Chester Vacation Packages

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Flight and hotel packages to Chester

Price found within the past 48 hours. Click for updated prices.
Charlotte Marriott City Center

Charlotte Marriott City Center

4 out of 5
Uptown Charlotte
Save 100% on your flight
per person
Jun 15 - Jun 17
Roundtrip flight included
Chicago (ORD) to Charlotte (CLT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A coffee shop, a snack bar/deli, and a grocery/convenience store are also on offer.
DoubleTree by Hilton Charlotte City Center

DoubleTree by Hilton Charlotte City Center

4 out of 5
Uptown Charlotte
per person
Jun 15 - Jun 17
Roundtrip flight included
Chicago (ORD) to Charlotte (CLT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a rooftop terrace on site, and a 24-hour front desk and dry cleaning are also provided.
Le Meridien Charlotte

Le Meridien Charlotte

4 out of 5
Uptown Charlotte
per person
Jun 15 - Jun 17
Roundtrip flight included
Chicago (ORD) to Charlotte (CLT)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. There's a bar/lounge on site, and a 24-hour front desk and wedding services are also provided.
Grand Bohemian Hotel Charlotte, Autograph Collection

Grand Bohemian Hotel Charlotte, Autograph Collection

4 out of 5
Uptown Charlotte
Save 100% on your flight
per person
Jun 15 - Jun 17
Roundtrip flight included
Chicago (ORD) to Charlotte (CLT)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the a rooftop terrace and perks like free WiFi. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Sheraton Charlotte Hotel

Sheraton Charlotte Hotel

4 out of 5
Uptown Charlotte
per person
Jun 15 - Jun 17
Roundtrip flight included
Chicago (ORD) to Charlotte (CLT)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and rooftop terrace.

Top Chester hotel deals

Clarion Pointe Near University

Clarion Pointe Near University

2.5 out of 5
1106 N. Anderson Road, Rock Hill, SC
Free Cancellation
Reserve now, pay when you stay
The price is $70 per night
$70
per night
May 26 - May 27
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage is provided and the front desk is staffed around-the-clock.
Days Inn by Wyndham Rock Hill

Days Inn by Wyndham Rock Hill

2 out of 5
875 Riverview Rd, Rock Hill, SC
Free Cancellation
Reserve now, pay when you stay
The price is $62 per night
$62
per night
Jun 2 - Jun 3
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Wingate by Wyndham Rock Hill / Charlotte / Metro Area

Wingate by Wyndham Rock Hill / Charlotte / Metro Area

2.5 out of 5
760 Galleria Blvd, Rock Hill, SC
Free Cancellation
Reserve now, pay when you stay
The price is $135 per night
$135
per night
May 16 - May 17
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
Pet friendly
Breakfast included
La Quinta Inn & Suites by Wyndham Rock Hill

La Quinta Inn & Suites by Wyndham Rock Hill

2.5 out of 5
1235 Springdale Rd, Rock Hill, SC
Free Cancellation
Reserve now, pay when you stay
The price is $86 per night
$86
per night
May 27 - May 28
This hotel features a gym and a seasonal outdoor pool. 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 free perks like full breakfast and free self parking.
Pet friendly
Breakfast included
Quality Inn

Quality Inn

2.5 out of 5
2625 Cherry Rd, Rock Hill, SC
Free Cancellation
Reserve now, pay when you stay
The price is $71 per night
$71
per night
May 22 - May 23
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pool
Holiday Inn Express & Suites Fort Mill, an IHG Hotel

Holiday Inn Express & Suites Fort Mill, an IHG Hotel

2.5 out of 5
1655 Carolina Place Drive, Fort Mill, SC
Free Cancellation
The price is $120 per night
$120
per night
May 23 - May 24
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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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 Chester State Park

Chester State Park

Explore the great outdoors at Chester State Park, a lovely green space in Chester. Amble around the area's riverfront or experience its jazz scene.

Chester State Park
Image for Cruse Vineyards and Winery

Cruse Vineyards and Winery

Enjoy an outing to Cruse Vineyards and Winery during your stay in Chester. Amble around the area's riverfront or experience its jazz scene.

Cruse Vineyards and Winery
Image for Chester County Historical Society Museum and Archives

Chester County Historical Society Museum and Archives

You can spend an afternoon browsing the exhibits at Chester County Historical Society Museum and Archives during your travels in Chester. Amble around the area's riverfront or experience its jazz scene.

Chester County Historical Society Museum and Archives

Photos of local treasures

Photo by A Jaunt With Joy
Photo by A Jaunt With Joy

Frequently asked questions

How much are vacation packages to Chester?
With Travelocity vacation packages, you can live it up in Chester for a mere $235. Flights, hotels and experiences — we’ve got it covered. You’ll save tons just by bundling together your bookings. And with everything taken care of before you even go, you can sit back, relax and enjoy the adventure.
Where can I get the best vacation package deals for Chester?
One word — Travelocity. With 400 air carriers and 1,000,000 properties across the globe, it’s a piece of cake to find a Chester package deal that appeals to your wanderlust.
Why should I book my Chester vacation bundle via Travelocity?
Because you’ll never wander on your own if you secure your trip with us, and we offer round-the-clock customer support and exceptional service to boot. Add to that our Price Match Guarantee and tons of experiences to select from. We’re here to help you jet off on the vacation of a lifetime.
Can I save on my Chester car rental if I combine it with hotels and flights?
Bundling your hotel, flight and car into a Chester vacation package is a great way to score better prices. Plus, having your own set of wheels gives you absolute freedom to get to all those famous sights you’re eager to see. Located 95 mi from Chester, Biltmore Estate is one place that should be on your agenda. Fasten your seat belt and make a day trip of it.
What is the best time of year to go to Chester?
If you’re saving your pennies, is a fantastic month to explore this part of the world, while is the dearest time of the year. March, June and July is high season. If you’re looking to avoid the crowds, January, September and November tend to be quieter.
Which airport is best for Chester?
Charlotte-Douglas Intl. Airport (CLT), around 40 mi northeast of downtown Chester, is most likely where you’ll jet into. Your other choices are Greenville-Spartanburg Intl. Airport (GSP) (60 mi away from central Chester) and Columbia Metropolitan Airport (CAE) (55 mi away from central Chester).
What is there to do in Chester?
Chester is brimming with things to see and do, including Chester State Park and Chester County Historical Society Museum and Archives. These two fantastic attractions are on most people’s to-do lists.
Where should I stay when visiting Chester?
Many travelers choose to hit the hay at the Inn Upon Moon River Plantation. It’s a terrific base for your Chester getaway.