Chester Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Your Chester Holiday

Take the worry out of organising your next big adventure with a Chester holiday package. Whether you're lured here by its food, entertainment or other highlights, this city offers countless exciting experiences to delve into. Make sure to spend time sightseeing during your trip to Chester. Lake Madison and Lakes Golf Course are some favourite places to visit. A few clicks is all it takes to put together a tailored Chester holiday on Expedia.

Chester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sioux Falls Regional Airport (FSD)
Max Temp Winter
-3.89ºC
Max Temp Summer
27ºC
Top Sights
Lake Madison, Walkers Point Recreation Area and Lakes Golf Course

Top hotels in Chester

Royal River Casino and Hotel

Royal River Casino and Hotel

3 out of 5
607 S Veterans St Flandreau SD
Fully refundableReserve now, pay when you stay
The price is £81 per night from 2 Jun to 3 Jun
£81
2 Jun - 3 Jun
includes taxes & fees
8.6/10 Excellent! (615 reviews)
"I thought the mattresses were too soft and I had minor back pain in the mornings. Website advertised a $10.99 breakfast for hotel guests, but there was no such offer at the hotel. Room was spacious, clean and quiet. Beware that in order to find meals outside of hotel you may have to travel a ..."

Reviewed on 1 Jun 2026

Royal River Casino and Hotel
AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD

3 out of 5
1031 Diamond Circle Hartford SD
Fully refundableReserve now, pay when you stay
The price is £90 per night from 14 Jun to 15 Jun
£90
14 Jun - 15 Jun
includes taxes & fees
9.2/10 Wonderful! (809 reviews)
"Clean room, good breakfast and excellent customer service"

Reviewed on 29 May 2026

AmericInn by Wyndham Hartford SD
AmericInn by Wyndham Madison SD

AmericInn by Wyndham Madison SD

3 out of 5
504 SE 10th St Madison SD
Fully refundableReserve now, pay when you stay
The price is £71 per night from 7 Jun to 8 Jun
£71
7 Jun - 8 Jun
includes taxes & fees
7.6/10 Good! (393 reviews)
"Worst hotel ever. When we arrived they gave us our key and when we got to the room other people were already in there. We go back get another key to another room and there was someone in that room when we opened the door — some guy that we “think” worked there but was dressed in basketball clothing ..."

Reviewed on 1 Jun 2026

AmericInn by Wyndham Madison SD
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.

Explore a world of travel with Expedia

* 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.