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Cheap Chester Hotels

AmericInn by Wyndham Osage
2212 Highway 218 Osage IA
$91 nightly
The price is $102 total per night
$102 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
25.83 mi from city center
Located in Osage, AmericInn by Wyndham Osage is in a shopping district, within a 5-minute drive of Mitchell County Courthouse and Osage City Park.
Pool
Hot Tub

Americas Best Value Inn & Suites Spring Valley
745 N Broadway St Spring Valley MN
$89 nightly
The price is $98 total per night
$98 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.34 mi from city center
Located in Spring Valley, Americas Best Value Inn & Suites Spring Valley is within a 10-minute drive of Four Daughters Vineyard & Winery and Deer Creek Speedway.
Breakfast included
Pet friendly

Country Trails Inn & Suites
809 U.S. 52 Preston MN
$114 nightly
The price is $126 total per night
$126 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.71 mi from city center
Located in Preston, Country Trails Inn & Suites is on the riverwalk, a 1-minute drive from Root River and 7 minutes from Old Barn Resort Course.
Pool
Hot Tub

Super 8 by Wyndham Cresco IA
511 Second Ave SE, Hwy 9 & 5th Street Cresco IA
$67 nightly
The price is $75 total per night
$75 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15.05 mi from city center
With a stay at Super 8 by Wyndham Cresco IA in Cresco, you'll be in the business district, and 10.3 mi (16.6 km) from Mikesh Wildlife Management Area and 11.3 mi (18.1 km) from Bluffton Fir Stand State Preserve.
Breakfast included
Pet friendly

Western Inn & Suites
1530 Main St, Osage IA
$63 nightly
The price is $71 total per night
$71 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
26.12 mi from city center
Located in Osage, Western Inn & Suites is within a 5-minute drive of Mitchell County Courthouse and Osage City Park.
Breakfast included
Pet friendly

Country Lodge inn
525 Main Ave N Harmony MN
$139 nightly
The price is $153 total per night
$153 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
18.16 mi from city center
Located in Harmony, Country Lodge inn is within a 15-minute drive of Niagara Cave and Root River.
Parking included
Free WiFi

Oak Meadow Farmhouse
Spring Valley MN
$322 nightly
The price is $346 total per night
$346 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.79 mi from city center
Located in Spring Valley, this farm stay is within a 15-minute drive of Root River and Four Daughters Vineyard & Winery.
Pet friendly
Air conditioning

Valley Farmhouse
Spring Valley MN
$265 nightly
The price is $285 total per night
$285 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.54 mi from city center
Located in Spring Valley, this farm stay is on the waterfront, within a 15-minute drive of Root River and Forestville Mystery Cave State Park.
Hot Tub
Pet friendly

Cozy house / small town living. Attractions include trout capital of Minnesota
Preston MN
$160 nightly
The price is $172 total per night
$172 total
Dec 7 - Dec 8
Total with taxes and fees
18.58 mi from city center
Located in Preston, this vacation home is a 1-minute drive from Root River and 8 minutes from Old Barn Resort Course.
Kitchen
Washer

Charming farmhouse with 4 bedrooms and WiFi, AC near Spring Valley
SPRING VALLEY MN
$291 nightly
The price is $312 total per night
$312 total
Dec 8 - Dec 9
Total with taxes and fees
16.35 mi from city center
With a stay at this farm stay in Spring Valley, you'll be within a 15-minute drive of Masonic Park and Four Daughters Vineyard & Winery.
Pet friendly
Air conditioning

Quiet, comfortable bed & breakfast in a gorgeous rural setting!
Spring Valley MN
$133 nightly
The price is $142 total per night
$142 total
Dec 7 - Dec 8
Total with taxes and fees
17.25 mi from city center
Located in Spring Valley, this bed & breakfast is on a river, within a 15-minute drive of Masonic Park and Four Daughters Vineyard & Winery.
Breakfast included
Free WiFi

Sage Street Retreat, a quiet and relaxing getaway
Lime Springs IA
$165 nightly
The price is $173 total per night
$173 total
Dec 6 - Dec 7
Total with taxes and fees
5.02 mi from city center
With a stay at this vacation home, you'll be centrally located in Lime Springs, 14.8 mi (23.8 km) from Forestville Mystery Cave State Park and 15.1 mi (24.3 km) from Lake Louise State Park.
Kitchen
Washer
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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Chester hotels essential information
Accommodation | 25 hotels |
|---|---|
Lowest Price | $71 |
Highest Price | $346 |
Popular hotels | AmericInn by Wyndham Osage, Americas Best Value Inn & Suites Spring Valley, Country Trails Inn & Suites , Super 8 by Wyndham Cresco IA, Western Inn & Suites, Country Lodge inn, Oak Meadow Farmhouse, Valley Farmhouse, Cozy house / small town living. Attractions include trout capital of Minnesota, Charming farmhouse with 4 bedrooms and WiFi, AC near Spring Valley, Quiet, comfortable bed & breakfast in a gorgeous rural setting!, Sage Street Retreat, a quiet and relaxing getaway |
Most Recent Chester Hotel Reviews

Super 8 by Wyndham Cresco IA
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Friendly staff, clean & comfortable. "
A verified traveler stayed at Super 8 by Wyndham Cresco IA
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