Chester Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by A Jaunt With Joy

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    Save up to £335 when you book a flight and hotel together*
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    Packages with flights are ATOL protected

Your Chester Holiday

With a holiday 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 holiday to Chester to match your travel style, whatever that may look like.

Chester Essential Information

Language
English
Currency
U.S dollars
Population
5,500
Max Temp Winter
13ºC
Max Temp Summer
32ºC
Top Sights
Chester State Park, Chester County Historical Society Museum and Archives and Olde English District

Our pick of the best Chester Hotel Deals

Motel 6 Richburg, SC
Motel 6 Richburg, SC
2 out of 5
2912 Parkway Blvd, Chester, SC
Stay at this motel in Chester. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff in their reviews.
6.6/10 (308 reviews)
"Na"

Reviewed on 29 May 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
Stay at this business-friendly B&B in Chester. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Chester County Transportation Museum and ...
9/10 Wonderful! (43 reviews)
"Wonderful hosts"

Reviewed on 28 Apr 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
Stay at this hotel in Rock Hill. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
8.8/10 Excellent! (1,003 reviews)
"Only thing i didn't like was the hair in the bathroom"

Reviewed on 13 Jun 2025

Clarion Pointe Near University
See all 247 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Chester travel package cost?
Less than you might think — from a tempting , in fact! By bundling flights, hotels and car rentals into your own custom-built travel package, your Chester escape is only clicks away.
If I'm not able to travel, can I cancel my Chester travel package?
You can. We get that things don’t always go to plan, so we’re here to help if you need to make changes to your Chester travel package. You may be able to change or cancel your itinerary for free if you’ve booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Chester?
Bundle your bookings with Expedia to save big on your next getaway. With over 550 partner airlines and 1,000,000 properties worldwide, your Chester travel package can be customized exactly to suit your travel style. With all that extra cash, why not throw in one or more fun activities and tours? It’s an easy way to unlock even more discounts. That holiday you’ve always dreamed of in Chester is much closer than you thought!
Does Expedia offer Book Now, Pay Later Chester holidays?
Yes. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply select the payment plan that works for you during the checkout process and take the stress out of budgeting for your trip. Make sure you bundle your accommodation, flights and activities with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna’s monthly instalment plans. If paying small amounts each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to click that “book now” button, opt for a low deposit holiday payment plan from Klarna.

Where should I stay in Chester?
It makes sense to stay near the action. Many visitors favor hotels in the vicinity of top attractions, like Mountain Lakes, Chester County Historical Society Museum and Archives and Olde English District.
What are the top hotels in Chester?
Get your trip off to an excellent start by booking a stay at Holiday Inn Express Richburg, an IHG Hotel. It’s one of most sought-after properties in Chester. Another option is Days Inn by Wyndham Richburg.
How far in advance should I book my Chester holiday?
Savvy travellers book early. Airlines usually advertise flights up to 12 months ahead of departure, and this is an ideal opportunity to score some rock-bottom prices. Boss just told you to take all your holiday days in a few weeks? Don’t fret. Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Chester travel package include?
With Expedia, you can select any combination of car rentals, hotels and flights to create your perfect Chester travel package. Once you’ve made your booking, you can add on the fun things like sightseeing tours and activities. Don’t forget, the more you bundle, the more cash you’ll save!
What should I know before booking a Chester travel package?
Booking all the parts of your holiday together is a terrific way to save. Combine your airfares, rental cars and hotels into a convenient package. But it’s not just hotels. Expedia features all sorts of properties, including holiday rentals such as beach villas and spacious residences. Your choices are almost endless!
Can I choose my airline with a Chester Expedia travel package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines globally. Our travel packages give you the flexibility to pick from available flight, hotel or activity options that suit you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.