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.
The Windsor Suites

The Windsor Suites

4 out of 5
Center City
Price was CA $1,205, price is now CA $987 per person
CA $987
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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.
The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Price was CA $1,958, price is now CA $1,468 per person
CA $1,468
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop 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.
Hotel Du Pont

Hotel Du Pont

4.5 out of 5
Downtown Wilmington
Price was CA $1,492, price is now CA $1,165 per person
CA $1,165
per person
Aug 14 - Aug 16
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
Book a stay at this luxury hotel in Wilmington. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Wilmington Riverwalk and The Playhouse on Rodney Square are located nearby.
Sunbird Lodge by Avantstay Gated Community + Indoor Pool Access + Fitness Center + Tennis Court

Sunbird Lodge by Avantstay Gated Community + Indoor Pool Access + Fitness Center + Tennis Court

3 out of 5
Price was CA $1,592, price is now CA $1,294 per person
CA $1,294
per person
Aug 8 - Aug 13
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Allentown (ABE)
Stay at this cottage in Tannersville. Enjoy free parking, in-room washers/dryers, and in-room fireplaces. Popular attractions Camelbeach Mountain Waterpark and Kalahari are located nearby.
Loews Philadelphia Hotel

Loews Philadelphia Hotel

4 out of 5
Center City
Price was CA $1,171, price is now CA $988 per person
CA $988
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop 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.

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 16 - Jul 17
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
The price is CA $181 per night
CA $181
CA $210 total
Jul 16 - Jul 17
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 $204 per night
CA $204
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 $190 per night
CA $190
CA $221 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 $224 per night
CA $224
CA $294 total
Jul 16 - Jul 17
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
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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

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.