2026 Chester, Illinois Hotels

AARP members, plan your trip to Chester with discounts on select hotels

Get a $50 gift card with any flight package

Get up to 10% off select hotels

5% cash back on group hotel bookings

Top Hotels in Chester

Chester Hotels with Breakfast Included

Hotels in Chester for Less Than $199 per Night

Guide to Chester Hotels

If you're looking to take a vacation in Chester that will be full of ideas for relaxation and memories you will cherish forever, you're in luck, because the AARP® Travel Center Powered by Expedia® is here to help. We combine AARP members-only benefits with the best rates from Expedia. Use your membership advantage to book a hotel that's closest to the sights you want to see and at a 5-star resort that offers the most luxurious amenities. With AARP Travel Center, your hotel reservation options will be endless.

Plan Your Chester Itinerary

In Chester, we have lined up hotels that offer fantastic deals through the AARP Travel Center powered by Expedia. Once you check-in to your Chester hotel room, you can check out all the possible things to do in the area. You can ask your hotel's concierge or click on our "Things To Do" tab if you are unsure where start off your vacation in Chester. For those that like to get a few rounds on the links during their vacation, you hit the jackpot. Make sure to bring your clubs, because there's one courses in Chester. You can conveniently schedule a tee time at courses in the area such as Chester Country Club. Maximize your savings by booking a beautiful holiday package on AARP Travel Center. Wherever your vacation takes you, you will spend more time making the most of your trip when booking with AARP Travel Center Powered by Expedia.

Reserve Your Hotel with the AARP Travel Center Powered by Expedia Today

We'll make it inexpensive for you to book your next vacation getaway. It doesn't matter whether you are coming to Chester for a family get-together or leisure, we are going to make sure that you get the best deals available. If you are ready to head to Chester Country Club in Chester, we'll be here to help you make all the arrangements you need. And you do not have to think about pulling out all your savings to have a satisfactory time, thanks to our discounted vacations. With AARP, you'll look forward to planning your next vacation. You will feel good throughout your entire vacation. Why? You scored the best deal possible. Your wallet will be glad that you're taking this trip when you book with the AARP Travel Center.


Terms and Conditions

Please click through to individual deals to confirm prices, availability and applicable terms and conditions for these deals.
 
Search with your preferred dates for travel to see any discounted rates for your stay.
 
Blackout periods may apply and a minimum hotel stay may be required.
 
The discounted rates can also be accessed via searching on the homepage.
 
Prices are per double room including taxes and fees.
 
Offers are subject to limited availability and may be discontinued without notice.
 
Usual booking terms and conditions apply.