Search Winterset hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
6 Jan - 7 Jan
Tomorrow
7 Jan - 8 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winterset hotels

Exterior
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (713)
"Great place to stay. "
United States
Steve
The price is NZ$196
includes taxes & fees
16 Jan - 17 Jan
Cobblestone Inn & Suites - Winterset, IA
Porch
Covered Bridge Inn

Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (769)
"Breakfast was top notch for the price."
United States
Raymond
The price is NZ$177
includes taxes & fees
18 Jan - 19 Jan
Covered Bridge Inn
Indoor pool, outdoor pool, pool loungers
Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston
2.5 star property
Johnston
8.8 out of 10, Excellent, (1810)
"Great place love it"
United States
Demo
The price is NZ$171
includes taxes & fees
19 Jan - 20 Jan
Stoney Creek Hotel Des Moines - Johnston
Daily cooked-to-order breakfast (USD 12.95 per person)
Hilton Garden Inn Des Moines/Urbandale

Hilton Garden Inn Des Moines/Urbandale

Hilton Garden Inn Des Moines/Urbandale
3.0 star property
Johnston
9.0 out of 10, Wonderful, (1000)
"It was very quiet even tho we were next to the interstate."
United States
James
The price is NZ$196
includes taxes & fees
15 Jan - 16 Jan
Hilton Garden Inn Des Moines/Urbandale
Lobby sitting area
The Rewind West Des Moines, Tapestry Collection by Hilton

The Rewind West Des Moines, Tapestry Collection by Hilton

The Rewind West Des Moines, Tapestry Collection by Hilton
4.0 star property
West Des Moines
9.0 out of 10, Wonderful, (757)
"Six girl cousins spent Friday night for our annual get together. Perfect hotel for the get together. So nice."
United States
Tracey
The price is NZ$306
includes taxes & fees
14 Jan - 15 Jan
The Rewind West Des Moines, Tapestry Collection by Hilton
Dinner served
Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton
4.5 star property
Downtown Des Moines
9.6 out of 10, Exceptional, (1071)
"Beautiful decor with an amazing staff"
United States
Joseph
The price is NZ$276
includes taxes & fees
11 Jan - 12 Jan
Hotel Fort Des Moines, Curio Collection by Hilton
Premium bedding, desk, iron/ironing board, free cots/infant beds
TownePlace Suites by Marriott - Des Moines Urbandale

TownePlace Suites by Marriott - Des Moines Urbandale

TownePlace Suites by Marriott - Des Moines Urbandale
3.0 star property
Johnston
8.8 out of 10, Excellent, (774)
"We had a good stay with clean room and warm room. Would stay there again. Very nice breakfast."
United States
Cheryl
The price is NZ$179
includes taxes & fees
8 Jan - 9 Jan
TownePlace Suites by Marriott - Des Moines Urbandale
Reception
Sleep Inn Waukee-West Des Moines

Sleep Inn Waukee-West Des Moines

Sleep Inn Waukee-West Des Moines
2.5 star property
Waukee
9.2 out of 10, Wonderful, (615)
"I stay here 1x a year when I head to Wisconsin for holiday. I like there is a coffee shop/restaurant next store plus I feel very safe when I walk my dog at night. "
United States
Brenda
The price is NZ$163
includes taxes & fees
25 Jan - 26 Jan
Sleep Inn Waukee-West Des Moines
Lounge
West Des Moines Marriott

West Des Moines Marriott

West Des Moines Marriott
3.5 star property
West Des Moines
9.0 out of 10, Wonderful, (1002)
"This hotel it’s very clean with very friendly staff, I would highly recommend!"
United States
Samir
The price is NZ$253
includes taxes & fees
11 Jan - 12 Jan
West Des Moines Marriott
View from property
Aloft Waukee

Aloft Waukee

Aloft Waukee
3.0 star property
Waukee
9.0 out of 10, Wonderful, (180)
"Very courteous service and exceptional clean room. "
United States
Bonnie
The price is NZ$180
includes taxes & fees
18 Jan - 19 Jan
Aloft Waukee
Indoor pool, outdoor pool
Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines
3.0 star property
West Des Moines
9.4 out of 10, Exceptional, (1010)
"A great place to stay"
United States
Carol
The price is NZ$194
includes taxes & fees
11 Jan - 12 Jan
Drury Inn & Suites West Des Moines
Free continental breakfast
MainStay Suites Waukee - West Des Moines

MainStay Suites Waukee - West Des Moines

MainStay Suites Waukee - West Des Moines
2.5 star property
Waukee
9.2 out of 10, Wonderful, (137)
"Spotless, nice staff and great veiws"
United States
Brandon
The price is NZ$188
includes taxes & fees
20 Jan - 21 Jan
MainStay Suites Waukee - West Des Moines
View from property
Sheraton West Des Moines Hotel

