Chester Vacation Packages 2026 from $214

Chester flight + hotel vacation packages

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

Trolley Stop Motel

Save 100% on your flight

$214

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Philadelphia (PHL)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Casa De Miliki

South Philadelphia

$2,794

per person

Dec 10 - Dec 13

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) to Philadelphia (PHL)

This guesthouse includes free WiFi in public areas and laundry facilities.

Cozy Home near City Center with Hot tub

South Philadelphia

$2,912

per person

Dec 10 - Dec 13

found 14 hours ago

Roundtrip flight included

Atlanta (ATL) to Philadelphia (PHL)

This vacation home includes free WiFi in public areas and laundry facilities.

Tudor Place

Save 100% on your flight

$2,133

per person

Dec 10 - Dec 13

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) 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

$1,562

per person

Dec 10 - Dec 13

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Top Chester hotels deals

The Windsor Suites

1700 Ben Franklin Pkwy Philadelphia PA

$124 nightly

$144 total

Oct 29 - Oct 30

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

Club Quarters Hotel Rittenhouse Square, Philadelphia

1628 Chestnut St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$172 total

Oct 31 - Nov 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

Motto by Hilton Philadelphia Rittenhouse Square

31 S 19th St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$117 total

Nov 1 - Nov 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

Doubletree by Hilton Philadelphia Airport

4509 Island Ave Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$135 total

Nov 1 - Nov 2

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 wedding services are also provided.

Element by Marriott Philadelphia Downtown

1441 CHESTNUT STREET Philadelphia PA

$169 nightly

$197 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the express check-in, express check-out, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.

Breakfast included

Pet friendly

Sofitel Philadelphia at Rittenhouse Square

120 S 17th St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$198 nightly

$231 total

Oct 11 - Oct 12

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 garden, a snack bar/deli, and a library 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.

Stay near popular Chester attractions

Chester City Hall

7.8/10 (23 reviews)

After visiting Chester City Hall, make a plan to see the other sights and activities in Chester. Visit the casinos in this family-friendly area, or simply enjoy its restaurants.

See properties

Frequently asked questions

How much are vacation packages to Chester?

Get ready to be surprised — you can unwind in Chester for just $214. 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.