Chester Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Your Chester Vacation
With a vacation package to Chester, say goodbye to travel planning and hello to hassle-free adventure. Every detail of your getaway has been taken care of before you go, so you can get on with experiencing this exciting city. Fill your itinerary with visits to Chester State Park, Mountain Lakes and Chester County Historical Society Museum and Archives, some of the attractions you really should see during a trip to Chester. Expedia will help you escape your daily routine. Tailor your vacation to Chester to match your travel style, whatever that may look like.
Top Chester Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Grand Bohemian Charlotte, Autograph Collection
Uptown Charlotte
Price was CA $1,885, price is now CA $1,592 per person
CA $1,592
per person
Jul 9 - Jul 12
just found
Roundtrip flight included
Toronto (YTO) to Charlotte (CLT)
9.4/10 Exceptional! (892 reviews)
Good property and location , walkable and convenient
Reviewed on May 3, 2026
Chester Hotel Deals
Motel 6 Richburg, SC
2912 Parkway Blvd Chester SC
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from May 13 to May 14
CA $82
CA $92 total
May 13 - May 14
includes taxes & fees
7/10 Good! (364 reviews)
very clean and peaceful
Reviewed on May 12, 2026
Inn Upon Moon River Plantation
119 Pinckney Street Chester SC
The price is CA $209 per night from May 14 to May 15
CA $209
CA $228 total
May 14 - May 15
includes taxes & fees
TownePlace Suites by Marriott Charlotte Fort Mill
1047 Red Ventures Drive Fort Mill SC
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from May 24 to May 25
CA $130
CA $146 total
May 24 - May 25
includes taxes & fees
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
