Chester Hotels

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Check prices for these dates

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

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Our top choices for Chester hotels

Exterior
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 €60
includes taxes & fees
31 Dec - 1 Jan 2026
Western Inn & Suites
Front of property – evening/night
AmericInn by Wyndham Osage

AmericInn by Wyndham Osage

AmericInn by Wyndham Osage
2.5 star property
Osage
9.6 out of 10, Exceptional, (273)
Business travellers appreciate the quiet atmosphere at this Osage hotel. Relax in the hot tub after a workout in the fitness centre, 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 €95
includes taxes & fees
25 Jan - 26 Jan 2026
AmericInn by Wyndham Osage
Front of property
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 €130
includes taxes & fees
1 Jan - 2 Jan 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, (434)
Enjoy free morning meals and convenient parking at this well-maintained property. Work out in the fitness centre after exploring nearby Masonic Park and Four Daughters Vineyard & Winery. Clean rooms and business-friendly amenities create a comfortable base for your stay.
"The place was very clean, very quiet and the staff was extremely helpful. We will be back"
United States
Melissa
The price is €83
includes taxes & fees
31 Dec - 1 Jan 2026
Americas Best Value Inn & Suites Spring Valley
Indoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers
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 €107
includes taxes & fees
1 Jan - 2 Jan 2026
Country Trails Inn & Suites
Free daily on-the-go breakfast
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, (482)
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 €65
includes taxes & fees
25 Jan - 26 Jan 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
"Very clean and comfortable house! We had everything we needed. Would definitely stay again. "
Debbie D. 3-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 €60 per night from 31 Dec to 1 Jan
€60
31 Dec - 1 Jan 2026
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 traveller data. Other good options for your trip to the area are Super 8 by Wyndham Cresco IA and Americas Best Value Inn & Suites Spring Valley. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Sage Street Retreat, a quiet and relaxing getaway: This holiday home rental outside of Chester is located in the city centre, and has a garden, a BBQ 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 that 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! Most hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What is staying in Chester like?
Travellers to Chester will find plenty to explore and enjoy. There are 23 hotels and other accommodation options in the surrounding area. Find out more about Chester.
What are the top places to visit in 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. Take a look at what more there is 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 temperature of 20°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Chester are January, March, February and April, with each month seeing an average of 20 cm of snowfall.

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