and hotel packages are a superb way to make your budget stretch further. Get ready Chester County — here you come!
Where can I get the best vacation package deals for Chester County?
With as many as 400 airlines and 1,000,000 properties across the globe, it's hard to go past Travelocity. Scroll through our impressive range and score an incredible Chester County vacation package. Don't you just love it when organizing a trip is that easy?
Why should I purchase my Chester County vacation bundle via Travelocity?
Because we believe in crafting stress-free vacation experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our customer support team is on hand 24/7 to ensure you'll never wander alone. We also have an amazing Price Match Guarantee, so you can secure your trip knowing you've scored the best deal around.
Will I save money on my Chester County car rental if I bundle it with a hotel or flight?
You can with our Chester County vacation packages. With one of these, there are tons of ways to make your vacation budget go further. Combine any two or more car, flight, hotel and tour bookings and see the savings start to grow. With your own ride, all the landmarks around Chester County are within your reach.
Which airport is best for Chester County?
Philadelphia Intl. Airport (PHL) is a great option for people flying into Chester County. Harrisburg Intl. Airport (MDT) and Lehigh Valley Intl. Airport (ABE) also welcome many flights to the region.