Chester Vacation Packages 2026 from $275

Chester flight + hotel vacation packages

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

One Sky Loft

Center City

Save 100% on your flight

$275

per person

Sep 24 - Sep 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Philadelphia (PHL)

This aparthotel includes free WiFi in public areas and a virtual front desk.

Casa De Miliki

South Philadelphia

$3,707

per person

Nov 4 - Nov 9

found 18 hours ago

Roundtrip flight included

Dallas (DFW) to Philadelphia (PHL)

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

Cozy Home near City Center with Hot tub

South Philadelphia

$4,126

per person

Nov 4 - Nov 9

found 18 hours ago

Roundtrip flight included

Dallas (DFW) to Philadelphia (PHL)

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

Orchard Way

Save 100% on your flight

$697

per person

Sep 24 - Sep 27

found 1 day 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.

Tudor Place

Save 100% on your flight

$2,920

per person

Oct 10 - Oct 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Top Chester hotels deals

Comfort Inn Philadelphia International Airport West

1300 Providence Ave Chester PA

Free Cancellation

$87 nightly

$96 total

Sep 15 - Sep 16

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.

Breakfast included

Free airport shuttle

Loews Philadelphia Hotel

1200 Market St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$208 total

Sep 7 - Sep 8

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.

Pet friendly

Free WiFi

W Philadelphia

1439 CHESTNUT ST Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$212 nightly

$246 total

Aug 23 - Aug 24

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 2 bars/lounges and poolside bar for drinks.

Pool

Spa

Philadelphia Marriott Downtown

1201 Market St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$198 total

Sep 2 - Sep 3

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.

Free WiFi

Restaurant

Wyndham Philadelphia Historic District

400 Arch Street Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$135 total

Sep 7 - Sep 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

Club Quarters Hotel Rittenhouse Square, Philadelphia

1628 Chestnut St Philadelphia PA

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$129 total

Aug 23 - Aug 24

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

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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 $275. 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.