Deals on vacations and trips to Chester

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Chester flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was $510, price is now $434 per person
$434
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Pittsburgh (PIT)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and express check-out are also provided.
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $910, price is now $656 per person
$656
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Pittsburgh (PIT)
Free WiFi in public areas, express check-in, and express check-out are available at this aparthotel. Luggage storage, laundry facilities, and a virtual front desk are also on offer.
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $880, price is now $707 per person
$707
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the steam room and perks like free WiFi. Valet parking, a 24-hour business center, and a coffee shop are also offered.
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
North Side
Price was $613, price is now $508 per person
$508
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Pittsburgh (PIT)
A casino, 5 restaurants, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free valet parking. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like continental breakfast and free self parking.
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
Price was $627, price is now $525 per person
$525
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Pittsburgh (PIT)
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 conveniences like a 24-hour front desk and concierge services.

Top Chester hotels deals

The Auburn Home - LPM

The Auburn Home - LPM

Chester WV
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This vacation home includes a garden and barbecue grills.
Secluded Wilderness & Spa On Historic 2k Acre Wild Life Area

Secluded Wilderness & Spa On Historic 2k Acre Wild Life Area

Chester WV
Get rates
A hot tub is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
710 Aviation Avenue Pittsburgh PA
Free Cancellation
Reserve now, pay when you stay
$176 nightly
The price is $201 total per night
$201 total
Nov 14 - Nov 15
Total with taxes and fees
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 conveniences like a 24-hour front desk and concierge services.
La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

3 out of 5
8507 University Blvd Coraopolis PA
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $91 total per night
$91 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet 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.
Courtyard by Marriott Pittsburgh Airport

Courtyard by Marriott Pittsburgh Airport

3 out of 5
450 Cherrington Pkwy Coraopolis PA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $115 total per night
$115 total
Nov 8 - Nov 9
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 free airport shuttle. A free area shuttle is offered as well.
Pittsburgh Airport Inn and Suites

Pittsburgh Airport Inn and Suites

2.5 out of 5
8514 University Boulevard Coraopolis PA
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $84 total per night
$84 total
Nov 19 - Nov 20
Total with taxes and fees
A 24-hour gym is featured at this hotel, along with free WiFi in public areas and a fireplace in the lobby. Enjoy freebies like buffet breakfast and a roundtrip airport shuttle A 24-hour business center, express check-out, and luggage storage 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

Tomlinson Run Lake

Commune with nature and explore the great outdoors at Tomlinson Run Lake during your travels in Chester. Amble around the area's riverfront or visit its casinos.
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Frequently asked questions

How much are vacation packages to Chester?
With deals starting as low as $434, flight and hotel packages are an excellent way to stretch your travel budget. Watch out Chester — here you come!
Where can I get the best vacation package deals for Chester?
Travelocity is where to go to score a terrific Chester package deal. Select from 400 air carriers and 1,000,000 properties all over the world and put together a vacation package that fits your style. With so many options at hand, it's time to start booking your next big getaway.
Why should I book my Chester vacation package with Travelocity?
Whether you're planning a month-long vacation or a last-minute weekend escape, we have lots of alluring destinations to choose from at a good price. In addition, we offer 24/7 support, superb service and a Price Match Guarantee. Save yourself the effort and time and lock in your dream vacation now.
Can I save money on my Chester car rental if I bundle it with hotels and flights?
Bundling your hotel, flight and car into a Chester vacation package is a great way to land the best deal. Plus, having your own set of wheels gives you total freedom to find your way to all the landmarks you want to see. Situated 90 mi from Chester, Geneva State Park is one attraction that should be on your can't-miss list. Fasten your seat belt and make a day trip of it.
Which airport is best for Chester?
Many travelers arrive at Pittsburgh Intl. Airport (PIT). Once you've landed and grabbed your luggage, head 18 mi northwest to reach central Chester. Akron-Canton Airport (CAK) is your other choice, 50 mi from the center of the city.
What is there to do in Chester?
The Mountaineer Race Track & Gaming Resort deserves to be on your itinerary. After you've crossed off this top attraction, wander through the streets of Chester and experience what makes this fantastic place tick.
Where should I stay when visiting Chester?
The Secluded Wilderness & Spa - Near Mountaineer & Star Lake - 30 Min Pitts Airport is the first choice of many travelers. Book as soon as possible before it's too late.

Photos of local treasures

Browse Chester vacation photos for more inspiration

A steel bridge spanning a river with a hilly landscape in the background.
A large teapot-shaped structure labeled "World's Largest Teapot" in Chester, WV.