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.
Family-friendly 3BR w/ Hot Tub & Games

Family-friendly 3BR w/ Hot Tub & Games

3 out of 5
Price was $593, price is now $494 per person
$494
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Charlotte (CLT)
Free WiFi in public areas is available at this cottage.
Omni Charlotte Hotel

Omni Charlotte Hotel

4 out of 5
Uptown Charlotte
Price was $1,048, price is now $840 per person
$840
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Austin (AUS) to Charlotte (CLT)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the laundry service, conference space, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and laundry facilities.
Landing Apartments Charlotte - NoDA

Landing Apartments Charlotte - NoDA

3 out of 5
Optimist Park
Price was $977, price is now $785 per person
$785
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Charlotte (CLT)
This apartment features a gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills and a virtual front desk are also provided.
Charlotte Retreat Luxury 4BR Heaven

Charlotte Retreat Luxury 4BR Heaven

4 out of 5
Belmont
Price was $1,180, price is now $958 per person
$958
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Charlotte (CLT)
A terrace is available at this vacation home. Take advantage of the free self parking.
Hilton Charlotte Uptown

Hilton Charlotte Uptown

4 out of 5
Uptown Charlotte
Price was $769, price is now $632 per person
$632
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Charlotte (CLT)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, express check-out, and valet parking. A coffee shop, limo/town car service, and a snack bar/deli are also on offer.

Top Chester hotels deals

Motel 6 Richburg, SC

Motel 6 Richburg, SC

2 out of 5
2912 Parkway Blvd Chester SC
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $75 total per night
$75 total
Aug 9 - Aug 10
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli is provided and the front desk is staffed around-the-clock.
Pet friendly
Parking included
Executive Inn Chester

Executive Inn Chester

2.5 out of 5
1632 J A Cochran Bypass Chester SC
Free Cancellation
$69 nightly
The price is $78 total per night
$78 total
Aug 14 - Aug 15
Total with taxes and fees
An outdoor pool is featured at this motel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area is provided and the front desk is staffed around-the-clock.
Pool
Breakfast included
La Quinta Inn & Suites by Wyndham Rock Hill

La Quinta Inn & Suites by Wyndham Rock Hill

3 out of 5
1235 Springdale Rd Rock Hill SC
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $101 total per night
$101 total
Aug 17 - Aug 18
Total with taxes and fees
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.
Pool
Breakfast included
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
$55 nightly
The price is $63 total per night
$63 total
Aug 9 - Aug 10
Total with taxes and fees
The motel doesn't skimp on freebies - guests receive free on-the-go breakfast 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.
Pool
Breakfast included
Holiday Inn Express & Suites Fort Mill by IHG

Holiday Inn Express & Suites Fort Mill by IHG

2.5 out of 5
1655 Carolina Place Drive Fort Mill SC
Free Cancellation
$108 nightly
The price is $120 total per night
$120 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Holiday Inn Rock Hill by IHG

Holiday Inn Rock Hill by IHG

3 out of 5
503 Galleria Blvd Rock Hill SC
Free Cancellation
$84 nightly
The price is $96 total per night
$96 total
Aug 17 - Aug 18
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included
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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

Chester State Park

8.0/10 (2 reviews)
You can take time to visit Chester State Park during your travels to Chester. Experience the area's jazz scene and live music.
See properties

Frequently asked questions

How much are vacation packages to Chester?
Your travel dreams can all come true in Chester for only $494. Our vacation packages include flights and hotels, so organizing your itinerary will be a breeze. The only thing you'll need to concentrate on is having an incredible time.
How long should my Chester vacation be?
Many travelers pack their bags and vacation in Chester for an average of 3 nights. That gives you a rough guide, but don't let it restrict you. Whether you stay for a few days to see the main sights or hang around to explore new places, an unforgettable adventure awaits.
Where can I get the best vacation package deals for Chester?
With at least 400 airline partners and 1,000,000 hotels across the world, it's hard to top Travelocity. Browse our comprehensive range and score an incredible Chester package deal. Don't you love it when traveling is that easy?
Why should I purchase my Chester vacation bundle via Travelocity?
Because you'll never wander on your own if you lock in your vacation through us, and we offer 24/7 customer support and exceptional service to boot. Add to that our Price Match Guarantee and countless destinations to choose from. It's our job to make your vacation as unforgettable as possible.
Will I save money on my Chester car rental if I book it with my hotel or flight?
Sure can — bundle your hotel, car and flight into a Chester vacation package and you can save a handsome sum. With so much to discover in the Chester area, having your own ride will make it easy to explore. Once you've buckled yourself in, get out on the wide open road and make tracks to Biltmore Estate, an unmissable sight about 95 mi from Chester.
Which airport is best for Chester?
Charlotte-Douglas Intl. Airport (CLT) (40 mi away from downtown), Greenville-Spartanburg Intl. Airport (GSP) (60 mi away from central Chester) and Columbia Metropolitan Airport (CAE) (55 mi away from central Chester) are the main hubs in Chester.
What is there to do in Chester?
While taking the path less traveled is no doubt rewarding, you shouldn't miss the big attractions that make a destination famous. Chester State Park and Chester County Historical Society Museum and Archives are just two of them in Chester.
Where should I stay when visiting Chester?
Many travelers choose to check in to the Inn Upon Moon River Plantation. It's a great base for your Chester escape.

Photos of local treasures

Browse Chester vacation photos for more inspiration

A sunrise over a rural landscape with a water tower and scattered houses.
A river with autumn-colored trees and a clear blue sky.