Chester County Vacation Packages 2026 from $416

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

$416

per person

Aug 29 - Sep 1

found 8 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.

Countryside Cottages

$475

per person

Aug 29 - Sep 1

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Hyatt Place Newark - Main Street

Save 100% on your flight

$745

per person

Aug 27 - Aug 31

found 16 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Wilmington (ILG)

This hotel features an indoor pool and a bar/lounge. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Self parking, a coffee shop, and express check-in are also offered.

Slopeside Escape by Avantstay Walk to Ski Lifts Arcade Games + Shuffleboard

$715

per person

Aug 29 - Sep 1

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Allentown (ABE)

This cottage features an outdoor pool and a sauna. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace and barbecue grills are also provided.

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

$666

per person

Aug 29 - Sep 1

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Allentown (ABE)

Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.

Top Chester County hotels deals

Philadelphia Marriott Downtown

1201 Market St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$188 nightly

$219 total

Jun 18 - Jun 19

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a garden are also on offer.

Club Quarters Hotel Rittenhouse Square, Philadelphia

1628 Chestnut St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$153 nightly

$178 total

Jul 7 - Jul 8

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.

Sofitel Philadelphia at Rittenhouse Square

120 S 17th St Philadelphia PA

$190 nightly

$221 total

Jul 6 - Jul 7

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A garden, a snack bar/deli, and a library are also on offer.

Wyndham Philadelphia Historic District

400 Arch Street Philadelphia PA

$135 nightly

$157 total

Jul 5 - Jul 6

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

The Windsor Suites

1700 Ben Franklin Pkwy Philadelphia PA

$189 nightly

$220 total

Jun 28 - Jun 29

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a seasonal outdoor pool on site, and laundry facilities and concierge services are also offered.

Loews Philadelphia Hotel

1200 Market St Philadelphia PA

$249 nightly

$290 total

Jun 28 - Jun 29

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. A grocery/convenience store, express check-out, and a computer station are also on offer.

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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 $416, 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.