Chester Holidays

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    Save up to S$134 when you book a flight and hotel together*
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The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

Top hotels in Chester

AmericInn by Wyndham Osage

AmericInn by Wyndham Osage

2.5 out of 5
2212 Highway 218 Osage IA
Fully refundableReserve now, pay when you stay
The price is S$129 per night from 5 Mar to 6 Mar
S$129
5 Mar - 6 Mar
includes taxes & fees
9.4/10 Exceptional! (280 reviews)
Room was clean and at good room temperature despite the bitter cold (outside) conditions. friendly and welcoming staff

Reviewed on 30 Jan, 2026

AmericInn by Wyndham Osage
Super 8 by Wyndham Cresco IA

Super 8 by Wyndham Cresco IA

2 out of 5
511 Second Ave SE, Hwy 9 & 5th Street Cresco IA
Fully refundableReserve now, pay when you stay
The price is S$93 per night from 5 Mar to 6 Mar
S$93
5 Mar - 6 Mar
includes taxes & fees
8.4/10 Very Good! (491 reviews)
Yea

Reviewed on 28 Jan, 2026

Super 8 by Wyndham Cresco IA
Country Trails Inn & Suites

Country Trails Inn & Suites

2 out of 5
809 U.S. 52 Preston MN
Fully refundableReserve now, pay when you stay
The price is S$176 per night from 18 Feb to 19 Feb
S$176
18 Feb - 19 Feb
includes taxes & fees
9.4/10 Exceptional! (103 reviews)
Room was clean and staff were very friendly.

Reviewed on 13 Jan, 2026

Country Trails Inn & Suites
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.