Chester Vacation Packages

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Your Chester Vacation

With one of our vacation packages to Chester, you'll find countless opportunities for relaxation and adventure. There's loads to experience, including its rich history and cultural experiences. Make your trip to Chester even more fun by including some sightseeing. Swarthmore College, Harrahs Casino and Racetrack and Widener University are among the big attractions you'll want to explore. Whatever your travel plans or budget, putting together a tailored Chester vacation is a cinch with Expedia.

Top Chester Vacation Deals

Wingate by Wyndham Vineland/Millville

Wingate by Wyndham Vineland/Millville

2.5 out of 5
per person
Jun. 13 - Jun. 18
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
7.6/10 Good! (1,008 reviews)
Staff was very nice but the rooms need to be updated. I had a lot of problems getting my door to open every single time I left and reentered. The property was fairly clean but still appeared to be old. Nice for one night but I probably won’t stay again.

Reviewed on Apr. 16, 2024

Howard Johnson by Wyndham Blackwood Near Philadelphia

Howard Johnson by Wyndham Blackwood Near Philadelphia

2 out of 5
per person
Jun. 13 - Jun. 18
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
7.4/10 Good! (1,000 reviews)
Pleasantly surprised by the room. Modern, large and clean.

Reviewed on Apr. 22, 2024

Hyatt Centric Center City Philadelphia

Hyatt Centric Center City Philadelphia

4 out of 5
Center City
per person
May 30 - Jun. 2
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
9.2/10 Wonderful! (1,683 reviews)
The staff was nice and very helpful

Reviewed on Apr. 19, 2024

The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
per person
May 30 - Jun. 2
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
9.6/10 Exceptional! (614 reviews)
Amazing hospitality and location

Reviewed on Apr. 20, 2024

Windsor Hotel

Windsor Hotel

2 out of 5
per person
Jun. 13 - Jun. 18
Roundtrip flight included
Toronto (YYZ) to Trenton (TTN)
7.6/10 Good! (1,004 reviews)
Nice place like the restaurant

Reviewed on Apr. 13, 2024

Prices and availability subject to change. Additional terms may apply.

Chester Hotel Deals

Club Quarters Hotel Rittenhouse Square, Philadelphia
Club Quarters Hotel Rittenhouse Square, Philadelphia
4 out of 5
1628 Chestnut St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from May 12 to May 13
CA $186
CA $216 total
includes taxes & fees
May 12 - May 13
8.2/10 Very Good! (3,439 reviews)
"I appreciated the free cappuccino machine and carbonated water. My stay was enjoyable!"

Reviewed on Apr. 22, 2024

Club Quarters Hotel Rittenhouse Square, Philadelphia
Sonesta Philadelphia Rittenhouse Square
Sonesta Philadelphia Rittenhouse Square
4 out of 5
1800 Market St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Apr. 28 to Apr. 29
CA $219
CA $285 total
includes taxes & fees
Apr 28 - Apr 29
8.4/10 Very Good! (1,474 reviews)
"Great stay location for business in center city"

Reviewed on Apr. 16, 2024

Sonesta Philadelphia Rittenhouse Square
Warwick Hotel Rittenhouse Square Philadelphia
Warwick Hotel Rittenhouse Square Philadelphia
4 out of 5
220 S 17th Street, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from May 5 to May 6
CA $214
CA $270 total
includes taxes & fees
May 5 - May 6
8/10 Very Good! (1,661 reviews)
"My stay was terriffic. Dave the doorman made a reservation for us at a mediterranean restaurant across the street from the hotel and the meal there was one of the highlights of our staycation. Thanks Dave. My one complaint was the bathroom, there were no safety rails for the shower and my biggest ..."

Reviewed on Apr. 20, 2024

Warwick Hotel Rittenhouse Square Philadelphia
See all 2,827 properties in Chester
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.

Explore other types of vacation packages

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All Inclusive Vacations

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Beach Vacations

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Family Vacations

Frequently asked questions

How much does a Chester vacation package cost?
Tailor make your Chester vacation package from as little as CA $633. Choose from any combination of rental cars, flights and hotels to create the escape you’ve been dreaming about for ages. Don’t forget to add on a few experiences or tours!
How do I get a cheap travel package to Chester?
Our Chester vacation packages mean plenty of savings for the savvy globetrotter. For the best deal, simply bundle your hotel, flights and extras (including tours) into a neat and tidy package. But great bargains are only the start of your next epic adventure. Book with Expedia and you’ll have more than 550 airlines and 1,000,000 properties worldwide to pick from. Whatever your style, there’s a package here just for you.
Where should I stay in Chester?
With interesting attractions such as Harrahs Casino and Racetrack and Widener University in this neighborhood, look for a hotel situated near either one. Subaru Park is another sight in Chester that travelers flock to.
What are the top hotels in Chester?
Get your escape off to an excellent start by locking in a room at Best Western Plus Philadelphia Airport S. At Widener Univ.. It’s one of most sought-after properties in Chester. Another top option is Candlewood Suites Chester - Philadelphia International Airport, an IHG Hotel.
How far in advance should I book my Chester vacation?
It’s always wise to book early. Airlines usually release flight tickets up to a year prior to departure, and this is an ideal opportunity to pick up some of the cheapest prices. Boss just told you to use up all your vacation days in a few weeks? That’s fine too — Expedia are never short of fantastic deals to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Chester travel package include?
That depends entirely on you. You can pick from a variety of Chester bundles, such as a rental car, flight and hotel. You can also book a flight with a hotel, or a flight and a rental car. Once you’ve made your booking, you can add on the fun stuff like experiences and tours. Whatever your ideal Chester getaway looks like, get ready to save!
What should I know before booking a Chester travel package?
Whether it’s adventure or relaxation you’re seeking, a Chester vacation package lets you organize your escape your way. Plus, you’ll get access to great discounts just for combining your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Chester Expedia vacation package?
Definitely. Expedia has over 550 partner airlines to pick from globally. With such a big range of choice, finding the right carrier to get you to Chester will be a snap.
If I'm not able to travel, can I cancel my Chester vacation package?
You can. We get that life happens, so we’re here to help if you have to make changes to your Chester vacation package. It may be possible to amend or cancel your itinerary at no cost if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Chester

Image for Pennsylvania Convention Center

Pennsylvania Convention Center

4.5/5(36 reviews)

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.

Pennsylvania Convention Center
Image for University of Pennsylvania

University of Pennsylvania

4.5/5(28 reviews)

Walk around the campus of University of Pennsylvania, a top college in Philadelphia. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

University of Pennsylvania
Image for Rittenhouse Square

Rittenhouse Square

4.5/5(41 reviews)

Explore the great outdoors with a trip to Rittenhouse Square, a popular green space in Philadelphia. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

Rittenhouse Square

What to do in Chester

Image for Philadelphia Ghost Tour by Candlelight

Philadelphia Ghost Tour by Candlelight

CA $33
Per adult
100% of travellers recommend
Philadelphia Ghost Tour by Candlelight
Image for TreeTrails Adventures - Trevose Ticket

TreeTrails Adventures - Trevose Ticket

CA $102
Per adult
TreeTrails Adventures - Trevose Ticket
See all activities in Chester
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.