Find hotels in Chester, IA from ￥9,423

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Check prices for these dates

Tonight
Dec 13 - Dec 14
Tomorrow
Dec 14 - Dec 15
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

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Our top choices for Chester hotels

Front of property
Western Inn & Suites

Western Inn & Suites

Western Inn & Suites
2.0 star property
Osage
6.2 out of 10, (55)
This motel offers a refreshing retreat with free daily continental breakfast and complimentary WiFi. Located near Osage City Park and Sunny Brae Golf and Country Club, guests enjoy convenient parking and countryside charm.
"Nice clean rooms"
United States
michael
The price is ￥8,413
￥9,423 total
includes taxes & fees
Dec 14 - Dec 15
Western Inn & Suites
Exterior
AmericInn by Wyndham Osage

AmericInn by Wyndham Osage

AmericInn by Wyndham Osage
2.5 star property
Osage
9.6 out of 10, Exceptional, (271)
Business travelers appreciate the quiet atmosphere at this Osage hotel. Relax in the hot tub after a workout in the fitness center, or enjoy a drink at the bar. Free breakfast, WiFi, and parking add value while helpful staff ensure a comfortable stay near local attractions.
"A good place to stay"
United States
michael
The price is ￥14,171
￥15,871 total
includes taxes & fees
Dec 28 - Dec 29
AmericInn by Wyndham Osage
Deluxe Double Room | Down comforters, pillowtop beds, individually decorated
Country Trails Inn & Suites

Country Trails Inn & Suites

Country Trails Inn & Suites
2.0 star property
Preston
9.4 out of 10, Exceptional, (102)
Escape to this golf hotel in Preston featuring a charming winery. After a refreshing morning swim, relax in the hot tub. Free amenities include breakfast, WiFi, and parking. The Old Barn Resort Course is nearby.
"Great desk host, nice property, comfortable rooms, nice breakfast & dining room within walking from Casey’s gas & market. "
United States
Nancy
The price is ￥17,703
￥19,541 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Country Trails Inn & Suites
Loft | Iron/ironing board, free WiFi
Country Lodge inn

Country Lodge inn

Country Lodge inn
2.0 star property
Harmony
9.0 out of 10, Wonderful, (39)
Surrounded by Minnesota countryside, this welcoming lodge offers convenient access to Slim's Woodshed and Museum. Enjoy the tranquil setting with free WiFi and parking while exploring nearby Niagara Cave.
"Old motel but clean, with friendly owners."
United States
Fred
The price is ￥20,725
￥23,791 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Country Lodge inn
Lobby
Americas Best Value Inn & Suites Spring Valley

Americas Best Value Inn & Suites Spring Valley

Americas Best Value Inn & Suites Spring Valley
2.0 star property
Spring Valley
8.2 out of 10, Very Good, (432)
Enjoy free morning meals and convenient parking at this well-maintained property. Work out in the fitness center after exploring nearby Masonic Park and Four Daughters Vineyard & Winery. Clean rooms and business-friendly amenities create a comfortable base for your stay.
"Breakfast was fresh and plentiful. The service was amazing. We always stay here when we come to Spring Valley to meet family. We really enjoy this hotel. We had three rooms this time and they were great"
United States
Carol
The price is ￥12,284
￥13,558 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Americas Best Value Inn & Suites Spring Valley
Individually decorated, individually furnished, blackout drapes
Super 8 by Wyndham Cresco IA

Super 8 by Wyndham Cresco IA

Super 8 by Wyndham Cresco IA
2.0 star property
Cresco
8.6 out of 10, Excellent, (479)
This welcoming hotel offers complimentary WiFi and on-the-go breakfast daily. Guests consistently praise the helpful staff. Located within an hour's drive from Rochester International Airport, enjoy free parking during your stay.
"Friendly staff, clean & comfortable. "
United States
Vicki
The price is ￥10,595
￥11,865 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Super 8 by Wyndham Cresco IA
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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Top Chester Hotel Reviews

Sage Street Retreat, a quiet and relaxing getaway

Sage Street Retreat, a quiet and relaxing getaway

10/10 Excellent
"Overall, we had a great stay and would highly recommend this home for anybody looking in the area!"
anthony b. 12-night trip
Posted 3 weeks ago
Sage Street Retreat, a quiet and relaxing getaway

More cheap stays in Chester

Western Inn & Suites

Western Inn & Suites

1530 Main St, Osage IA
The price is ￥8,413 per night from Dec 14 to Dec 15
￥8,413
￥9,423 total
Dec 14 - Dec 15
includes taxes & fees
6.2/10 (55 reviews)

Frequently asked questions

What's the best place to stay in Chester?
Located 25.8 mi (41.6 km) from the heart of Chester, AmericInn by Wyndham Osage is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are Americas Best Value Inn & Suites Spring Valley and Super 8 by Wyndham Cresco IA. See all available top hotels, or vacation rentals in Chester.
What are some of the best vacation rentals in Chester?
Sage Street Retreat, a quiet and relaxing getaway: Visitors like this Chester vacation home rental. It is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes, you'll find most room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
Where can I learn more about changing or cancelling my trip to Chester?
To find more details about changing or cancelling your trip to Chester, go to https://www.expedia.com/service/.
What is staying in Chester like?
Travelers to Chester will find plenty to explore and enjoy. There are 23 hotels and other accommodations in the surrounding area. Find out more about Chester.
What should I do while I'm visiting Chester?
Places to visit in the wider area include Forestville Mystery Cave State Park, Deer Creek Speedway, and Niagara Cave. You'll also find Four Daughters Vineyard & Winery and Lake Louise State Park in the area. Check out what more to see and do in Expedia's Chester guide.
What's the weather like in Chester?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Chester are January, March, February, and April, with each month seeing an average of 8 inches of snowfall.

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