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.
New Season Royals

New Season Royals

2 out of 5
Price was CA $896, price is now CA $715 per person
CA $715
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Philadelphia (PHL)
Stay at this hotel in Chester. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Subaru Park and Harrah's Casino and Racetrack are located nearby.
Cozy Home near City Center with Hot tub

Cozy Home near City Center with Hot tub

3 out of 5
South Philadelphia
Price was CA $4,340, price is now CA $2,763 per person
CA $2,763
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Philadelphia (PHL)
Stay at this vacation home in Philadelphia. Enjoy laundry facilities, Netflix, and premium bedding. Popular attractions Rittenhouse Square and Reading Terminal Market are located nearby.
Orchard Way

Orchard Way

2 out of 5
Price was CA $2,414, price is now CA $1,803 per person
CA $1,803
per person
Oct 4 - Oct 8
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
Stay at this hotel in Lansdowne. Enjoy free parking, laundry facilities, and Netflix. Popular attractions Philadelphia Museum of Art and Rittenhouse Square are located nearby.
The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Price was CA $1,906, price is now CA $1,440 per person
CA $1,440
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
YOWIE (Hotel & Shop)

YOWIE (Hotel & Shop)

2 out of 5
South Philadelphia
Price was CA $1,106, price is now CA $876 per person
CA $876
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Philadelphia (PHL)
Stay at this hotel in Philadelphia. Enjoy free WiFi, premium bedding, and bathrobes. Popular attractions Pennsylvania Convention Center and Rittenhouse Square 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 $247 per night
CA $247
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 $123 per night
CA $123
CA $143 total
Aug 24 - Aug 25
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 $292 per night
CA $292
CA $340 total
Aug 30 - Aug 31
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 $196 per night
CA $196
CA $228 total
Aug 25 - Aug 26
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
Country Inn Lancaster, SureStay Collection by Best Western

Country Inn Lancaster, SureStay Collection by Best Western

3 out of 5
2133 Lincoln Hwy E Lancaster PA
Free cancellation
Reserve now, pay when you stay
The price is CA $110 per night
CA $110
CA $122 total
Aug 30 - Aug 31
includes taxes & fees
Stay at this hotel in Lancaster. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Dutch Wonderland and Tanger Outlets Lancaster are located nearby.
Pool
Hot tub
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 $273 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
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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 $715, 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.