Chester County Vacation Packages 2025/2026 from $299

Search vacation packages deals in Chester County's top destinations

West Chester

Vacations

Chester County flight + hotel vacation packages

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

The Shawnee Inn and Golf Resort

Save 100% on your flight

$299

per person

Jan 21 - Jan 25

found 21 hours ago

Roundtrip flight included

Atlanta (ATL) to Allentown (ABE)

A golf course, a full-service spa, and 2 outdoor tennis courts are all featured at this smoke-free resort. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

Mountain Springs Lake Resort

Save 100% on your flight

$543

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Allentown (ABE)

This holiday park doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a library, and a picnic area are also on offer.

Countryside Cottages

Save 100% on your flight

$374

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Allentown (ABE)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A seasonal outdoor pool is also provided.

Great Wolf Lodge Pocono Mountains, PA

Save 100% on your flight

$877

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Allentown (ABE)

Free water park access, 7 restaurants, and 4 indoor pools are all featured at this smoke-free resort. Bring the family and enjoy the lazy river, bowling alley, and mini golf. 2 poolside bars and 2 bars/lounges are featured at this resort, along with a seasonal outdoor pool.

Best Western Plus Poconos Hotel

$389

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Allentown (ABE)

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Express check-out and a safe deposit box are also provided.

Top Chester County hotels deals

Club Quarters Hotel Rittenhouse Square, Philadelphia

1628 Chestnut St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$127 total

Nov 30 - Dec 1

Total with taxes and fees

A gym is featured at this hotel, along with free WiFi in public areas and express check-in. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-out. Dry cleaning, luggage storage, and laundry facilities are also on offer.

Pet friendly

Free WiFi

Doubletree by Hilton Philadelphia Airport

4509 Island Ave Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$114 total

Dec 26 - Dec 27

Total with taxes and fees

This hotel features 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.

Pool

Free airport shuttle

The Bellevue Hotel, in The Unbound Collection by Hyatt

200 South Broad Street Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$234 nightly

$272 total

Dec 21 - Dec 22

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the sauna and conveniences like a 24-hour front desk and concierge services.

Pet friendly

Free WiFi

Hampton Inn Philadelphia Center City-Convention Center

1301 Race St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$111 total

Dec 16 - Dec 17

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.

Breakfast included

Pet friendly

Motto by Hilton Philadelphia Rittenhouse Square

31 S 19th St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$104 total

Dec 1 - Dec 2

Total with taxes and fees

This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and luggage storage are also offered.

Free WiFi

Restaurant

Sonesta Select Philadelphia Airport

8900 Bartram Ave Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$96 nightly

$112 total

Dec 7 - Dec 8

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free airport shuttle. Self parking, a lobby fireplace, and luggage storage are also offered.

Free airport shuttle

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.

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Frequently asked questions

How much are vacation packages to Chester County?

With deals starting at just $299, 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.