Sheraton West Des Moines Hotel

Sheraton West Des Moines Hotel
3.5 star property
West Des Moines
8.2 out of 10, Very good, (1000)
"Excellent stay"
United States
Shane
The price is NZ$195
includes taxes & fees
11 Jan - 12 Jan
Sheraton West Des Moines Hotel
Indoor pool
Hilton Garden Inn Des Moines West

Hilton Garden Inn Des Moines West

Hilton Garden Inn Des Moines West
3.0 star property
West Des Moines
8.6 out of 10, Excellent, (763)
"We were very impressed with the suite. We enjoyed the pool and jacuzzi. The bartender was very friendly, professional and made the experience so much fun"
United States
Dennis
The price is NZ$221
includes taxes & fees
14 Jan - 15 Jan
Hilton Garden Inn Des Moines West
Daily cooked-to-order breakfast for a fee
Courtyard Des Moines West/Jordan Creek

Courtyard Des Moines West/Jordan Creek

Courtyard Des Moines West/Jordan Creek
3.0 star property
West Des Moines
8.8 out of 10, Excellent, (895)
"We had a great stay here!"
United States
Denise
The price is NZ$138
includes taxes & fees
25 Jan - 26 Jan
Courtyard Des Moines West/Jordan Creek
Free daily buffet breakfast
Staybridge Suites West Des Moines by IHG

Staybridge Suites West Des Moines by IHG

Staybridge Suites West Des Moines by IHG
3.0 star property
West Des Moines
8.6 out of 10, Excellent, (472)
"Great place to stay with my son. Lots of fun activities close by and we loved the breakfast and pool. "
United States
Benjamin
The price is NZ$184
includes taxes & fees
1 Feb - 2 Feb
Staybridge Suites West Des Moines by IHG
Property amenity
TownePlace Suites by Marriott Des Moines West/Jordan Creek

TownePlace Suites by Marriott Des Moines West/Jordan Creek

TownePlace Suites by Marriott Des Moines West/Jordan Creek
3.0 star property
West Des Moines
8.8 out of 10, Excellent, (850)
"Clean room great breakfast"
United States
Sìdney
The price is NZ$163
includes taxes & fees
11 Jan - 12 Jan
TownePlace Suites by Marriott Des Moines West/Jordan Creek
Indoor pool, pool loungers
Holiday Inn Express & Suites Des Moines Downtown by IHG

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, (982)
"Great room, good breakfast. "
United States
Jason
The price is NZ$172
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Express & Suites Des Moines Downtown by IHG
Terrace/patio
Homewood Suites by Hilton West Des Moines/SW Mall Area

Homewood Suites by Hilton West Des Moines/SW Mall Area

Homewood Suites by Hilton West Des Moines/SW Mall Area
3.0 star property
West Des Moines
8.8 out of 10, Excellent, (473)
"Everything met or exceeded expectations at this property. "
United States
John
The price is NZ$203
includes taxes & fees
8 Jan - 9 Jan
Homewood Suites by Hilton West Des Moines/SW Mall Area
Exterior
Residence Inn by Marriott Des Moines West

Residence Inn by Marriott Des Moines West

Residence Inn by Marriott Des Moines West
3.0 star property
West Des Moines
9.0 out of 10, Wonderful, (556)
"This is a great place to stay, clean, quiet, nice and a great locations."
United States
Holly
The price is NZ$192
includes taxes & fees
7 Jan - 8 Jan
Residence Inn by Marriott Des Moines West
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.
See properties
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.
See properties

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

Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston

10/10 Excellent
"Excellent stay!!!"
Jennifer 3-night trip
Posted 2 days ago
Stoney Creek Hotel Des Moines - Johnston

More cheap accommodation 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 NZ$89 per night from 19 Jan to 20 Jan
NZ$89
19 Jan - 20 Jan
includes taxes & fees
7.8/10 Good! (729 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.
What are some of the best holiday rentals that Winterset has to offer?
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!: This holiday home rental outside of Winterset is located next to a golf course, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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?
Stoney Creek Hotel Des Moines - Johnston: Offers an indoor pool, an outdoor pool and a snack bar/deli. Fairfield Inn and Suites by Marriott Des Moines West and Home2 Suites by Hilton Des Moines at Drake University 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, Cedar Bridge and Holliwell Bridge might be worth a visit. A couple of additional sights to add to your itinerary are Roseman Bridge and Pammel State Park. 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.

Explore a world of travel with Expedia