Winterset Hotels from S$74

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6 Dec - 7 Dec
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Top 10 trending Winterset hotels

Lobby
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
Winterset
9.2 out of 10, Wonderful, (710)
"Great place to stay. "
United States
Steve
The price is S$144
includes taxes & fees
13 Dec - 14 Dec
Cobblestone Inn & Suites - Winterset, IA
Free daily continental breakfast
Covered Bridge Inn

Covered Bridge Inn

2.5 star property
Winterset
9.0 out of 10, Wonderful, (766)
"Breakfast was top notch for the price."
United States
Raymond
The price is S$114
includes taxes & fees
7 Dec - 8 Dec
Covered Bridge Inn
Lobby
Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport

2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1154)
"Friendly staff, quiet location, comfortable and clean rooms. Would stay there again."
United States
Alaina
The price is S$122
includes taxes & fees
6 Jan - 7 Jan, 2026
Baymont by Wyndham Des Moines Airport
Exterior
AmericInn by Wyndham Stuart

AmericInn by Wyndham Stuart

2.5 star property
Stuart
8.4 out of 10, Very good, (518)
"Clean room, nice pool, parking and free breakfast. Great for families. "
United States
Amanda
The price is S$115
includes taxes & fees
14 Dec - 15 Dec
AmericInn by Wyndham Stuart
Lobby
Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West

2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (1000)
"rooms was clean and hotel pool area was nice"
United States
Leslie
The price is S$127
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn and Suites by Marriott Des Moines West
Desk, iron/ironing board, free cots/infant beds, rollaway beds
Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport

2.0 star property
Greater South Side
8.6 out of 10, Excellent, (1674)
"Staff was friendly room was super clean breakfast was delicious "
United States
Sean
The price is S$91
includes taxes & fees
16 Dec - 17 Dec
Days Inn & Suites by Wyndham Des Moines Airport
Exterior
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

2.5 star property
West Des Moines
9.2 out of 10, Wonderful, (997)
"Very clean, quiet and great staff"
United States
James
The price is S$135
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG
Lobby
La Quinta Inn & Suites by Wyndham Des Moines West Clive

La Quinta Inn & Suites by Wyndham Des Moines West Clive

3.0 star property
Clive
8.6 out of 10, Excellent, (1003)
"Great place to stay! "
United States
Kirsten
The price is S$93
includes taxes & fees
28 Dec - 29 Dec
La Quinta Inn & Suites by Wyndham Des Moines West Clive
Indoor spa tub
Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston

2.5 star property
Johnston
9.0 out of 10, Wonderful, (1790)
"Cute theme, friendly staff, affordable, and not bad for the price. "
United States
Brenda
The price is S$142
includes taxes & fees
1 Jan - 2 Jan, 2026
Stoney Creek Hotel Des Moines - Johnston
Property amenity
Country Inn & Suites by Radisson, Indianola, IA

Country Inn & Suites by Radisson, Indianola, IA

2.5 star property
Indianola
9.0 out of 10, Wonderful, (710)
"I stay at this property multiple times a year and have always had a positive experience. "
United States
John
The price is S$159
includes taxes & fees
28 Dec - 29 Dec
Country Inn & Suites by Radisson, Indianola, IA
Hypo-allergenic bedding, desk, blackout curtains, soundproofing
Quality Inn & Suites Des Moines Airport

Quality Inn & Suites Des Moines Airport

2.5 star property
Greater South Side
7.4 out of 10, Good, (1004)
"Best location for passengers traveling on flights"
United States
Sai Lakshmi
The price is S$91
includes taxes & fees
14 Dec - 15 Dec
Quality Inn & Suites Des Moines Airport
Terrace/patio
Home2 Suites by Hilton Des Moines at Drake University

Home2 Suites by Hilton Des Moines at Drake University

3.0 star property
Drake
9.4 out of 10, Exceptional, (1006)
"Great place to stay!"
United States
Alyca
The price is S$132
includes taxes & fees
4 Jan - 5 Jan, 2026
Home2 Suites by Hilton Des Moines at Drake University
Exterior
Hampton Inn & Suites West Des Moines/SW Mall Area

Hampton Inn & Suites West Des Moines/SW Mall Area

2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (924)
"Clean room, polite staff, great accommodations!"
United States
Jenna
The price is S$115
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites West Des Moines/SW Mall Area
Exterior
AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola

2.5 star property
Osceola
8.8 out of 10, Excellent, (595)
"Nice location, good breakfast and helpful staff."
United States
Christopher
The price is S$157
includes taxes & fees
26 Dec - 27 Dec
AmericInn by Wyndham Osceola
Front of property
Evergreen Inn

Evergreen Inn

2.5 star property
Osceola
9.0 out of 10, Wonderful, (687)
"Wonderful staff, easy check in & out. Comfortable and Clean place to stay! "
United States
Richard
The price is S$76
includes taxes & fees
11 Dec - 12 Dec
Evergreen Inn
Desk, laptop workspace, soundproofing, iron/ironing board
Quality Inn Osceola

