Chester Vacation Packages

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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.
Charlotte Marriott City Center

Charlotte Marriott City Center

4 out of 5
Uptown Charlotte
Price was CA $976, price is now CA $813 per person
CA $813
per person
Oct 3 - Oct 5
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlotte (CLT)
8.8/10 Excellent! (1,000 reviews)
Nice place to stay, close to stadium

Reviewed on Aug. 12, 2025

Hilton Charlotte University Place

Hilton Charlotte University Place

4 out of 5
University City
Price was CA $1,069, price is now CA $835 per person
CA $835
per person
Oct 10 - Oct 13
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlotte (CLT)
8.6/10 Excellent! (1,082 reviews)
Room doesn’t get cleaned. Had to ask every day for the room to be cleaned.

Reviewed on Aug. 19, 2025

The Westin Charlotte

The Westin Charlotte

4 out of 5
Uptown Charlotte
Price was CA $1,032, price is now CA $848 per person
CA $848
per person
Oct 3 - Oct 5
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlotte (CLT)
9/10 Wonderful! (1,004 reviews)
Nice hotel but the rooms were dated and lacked some modern amenities.

Reviewed on Aug. 21, 2025

Country Inn & Suites by Radisson, Lake Norman Huntersville, NC

Country Inn & Suites by Radisson, Lake Norman Huntersville, NC

3 out of 5
Price was CA $1,240, price is now CA $1,030 per person
CA $1,030
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Charlotte (CLT)
8.6/10 Excellent! (1,017 reviews)
Employees were nice. A lot of different dining options in the area. It was nice having a noon checkout as most hotels are earlier. Breakfast was your basic continental breakfast but still good. I would stay again

Reviewed on Aug. 21, 2025

Comfort Suites University - Research Park

Comfort Suites University - Research Park

2.5 out of 5
University City
Price was CA $1,198, price is now CA $995 per person
CA $995
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Charlotte (CLT)
7.6/10 Good! (1,000 reviews)
The property needs an upgrade. The carpets are smelly and the bathroom tub was dirty and the shower curtain was ripped up. Felt more like a motel and not a hotel.

Reviewed on Aug. 12, 2025

Ready to book your vacation to Chester?

 

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Chester Hotel Deals

Motel 6 Richburg, SC

Motel 6 Richburg, SC

2 out of 5
2912 Parkway Blvd, Chester, SC
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Aug 24 to Aug 25
CA $100
CA $112 total
Aug 24 - Aug 25
includes taxes & fees
6.6/10 (320 reviews)
"Stay with 2 dogs 1 night no area to really walk with dogs bed is old rooms are dated and dark Only reason to stay because dogs friendly and no fee for dogs"

Reviewed on Aug. 12, 2025

Motel 6 Richburg, SC
Inn Upon Moon River Plantation

Inn Upon Moon River Plantation

2.5 out of 5
119 Pinckney Street, Chester, SC
The price is CA $197 per night from Aug 24 to Aug 25
CA $197
CA $215 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (44 reviews)
Southern Charm & Hospitality
"I thoroughly enjoyed my stay! The House is beautiful and filled with memorabilia of great artists from the jazz and blues fields. The area is very quiet and picturesque. I look forward to my next trip up to the Chester, SC area. I highly recommend this Bed and Breakfast!"

Reviewed on Jul. 24, 2025

Inn Upon Moon River Plantation
Clarion Pointe Near University

Clarion Pointe Near University

2.5 out of 5
1106 N. Anderson Road, Rock Hill, SC
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Aug 28 to Aug 29
CA $97
CA $108 total
Aug 28 - Aug 29
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Very convenient location just off I77."

Reviewed on Aug. 20, 2025

Clarion Pointe Near University
See all 246 properties in Chester
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Chester vacation package cost?
You can snap up a vacation package to this top destination from CA $813 on Expedia. But how much your vacation to Chester costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Chester?
If you'd like to book a cheap Chester vacation package, consider travelling in September, October and December. You'll typically find lower prices on flights and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Chester?
Typically, a handful of days is enough to check out the major attractions during your Chester vacation. But if you want to have more time to kick back or take day tours, think about extending your trip.
Is it worth booking a vacation package to Chester?
It's no wonder a Chester vacation is on the to-do list of many travellers. Well-known attractions like Chester State Park are just the beginning of things to keep you busy here.
How to find the best Chester package deals?
Bagging a cheap Chester package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Chester package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Chester vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can customize your Chester trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Chester?
If you're planning a spur-of-the-moment Chester vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Chester?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Chester.
  2. Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to Chester.
  3. Decide how long to go for: Now that you know more about Chester, you can figure out the right length of your break. Put together a draft itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Chester vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.