Chester Holidays from £990

Book a Hotel + Flight or Car together to unlock savings

Photo by A Jaunt With Joy

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    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.

Top Chester Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Charlotte Pineville

Hilton Garden Inn Charlotte Pineville

3 out of 5
per person
21 Oct - 28 Oct
found 12 hours ago
Return direct flight included
London (LHR) to Charlotte (CLT)
8.6/10 Excellent! (986 reviews)
Great hotel. Location was perfect

Reviewed on 21 Jul 2025

Shady Daze: Waterfront Home w/ Deck, Hot Tub & Lake Views

Shady Daze: Waterfront Home w/ Deck, Hot Tub & Lake Views

3 out of 5
per person
21 Oct - 28 Oct
found 12 hours ago
Return direct flight included
London (LHR) to Charlotte (CLT)
No reviews
Cove's End by Avantstay Dock, Game Room, Fire Pit & Forest Views

Cove's End by Avantstay Dock, Game Room, Fire Pit & Forest Views

3 out of 5
per person
21 Oct - 28 Oct
found 12 hours ago
Return direct flight included
London (LHR) to Charlotte (CLT)
No reviews
Hilton Charlotte University Place

Hilton Charlotte University Place

4 out of 5
University City
per person
21 Oct - 28 Oct
found 12 hours ago
Return direct flight included
London (LHR) to Charlotte (CLT)
8.6/10 Excellent! (1,043 reviews)
I enjoyed my time at the Hilton. It was peaceful, the boardwalk was perfect and very convenient.

Reviewed on 2 Aug 2025

DoubleTree by Hilton Charlotte City Center

DoubleTree by Hilton Charlotte City Center

4 out of 5
Uptown Charlotte
per person
21 Oct - 28 Oct
found 12 hours ago
Return direct flight included
London (LHR) to Charlotte (CLT)
8.6/10 Excellent! (1,183 reviews)
Upscale in town hotel.

Reviewed on 2 Aug 2025

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

Top hotels in Chester

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 £61 per night from 3 Aug to 4 Aug
£61
3 Aug - 4 Aug
includes taxes & fees
6.6/10 (316 reviews)
"They were great on everything"

Reviewed on 25 Jul 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 £116 per night from 6 Aug to 7 Aug
£116
6 Aug - 7 Aug
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 24 Jul 2025

Inn Upon Moon River Plantation
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
Fully refundableReserve now, pay when you stay
The price is £81 per night from 31 Aug to 1 Sept
£81
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (1,065 reviews)
"We spent three nights. Plenty of charging/plugs. Very clean. The only downside was our room was next to exit door, which is not quiet."

Reviewed on 29 Jul 2025

La Quinta Inn & Suites by Wyndham Rock Hill
See all 244 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 £990, 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.