Chester Vacation Packages

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Flight and hotel packages to Chester

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Pittsburgh East Liberty, an IHG Hotel

Hotel Indigo Pittsburgh East Liberty, an IHG Hotel

3.5 out of 5
East Liberty
per person
Jun 13 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Pittsburgh (PIT)
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 lobby fireplace, a computer station, and luggage storage are also on offer.
Wyndham Garden Pittsburgh Airport

Wyndham Garden Pittsburgh Airport

3 out of 5
per person
Jun 13 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Pittsburgh (PIT)
A 24-hour gym is featured at this hotel, along with free self parking. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A garden and express check-out are also provided.
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
per person
Jun 5 - Jun 7
Roundtrip flight included
Orlando (MCO) to Pittsburgh (PIT)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and wedding services.
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
per person
Jun 5 - Jun 7
Roundtrip flight included
Orlando (MCO) to Pittsburgh (PIT)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. 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-in, and express check-out are also on offer.
Reymer Carriage Repair Loft

Reymer Carriage Repair Loft

2 out of 5
Manchester
per person
Jun 13 - Jun 15
Roundtrip flight included
Philadelphia (PHL) to Pittsburgh (PIT)

Top Chester hotel deals

La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

2.5 out of 5
8507 University Blvd, Coraopolis, PA
Free Cancellation
Reserve now, pay when you stay
The price is $76 per night
$76
per night
May 6 - May 7
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
1111 Airport Blvd, Pittsburgh, PA
Free Cancellation
The price is $219 per night
$219
per night
May 5 - May 6
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and express check-in are also offered.
Quality Inn

Quality Inn

2.5 out of 5
1170 Thorn Run Rd, Coraopolis, PA
Free Cancellation
Reserve now, pay when you stay
The price is $71 per night
$71
per night
May 5 - May 6
A gym is featured at this hotel, along with free self parking. Enjoy perks like free continental breakfast and free airport pick-up. Free WiFi in public areas is provided and the front desk is staffed around-the-clock.
Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
9600 University Blvd, Moon Township, Coraopolis, PA
The price is $143 per night
$143
per night
May 19 - May 20
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
Sheraton Pittsburgh Airport Hotel

Sheraton Pittsburgh Airport Hotel

3.5 out of 5
1160 Thorn Run Rd, Coraopolis, PA
Free Cancellation
Reserve now, pay when you stay
The price is $110 per night
$110
per night
May 9 - May 10
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like free self parking.
Sleep Inn & Suites Pittsburgh

Sleep Inn & Suites Pittsburgh

2.5 out of 5
1000 Park Lane Drive Sleep Inn Bldg B, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
The price is $77 per night
$77
per night
May 5 - May 6
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and laundry facilities and free newspapers are also offered.
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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.

Popular places to visit in Chester

Image for The Mountaineer Race Track & Gaming Resort

The Mountaineer Race Track & Gaming Resort

4/5(56 reviews)

Why not try your luck with a visit to The Mountaineer Race Track & Gaming Resort during your time in Chester? Take some time to visit the casinos in this family-friendly area.

The Mountaineer Race Track & Gaming Resort

Frequently asked questions

How much are vacation packages to Chester?
Starting at just $207, flight and hotel packages are a fantastic way to stretch your vacation budget. Chester, here you come!
Where can I get the best vacation package deals for Chester?
It’s hard to top Travelocity when it comes to crafting your Chester package deal. There are as many as 400 air carriers and 1,000,000 properties around the world to select from. Lock in your trip now and get ready to tick another destination off your to-do list.
Why should I purchase my Chester vacation package with Travelocity?
Whether you’re planning a month-long vacation or a last-minute weekend trip, we have many exciting destinations to choose from at an affordable rate. In addition, we provide 24/7 support, high-quality service and a Price Match Guarantee. Save yourself time and money and reserve your dream vacation now.
Will I save money on my Chester car rental if I bundle it with hotels and flights?
Bundling your flight, hotel and car into a Chester vacation package is an excellent way to score better prices. Plus, having your own car rental gives you the freedom to get to all those amazing sights you’re eager to see. Situated 90 mi from Chester, Geneva State Park is one place that should feature on your itinerary. Fasten your seat belt and make a day trip of it.
What is the best time of year to go to Chester?
February, March and April is high season here, while September, October and November are usually quieter. If your budget is your primary consideration, try to avoid traveling during as it tends to be the most expensive time. The cheapest month to visit is .
Which airport is best for Chester?
You have two choices for jetting to Chester, the first being Pittsburgh Intl. Airport (PIT). It’s about 18 mi from the center of the city, while Akron-Canton Airport (CAK) is 50 mi away from central Chester.
What is there to do in Chester?
The Mountaineer Race Track & Gaming Resort is one of the outstanding sights that make Chester a popular place to visit. But allow yourself enough time to discover its lesser-known attractions too. This is often where the best memories are made.