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.
Hampton Inn Cranbury

Hampton Inn Cranbury

2.5 out of 5
Price was CA $782, price is now CA $688 per person
CA $688
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
Book a stay at this business-friendly hotel in Cranbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Forsgate Country Club and Brooklyn Bowl Philadelphia are located nearby.
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
Center City
Price was CA $1,514, price is now CA $1,327 per person
CA $1,327
per person
Dec 30 - Jan 1
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.
Hyatt Centric Rittenhouse Square Philadelphia

Hyatt Centric Rittenhouse Square Philadelphia

4 out of 5
Center City
Price was CA $1,213, price is now CA $1,098 per person
CA $1,098
per person
Dec 30 - Jan 1
found 1 day 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.
Hotel Anna & Bel

Hotel Anna & Bel

4 out of 5
North Philadelphia
Price was CA $1,324, price is now CA $1,229 per person
CA $1,229
per person
Dec 30 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
Stay at this hotel in Philadelphia. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
The Windsor Suites

The Windsor Suites

4 out of 5
Center City
Price was CA $1,200, price is now CA $1,118 per person
CA $1,118
per person
Dec 30 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.

Top Chester County hotels deals

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 $215 per night
CA $215
CA $251 total
Oct 12 - Oct 13
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
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
The price is CA $183 per night
CA $183
CA $213 total
Oct 28 - Oct 29
includes taxes & fees
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, an outdoor pool, and 2 restaurants. 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
Pet-friendly
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 $143 per night
CA $143
CA $166 total
Nov 1 - Nov 2
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
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
CA $189 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Xfinity Mobile Arena and Lincoln Financial Field are located nearby.
Pool
Free airport shuttle
Element by Marriott Philadelphia Downtown

Element by Marriott Philadelphia Downtown

4 out of 5
1441 CHESTNUT STREET Philadelphia PA
Free cancellation
Reserve now, pay when you stay
The price is CA $241 per night
CA $241
CA $280 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free breakfast, free WiFi, and 24-hour room service. 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
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 $257 per night
CA $257
CA $345 total
Oct 29 - Oct 30
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
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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 grand fountain with multiple jets, surrounded by well-manicured lawns and trees.
Photo by Maria Skidmore
Open Photo by Maria Skidmore

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 $688, 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.