Deals on vacations and trips to Chester

Save when you book Chester package deals

Choose two or more items and save on your trip:

Chester flight + hotel vacation packages

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

New Season Royals

2 out of 5
Save 100% on your flight
Price was $478, price is now $327 per person
$327
per person
Aug 21 - Aug 23
found 22 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 and a virtual front desk are also provided.
Orchard Way

Orchard Way

2 out of 5
Price was $3,376, price is now $1,904 per person
$1,904
per person
Aug 2 - Aug 6
found 13 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.
YOWIE (Hotel & Shop)

YOWIE (Hotel & Shop)

2 out of 5
South Philadelphia
Save 100% on your flight
Price was $970, price is now $610 per person
$610
per person
Aug 21 - Aug 24
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Philadelphia (PHL)
This hotel includes a coffee shop and a virtual front desk.
Casa De Miliki

Casa De Miliki

3 out of 5
South Philadelphia
Save 100% on your flight
Price was $4,130, price is now $2,676 per person
$2,676
per person
Aug 2 - Aug 6
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
This guesthouse includes free WiFi in public areas and laundry facilities.
The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Save 100% on your flight
Price was $1,146, price is now $778 per person
$778
per person
Aug 2 - Aug 6
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Make the most of the gym and sauna, and relax with drinks at one of the 2 bars/lounges.

Top Chester hotels deals

Philadelphia Marriott Downtown

Philadelphia Marriott Downtown

4 out of 5
1201 Market St Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
$188 nightly
The price is $219 total per night
$219 total
Jul 7 - Jul 8
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
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
120 S 17th St Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $200 total per night
$200 total
Jul 23 - Jul 24
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. 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.
Pet friendly
Free WiFi
Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
$117 nightly
The price is $136 total per night
$136 total
Jul 8 - Jul 9
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
Loews Philadelphia Hotel

Loews Philadelphia Hotel

4 out of 5
1200 Market St Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $208 total per night
$208 total
Jul 5 - Jul 6
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
Hampton Inn Philadelphia Center City-Convention Center

Hampton Inn Philadelphia Center City-Convention Center

3 out of 5
1301 Race St Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $130 total per night
$130 total
Jul 7 - Jul 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. Enjoy the free buffet breakfast each morning.
The Bellevue Hotel - The Unbound Collection by Hyatt

The Bellevue Hotel - The Unbound Collection by Hyatt

4.5 out of 5
200 South Broad Street Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
$260 nightly
The price is $303 total per night
$303 total
Jul 6 - Jul 7
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, express check-out, and valet parking. Enjoy the sauna and conveniences like a 24-hour front desk and concierge services.
Pet friendly
Free WiFi
Don't see what you're looking for?
See all available properties in Chester
View all properties
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

A stadium with a large American flag, surrounded by trees and a clear sky.

Lincoln Financial Field

4.5/5(312 reviews)

Catch an event at Lincoln Financial Field during your trip to Philadelphia. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

Lincoln Financial Field
A circular water fountain with multiple jets and colorful boats.

Sesame Place

4.5/5(515 reviews)

Enjoy the rides and games at Sesame Place and find out why this is a popular theme park in Oxford Valley. Attend a sporting event in this family-friendly area.

Sesame Place
A large sports stadium with multiple banners and advertisements, including one for the Philadelphia Flyers.

Xfinity Mobile Arena

4.5/5(838 reviews)

Catch an event at Xfinity Mobile Arena during your trip to Philadelphia. Experience the acclaimed art scene and great live music in this vibrant area.

Xfinity Mobile Arena

Frequently asked questions

How much are vacation packages to Chester?
Get ready to be surprised — you can unwind in Chester for just $327. 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.

Photos of local treasures

Browse Chester vacation photos for more inspiration

A bridge over a river with a sunset sky.
A red covered bridge with a sign indicating it is 19 feet high.
A historic building with a dome, a bridge in the background, and a red brick courtyard.
A bridge with a plaque reading "City of Chester Queens Park Bridge 1923".
A red covered bridge with a sign reading "Sheeder-Hall Bridge Built 1850" and a clearance sign of 9 feet.

Explore More Ways to Travel with Travelocity