Chester County Vacation Packages 2026 from $256

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 Bella Victoria- Adult Only

Save 100% on your flight

$256

per person

Feb 27 - Mar 1

found 3 hours ago

Roundtrip flight included

Miami (MIA) to Allentown (ABE)

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A picnic area is also provided.

Countryside Cottages

Save 100% on your flight

$332

per person

Feb 14 - Feb 17

found 13 hours ago

Roundtrip flight included

Miami (MIA) 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.

The Shawnee Inn and Golf Resort

Save 100% on your flight

$365

per person

Feb 14 - Feb 17

found 13 hours ago

Roundtrip flight included

Miami (MIA) 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.

Chateau Resort & Conference Center

Save 100% on your flight

$280

per person

Feb 14 - Feb 17

found 13 hours ago

Roundtrip flight included

Miami (MIA) to Allentown (ABE)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-in. Enjoy the indoor pool and perks like free self parking.

Camelback Lodge & Aquatopia Indoor Waterpark

Save 100% on your flight

$445

per person

Feb 27 - Mar 1

found 3 hours ago

Roundtrip flight included

Miami (MIA) to Allentown (ABE)

This smoke-free hotel features ski-in/ski-out access, free water park access, and 6 restaurants. There's a free ski shuttle, and ski lessons and ski rentals are available on site. Bring the family and enjoy the lazy river, waterslide, and arcade/game room.

Top Chester County hotels deals

Club Quarters Hotel Rittenhouse Square, Philadelphia

1628 Chestnut St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$116 total

Jan 22 - Jan 23

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.

Doubletree by Hilton Philadelphia Airport

4509 Island Ave Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$128 total

Jan 25 - Jan 26

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.

The Windsor Suites

1700 Ben Franklin Pkwy Philadelphia PA

$137 nightly

$160 total

Jan 25 - Jan 26

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.

Delta Hotel Philadelphia Airport

500 Stevens Dr Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$97 total

Jan 21 - Jan 22

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 business center, free WiFi in public areas, and free airport shuttle. Self parking, express check-out, and a computer station are also offered.

Sonesta Philadelphia Rittenhouse Square

1800 Market St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$197 total

Jan 19 - Jan 20

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, laundry service, and valet parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Wyndham Philadelphia Historic District

400 Arch Street Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$107 total

Jan 26 - Jan 27

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.

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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 $256, 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.