A red covered bridge over a calm river, surrounded by lush greenery and trees.

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Recommended hotels in Winterset

1. Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (834 reviews)
"Pleasant stay"
United States
Lindsey
$107 nightly
The price is $119
Nov 3 - Nov 4
Total with taxes and fees
Cobblestone Inn & Suites - Winterset, IA

2. Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (822 reviews)
"It was nice to stay at"
United States
Cindy
$100 nightly
The price is $112
Nov 22 - Nov 23
Total with taxes and fees
Covered Bridge Inn

3. Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Winterset
10.0 out of 10, Exceptional, (15 reviews)
"The house in Winterset was perfect in every way. It was beautifully furnished and extremely comfortable. We are so glad we stayed there."
United States
Nickay M.
$269 nightly
The price is $302
Nov 3 - Nov 4
Total with taxes and fees
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

4. Americas Best Value Inn & Suites Stuart

Americas Best Value Inn & Suites Stuart
2.5 star property
Stuart
8.2 out of 10, Very good, (779 reviews)
"Nice, clean place to stay right off of I80. Staff are amazing and location is great."
United States
Brad
$100 nightly
The price is $112
Nov 6 - Nov 7
Total with taxes and fees
Americas Best Value Inn & Suites Stuart

5. Stuart Motor Lodge

Stuart Motor Lodge
2.5 star property
Stuart
8.8 out of 10, Excellent, (573 reviews)
"Amazing stay and great staff"
United States
Jocelynne
$65 nightly
The price is $73
Nov 13 - Nov 14
Total with taxes and fees
Stuart Motor Lodge

6. Sleep Inn Waukee-West Des Moines

Sleep Inn Waukee-West Des Moines
2.5 star property
Waukee
9.2 out of 10, Wonderful, (779 reviews)
"Staff was very nice and welcoming. Breakfast was always good."
United States
Manilla
$82 nightly
The price is $92
Nov 29 - Nov 30
Total with taxes and fees
Sleep Inn Waukee-West Des Moines

7. Aloft by Marriott Waukee

Aloft by Marriott Waukee
3.0 star property
Waukee
9.2 out of 10, Wonderful, (266 reviews)
"Friendly staff!"
United States
Julie
$88 nightly
The price is $99
Nov 22 - Nov 23
Total with taxes and fees
Aloft by Marriott Waukee

8. AmericInn by Wyndham Stuart

AmericInn by Wyndham Stuart
3.0 star property
Stuart
8.4 out of 10, Very good, (582 reviews)
"It was a nice place did not eat the breakfast or use the pool"
United States
Kevin
$91 nightly
The price is $102
Nov 8 - Nov 9
Total with taxes and fees
AmericInn by Wyndham Stuart

9. Tru By Hilton Norwalk Des Moines

Tru By Hilton Norwalk Des Moines
2.5 star property
Norwalk
9.4 out of 10, Exceptional, (184 reviews)
"One of the cleanest rooms I have ever stayed in"
United States
Merlin
$84 nightly
The price is $94
Nov 8 - Nov 9
Total with taxes and fees
Tru By Hilton Norwalk Des Moines

10. 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, (1,002 reviews)
"Clean room, friendly staff. Great place to stay."
United States
Susan
$100 nightly
The price is $112
Nov 8 - Nov 9
Total with taxes and fees
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

11. Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (771 reviews)
"Very nice staff"
United States
Joseph
$45 nightly
The price is $50
Nov 3 - Nov 4
Total with taxes and fees
Evergreen Inn

12. Fairfield Inn & Suites by Marriott® Norwalk Des Moines

Fairfield Inn & Suites by Marriott® Norwalk Des Moines
3.0 star property
Norwalk
9.4 out of 10, Exceptional, (146 reviews)
"New, clean hotel in a good location and with friendly staff"
United States
Nicholas
$87 nightly
The price is $98
Nov 5 - Nov 6
Total with taxes and fees
Fairfield Inn & Suites by Marriott® Norwalk Des Moines

13. Lakeside Hotel Casino, a Travelodge by Wyndham

Lakeside Hotel Casino, a Travelodge by Wyndham
3.0 star property
Osceola
8.4 out of 10, Very good, (1,004 reviews)
"Great stay!"
United States
James
$84 nightly
The price is $95
Nov 4 - Nov 5
Total with taxes and fees
Lakeside Hotel Casino, a Travelodge by Wyndham

14. MainStay Suites Waukee - West Des Moines

MainStay Suites Waukee - West Des Moines
2.5 star property
Waukee
9.0 out of 10, Wonderful, (177 reviews)
"A great stay for my family and emotional support animals. I will stay again"
United States
Stephanie
$94 nightly
The price is $106
Nov 26 - Nov 27
Total with taxes and fees
MainStay Suites Waukee - West Des Moines

15. 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, (1,162 reviews)
"Great stay likes always"
United States
Kelly
$98 nightly
The price is $110
Nov 22 - Nov 23
Total with taxes and fees
Drury Inn & Suites West Des Moines

16. Sleep Inn & Suites West Des Moines near Jordan Creek

Sleep Inn & Suites West Des Moines near Jordan Creek
2.5 star property
West Des Moines
8.8 out of 10, Excellent, (1,005 reviews)
"Great location with easy access to interstate, clean with comfy beds"
United States
Amy
$67 nightly
The price is $75
Nov 24 - Nov 25
Total with taxes and fees
Sleep Inn & Suites West Des Moines near Jordan Creek

17. 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, (1,005 reviews)
"Great breakfast!, real plates and silverware. Great selection of food."
United States
Robert
$107 nightly
The price is $120
Nov 8 - Nov 9
Total with taxes and fees
Hyatt Place West Des Moines Jordan Creek

18. AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
3.0 star property
Osceola
8.8 out of 10, Excellent, (678 reviews)
"Very nice, quaint hotel with friendly staff!"
United States
William
$100 nightly
The price is $112
Nov 22 - Nov 23
Total with taxes and fees
AmericInn by Wyndham Osceola

19. The Jeffreys Hotel Extended Stay

The Jeffreys Hotel Extended Stay
2.0 star property
Osceola
7.4 out of 10, Good, (27 reviews)
"Clean room, but only one staff member that knew of."
United States
Scott
$60 nightly
The price is $67
Nov 7 - Nov 8
Total with taxes and fees
The Jeffreys Hotel Extended Stay

20. 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, (1,001 reviews)
"Wonderful stay"
United States
Cynthia
$101 nightly
The price is $113
Nov 8 - Nov 9
Total with taxes and fees
Hampton Inn & Suites West Des Moines/SW Mall Area
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Top Winterset Hotel Reviews

Find out more about Winterset

Winterset Cottages information

Number of reviews
6,933
Accommodation
13 Cottages
Lowest Price
$50
Highest Price
$302

Frequently asked questions

Why book your cottage in Winterset with Expedia?
Expedia has some wonderful cottages in Winterset, so get set for an unforgettable stay on nature's doorstep. If you have a budget, choose how much you want to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a pool or a hot tub. We'll help you find the right digs whatever your escape looks like.
How can I find cheap cottages in Winterset?
The quickest way to uncover cheap cottages in Winterset is with Expedia's handy filter tool. Narrow your search by budget, star rating and amenities to discover awesome rates in a few clicks.
What is there to do in Winterset near my cottage?
Winterset has enough experiences to keep you busy for weeks (or months!), starting with Holliwell Bridge. Roseman Bridge, Hogback Bridge and Cedar Bridge are other renowned attractions. If you're in town for longer, John Wayne Birthplace Museum and The Winterset Stage will add the finishing touches to your itinerary.

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