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.
Crowne Plaza Suites Pittsburgh South by IHG

Crowne Plaza Suites Pittsburgh South by IHG

3.5 out of 5
Price was $562, price is now $425 per person
$425
per person
Oct 16 - Oct 19
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free parking, a terrace, and a snack bar/deli are also offered.
Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

3 out of 5
Bloomfield
Price was $600, price is now $458 per person
$458
per person
Oct 16 - Oct 19
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was $1,494, price is now $1,142 per person
$1,142
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. A terrace, a snack bar/deli, and luggage storage are also on offer.
EVEN Hotel Pittsburgh Downtown by IHG

EVEN Hotel Pittsburgh Downtown by IHG

4 out of 5
Downtown Pittsburgh
Price was $570, price is now $442 per person
$442
per person
Oct 16 - Oct 19
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 and free WiFi in public areas. Enjoy the in-room fitness and conveniences like a 24-hour front desk and concierge services.
Etage Executive Living

Etage Executive Living

3.5 out of 5
Downtown Pittsburgh
Price was $880, price is now $686 per person
$686
per person
Oct 16 - Oct 19
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
A rooftop terrace, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the business center and free internet in public areas.

Top Chester hotels deals

The Piedmont Cabin 2 bed, 1.5 bath

The Piedmont Cabin 2 bed, 1.5 bath

Chester WV
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This vacation home includes a garden and laundry facilities.
Kitchen
Washer
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
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A hot tub is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
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
$85 nightly
The price is $97 total per night
$97 total
Sep 7 - Sep 8
Total with taxes and fees
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.
Breakfast included
Free airport shuttle
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
$184 nightly
The price is $210 total per night
$210 total
Sep 6 - Sep 7
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.
Pool
Free airport shuttle
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
$83 nightly
The price is $95 total per night
$95 total
Sep 20 - Sep 21
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 $425, 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.