Find hotels in Chesterfield, IL from $66

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Compare 25 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Carlin Villa Motel
2.5 star property
8.4 out of 10, Very Good, 168 reviews
"Great old school motel off the beaten path (even for Route 66 travelers) with good service. Definitely not modern in decor, but has solid amenities (refrigerator in our room, laundry) and pretty easy access to dinner options."
The price is $73
$81 total
includes taxes & fees
Jun 7 - Jun 8
Carlin Villa Motel
Home is on the original 1926-1930 Route 66 alignment
10.0 out of 10, Exceptional, 67 reviews
"It was good"
The price is $66
$156 total
includes taxes & fees
Jun 7 - Jun 8
Home is on the original 1926-1930 Route 66 alignment
Luxurious Otter Pointe
10.0 out of 10, Exceptional, 16 reviews
"This met all my expectations and more! We had a wedding to attend at the Rustic Venue, and were looking for a space to share with family & friends. A large kitchen was a must have, and this was just perfect. Huge fully stocked kitchen with a massive island, plenty of indoor seating, tons of outdoor space, a garage space with ping pong and other games, huge televisions with Dish in every common space. It checked off all the boxes. The neighbor's cows even came to visit!! We had a great time....
Luxurious Otter Pointe
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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.

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Chesterfield Travel Info

Number of reviews
1,587
Accommodation
25 hotels
Highest price
$110
Lowest price
$66

Frequently asked questions

What's the best place to stay in Chesterfield?

Located 22.9 mi (36.9 km) from the heart of Chesterfield, Super 8 by Wyndham Staunton is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Hampton Inn Litchfield and Super 8 by Wyndham Jerseyville. See all available top hotels, or vacation rentals in Chesterfield.

What are some of the best vacation rentals that Chesterfield has to offer?

Home is on the original 1926-1930 Route 66 alignment: This vacation home rental near Chesterfield is located next to a golf course and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a selection of games and a spa tub. See all vacation rentals in Chesterfield.

If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?

Yes! You'll find that most hotel room reservations are refundable if you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.

Where can I learn more about changing or cancelling my trip to Chesterfield?

To find more details about updating your trip to Chesterfield or cancelling it, head over to our customer service page.

How is it to stay in Chesterfield?

Travelers to Chesterfield will find plenty to explore and enjoy. There are 25 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.

What should I see while I'm in Chesterfield?

Places to visit in the wider area include Beaver Dam State Park, Cheney Mansion, and Jerseyville Historic District. You'll also find Carlinville Public Square and American Legion Fairgrounds in the area. Check out what more to see and do in Expedia's Chesterfield guide.

What's the weather like in Chesterfield?

The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Chesterfield is 49 inches.

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