Chester Vacation Packages 2026 from $1,005

Chester flight + hotel vacation packages

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

Valley Forge Casino Resort

Save 100% on your flight

$1,005

per person

Jun 21 - Jun 26

found 1 day ago

Roundtrip flight included

West Palm Beach (PBI) to Philadelphia (PHL)

A casino, 6 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

Tudor Place

Save 100% on your flight

$1,424

per person

Jun 6 - Jun 8

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Philadelphia (PHL)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and onsite laundry facilities. A terrace, a garden, and a picnic area are also on offer.

Hotel Du Pont

Downtown Wilmington

Save 100% on your flight

$1,412

per person

May 14 - May 19

found 1 hour ago

Roundtrip flight included

Chicago (ORD) to Philadelphia (PHL)

A full-service spa, 2 restaurants, and A 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, limo/town car service, and a snack bar/deli are also on offer.

Top Chester hotels deals

Club Quarters Hotel Rittenhouse Square, Philadelphia

1628 Chestnut St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$162 total

Apr 5 - Apr 6

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

The Windsor Suites

1700 Ben Franklin Pkwy Philadelphia PA

$129 nightly

$151 total

Apr 26 - Apr 27

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.

Pool

Pet friendly

Wyndham Philadelphia Historic District

400 Arch Street Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$138 total

Apr 7 - Apr 8

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.

Pool

Free WiFi

Sonesta Philadelphia Rittenhouse Square

1800 Market St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$171 total

Apr 6 - Apr 7

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.

Pool

Pet friendly

Sonesta Select Philadelphia Airport

8900 Bartram Ave Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$129 total

Apr 5 - Apr 6

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

Doubletree by Hilton Philadelphia Airport

4509 Island Ave Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$131 total

Apr 12 - Apr 13

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

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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.

Popular places to visit

Pennsylvania Convention Center

During your trip, find out what's happening at Pennsylvania Convention Center, a top convention center in Philadelphia. Experience the acclaimed art scene or attend a sporting event in this vibrant area.

Rittenhouse Square

Rittenhouse Square is just one of the places to see in Philadelphia, so why not enjoy the other things to explore during your travels? Experience the acclaimed theater scene and great live music in this vibrant area.

Lincoln Financial Field

Catch an event at Lincoln Financial Field during your trip to Philadelphia. Experience the acclaimed art scene and great live music in this vibrant area.

Frequently asked questions

How much are vacation packages to Chester?

Get ready to be surprised — you can unwind in Chester for just $1,005. Allow Travelocity to save you time and money with our excellent vacation packages. With flights, hotels and experiences all in one place, what's holding you back?

How long should my Chester vacation be?

Typically, 3 nights is how long the majority of people spend familiarizing themselves with the attractions of Chester. Worried that won't be enough time to get to everything on your itinerary? Stay another night or two and experience everything this place has to offer.

Where can I get the best vacation package deals for Chester?

Travelocity will be able to help you get a great Chester package deal. With 400 air carriers and 1,000,000 properties across the globe, we're sure you'll find one that works for you.

Why should I purchase my Chester vacation bundle via Travelocity?

You'll not only enjoy huge savings, but you'll also have access to our 24/7 support, quality service and a Price Match Guarantee. Journey across the globe, uncover hidden sights and create lifelong memories — we'll take care of the little details.

Can I save on my Chester car rental if I book it with a hotel or flight?

With a Chester vacation package, you can bundle your car, hotel and flight bookings and save a tidy sum. If you can't wait to see the best of this fantastic destination, why not check out Times Square? This popular attraction is 95 mi from Chester. With your own rental car, you'll be there soon enough.

Which airport is best for Chester?

Philadelphia Intl. Airport (PHL) is 6 mi from the city center and is the starting point for many adventures. Alternatively, Lehigh Valley Intl. Airport (ABE) is 55 mi away from central Chester and Atlantic City Intl. Airport (ACY) is 50 mi away from central Chester.

What is there to do in Chester?

Chester is teeming with sights to explore, like Widener University and Chester City Hall. These two popular attractions are at the top of most tourists' must-see lists.

Where should I stay when visiting Chester?

If you're searching for a place to spend your nights, consider the Best Western Plus Philadelphia Airport S. At Widener Univ.. It's the top pick for many visitors.