Quality Inn Osceola

2.5 star property
Osceola
8.4 out of 10, Very good, (61)
"Great place to stay!!!"
United States
Cynthia
The price is S$131
includes taxes & fees
1 Jan - 2 Jan, 2026
Quality Inn Osceola
Exterior
Holiday Inn Express & Suites Des Moines Downtown by IHG

Holiday Inn Express & Suites Des Moines Downtown by IHG

2.5 star property
Downtown Des Moines
9.2 out of 10, Wonderful, (961)
"Room is clean great location check in was a breeze"
United States
linda
The price is S$141
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express & Suites Des Moines Downtown by IHG
Premium bedding, desk, iron/ironing board, free WiFi
Hyatt Place West Des Moines Jordan Creek

Hyatt Place West Des Moines Jordan Creek

3.0 star property
West Des Moines
9.2 out of 10, Wonderful, (1004)
"Great place to stay"
United States
Nicole
The price is S$143
includes taxes & fees
14 Dec - 15 Dec
Hyatt Place West Des Moines Jordan Creek
Free daily continental breakfast
Hampton Inn Des Moines-Airport

Hampton Inn Des Moines-Airport

2.5 star property
Greater South Side
8.8 out of 10, Excellent, (1006)
"All was great. "
United States
Jason
The price is S$150
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn Des Moines-Airport
Lobby sitting area
Quality Inn

Quality Inn

2.0 star property
West Des Moines
7.0 out of 10, Good, (14)
"Easy check in. Room was clean. "
United States
Andrew
The price is S$97
includes taxes & fees
9 Dec - 10 Dec
Quality Inn
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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Stay near popular Winterset attractions

An Old Red Covered Bridge Over A River

Roseman Bridge

4.7/5 (35 reviews)
You can learn about the history of Winterset when you stop by Roseman Bridge. Make some time to visit the monuments while you're in the area.
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Clark Tower is one of my favorite spots. 3 levels, spiral stairs and beautiful stone.
Photo by Mykayla Powell
Open Photo by Mykayla Powell

Clark Tower

4.7/5 (22 reviews)
You can find out about the history of Winterset with a trip to Clark Tower. Make some time to visit the shops while you're in the area.
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Learn more about Winterset

Covered bridges beckon you to explore Madison County's scenic countryside, where John Wayne's birthplace museum awaits. Stroll the quaint town square, chatting with friendly locals over coffee before browsing antique shops brimming with treasures.

See all hotels in Winterset
hogback covered bridge, summer

Top Winterset Hotel Reviews

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport

10/10 Excellent
"The check in was great! The rooms were clean and the Continential breakfast was great. One of the best I have seen. A nice place - you simply can't go wrong!"
Larry 1-night trip
Posted 2 days ago
Baymont by Wyndham Des Moines Airport

More cheap stays in Winterset

Motel 6 West Des Moines, IA

Motel 6 West Des Moines, IA

7655 Office Plaza Dr N West Des Moines IA
The price is S$74 per night from 21 Dec to 22 Dec
S$74
21 Dec - 22 Dec
includes taxes & fees
7.8/10 Good! (699 reviews)

Frequently asked questions

Where is the best place for a stay in Winterset?
Cobblestone Inn & Suites - Winterset, IA is a favourite with Expedia customers. This hotel offers free breakfast and a restaurant. Covered Bridge Inn is another favourite option for your trip based on reviews. See all available top hotels, or vacation rentals in Winterset.
If I need to cancel my hotel reservation in Winterset, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. 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 Winterset.
What's the best dog-friendly hotel in Winterset?
Cobblestone Inn & Suites - Winterset, IA is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Covered Bridge Inn is another good choice if you're bringing your pet along. See more pet-friendly hotel accommodations in Winterset.
What are some accommodation options with pools in Winterset?
Home2 Suites by Hilton Des Moines at Drake University: Hotel located near Casey's Center. Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Days Inn & Suites by Wyndham Des Moines Airport and Stoney Creek Hotel Des Moines - Johnston are two additional hotels that feature an on-site pool. View all hotels with pools in Winterset.
What is staying in Winterset like?
Visitors can enjoy all that Winterset has to offer, including the shopping, restaurants and bars. The welcoming and quaint setting also entices those visiting the city. In Winterset, there are 12 hotels and other accommodation options to choose from. Find out more about Winterset.
What should I see while I'm in Winterset?
Cultural venues include John Wayne Birthplace Museum and The Winterset Stage. Landmarks like Clark Tower, Roseman Bridge and Cedar Bridge might be worth a visit. A couple of additional sights to add to your itinerary are Pammel State Park and Hogback Bridge. Take a look at what more there is to see and do in Expedia's Winterset guide.
What's the seasonal weather like in Winterset?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winterset are January, February, November and March, with each month seeing an average of 22 cm of snowfall.

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