Book Exclusive Chester County Vacation Packages

Choose one or more items to build your trip:

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.
Loews Philadelphia Hotel

Loews Philadelphia Hotel

4 out of 5
Center City
Price was CA $1,025, price is now CA $877 per person
CA $877
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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 Pennsylvania Convention Center and Rittenhouse Square are located nearby.
Surrey Beach House

Surrey Beach House

2 out of 5
Price was CA $2,665, price is now CA $2,124 per person
CA $2,124
per person
Aug 25 - Sep 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
Stay at this hotel in Ventnor City. Enjoy free WiFi, cable TV channels, and premium bedding. Popular attractions Atlantic City Beach and Tropicana Casino are located nearby.
The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Price was CA $1,474, price is now CA $1,238 per person
CA $1,238
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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 Monaco Philadelphia by IHG

Kimpton Hotel Monaco Philadelphia by IHG

4.5 out of 5
Center City
Price was CA $1,172, price is now CA $1,032 per person
CA $1,032
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
Book a stay at this luxury hotel in Philadelphia. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
Center City
Price was CA $1,027, price is now CA $909 per person
CA $909
per person
Sep 12 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
Book a stay at this luxury 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.

Top Chester County hotels deals

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 $267 per night
CA $267
CA $311 total
Jul 19 - Jul 20
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
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 $181 per night
CA $181
CA $210 total
Aug 5 - Aug 6
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
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
120 S 17th St Philadelphia PA
Free cancellation
Reserve now, pay when you stay
The price is CA $205 per night
CA $205
CA $284 total
Jul 23 - Jul 24
includes taxes & fees
Book a stay at this luxury 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.
Pet-friendly
Free WiFi
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 $254 per night
CA $254
CA $296 total
Jul 16 - Jul 17
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
Hampton Inn Philadelphia Center City-Convention Center

Hampton Inn Philadelphia Center City-Convention Center

3 out of 5
1301 Race St Philadelphia PA
Free cancellation
Reserve now, pay when you stay
The price is CA $191 per night
CA $191
CA $222 total
Aug 6 - Aug 7
includes taxes & fees
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
Breakfast included
Pet-friendly
Sonesta Philadelphia Rittenhouse Square

Sonesta Philadelphia Rittenhouse Square

4 out of 5
1800 Market St Philadelphia PA
Free cancellation
Reserve now, pay when you stay
The price is CA $226 per night
CA $226
CA $296 total
Aug 5 - Aug 6
includes taxes & fees
Book a stay at this business-friendly hotel in Philadelphia. Enjoy an outdoor pool, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
Pool
Pet-friendly
Don't see what you're looking for?
See all available properties in Chester County
View all properties
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

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 $877, 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.