Chester Vacation Packages 2026 from $830

Chester flight + hotel vacation packages

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

Cozy Stay near Fishtown & City Center

North Philadelphia

$830

per person

Jun 2 - Jun 9

found 1 day ago

Roundtrip flight included

Las Vegas (LAS) to Philadelphia (PHL)

This apartment features laundry facilities.

Tudor Place

Save 100% on your flight

$3,228

per person

May 27 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Las Vegas (LAS) 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.

Orchard Way

Save 100% on your flight

$1,194

per person

Jun 21 - Jun 23

just found

Roundtrip flight included

Chicago (ORD) to Philadelphia (PHL)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.

Hotel Du Pont

Downtown Wilmington

Save 100% on your flight

$1,412

per person

May 14 - May 19

found 1 day 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.

YOWIE (Hotel & Shop)

South Philadelphia

Save 100% on your flight

$850

per person

May 27 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Las Vegas (LAS) to Philadelphia (PHL)

This hotel includes a coffee shop and a virtual front desk.

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 $830. 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.