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

Search Winterset Cottages

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7
No exact matches found, but these alternatives could be just right

Recommended hotels in Winterset

A hotel entrance with a stone facade, a sign above the entrance, and a covered walkway.

1. Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (840 reviews)
"Pleasant stay"
United States
Lindsey
$109 nightly
The price is $122
Nov 16 - Nov 17
Total with taxes and fees
Cobblestone Inn & Suites - Winterset, IA
A covered bridge inn with a brick entrance and a covered patio area.

2. Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (823 reviews)
"It was nice to stay at"
United States
Cindy
$103 nightly
The price is $115
Nov 12 - Nov 13
Total with taxes and fees
Covered Bridge Inn
A single-story house with a garage, a front porch, and a stone foundation.

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.
$272 nightly
The price is $304
Nov 30 - Dec 1
Total with taxes and fees
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
A motel with a blue sign indicating the lobby direction.

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 12 - Nov 13
Total with taxes and fees
Americas Best Value Inn & Suites Stuart
A MainStay Suites hotel with a modern design, parking lot, and a clear sky.

5. Sleep Inn Waukee-West Des Moines

Sleep Inn Waukee-West Des Moines
2.5 star property
Waukee
9.2 out of 10, Wonderful, (787 reviews)
"Excellent location for our visit and $30.00 cheaper a night then the Inn across the street."
United States
Burdette
$84 nightly
The price is $94
Dec 6 - Dec 7
Total with taxes and fees
Sleep Inn Waukee-West Des Moines
A covered outdoor area with a white SUV parked under a canopy.

6. 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
A hotel entrance with a covered walkway, stone pillars, and a clear sky.

7. AmericInn by Wyndham Stuart

AmericInn by Wyndham Stuart
3.0 star property
Stuart
8.4 out of 10, Very good, (585 reviews)
"It was a nice place did not eat the breakfast or use the pool"
United States
Kevin
$90 nightly
The price is $101
Nov 22 - Nov 23
Total with taxes and fees
AmericInn by Wyndham Stuart
A modern hotel with a distinctive roof structure and a prominent 'HOTELS' sign.

8. Aloft by Marriott Waukee

Aloft by Marriott Waukee
3.0 star property
Waukee
9.2 out of 10, Wonderful, (268 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
A Holiday Inn Express & Suites hotel with a modern facade, stone exterior, and illuminated signage.

9. 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, (1,000 reviews)
"Excellent place to stay"
United States
GARY
$102 nightly
The price is $114
Dec 10 - Dec 11
Total with taxes and fees
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG
A Fairfield by Marriott hotel with a modern design, multiple floors, and a covered entrance.

10. 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, (149 reviews)
"New, clean hotel in a good location and with friendly staff"
United States
Nicholas
$87 nightly
The price is $98
Nov 15 - Nov 16
Total with taxes and fees
Fairfield Inn & Suites by Marriott® Norwalk Des Moines
Exterior

11. Tru By Hilton Norwalk Des Moines

Tru By Hilton Norwalk Des Moines
2.5 star property
Norwalk
9.4 out of 10, Exceptional, (191 reviews)
"One of the cleanest rooms I have ever stayed in"
United States
Merlin
$84 nightly
The price is $94
Nov 17 - Nov 18
Total with taxes and fees
Tru By Hilton Norwalk Des Moines
A Hampton Inn Suites hotel with a clear entrance, American flags, and a welcoming sign.

12. 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, (1,000 reviews)
"Wonderful stay"
United States
Cynthia
$93 nightly
The price is $104
Nov 19 - Nov 20
Total with taxes and fees
Hampton Inn & Suites West Des Moines/SW Mall Area
A white pergola with a view of a lake and trees.

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, (1,008 reviews)
"Great stay!"
United States
James
$84 nightly
The price is $95
Nov 15 - Nov 16
Total with taxes and fees
Lakeside Hotel Casino, a Travelodge by Wyndham
A Drury Inn & Suites hotel with a beige facade, multiple balconies, and a landscaped front garden.

14. 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)
"Love the Drury Inn. The property was very clean and staff was so friendly! The amenities are awesome! Kickback, pool, and great breakfast!"
United States
Ann
$100 nightly
The price is $112
Nov 29 - Nov 30
Total with taxes and fees
Drury Inn & Suites West Des Moines
A building entrance with a stone facade, large glass doors, and potted plants.

15. 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, (1,000 reviews)
"Great location with easy access to interstate, clean with comfy beds"
United States
Amy
$67 nightly
The price is $75
Dec 2 - Dec 3
Total with taxes and fees
Sleep Inn & Suites West Des Moines near Jordan Creek
A hotel room with a bed, a sofa, an ottoman, a nightstand, a lamp, and two framed pictures on the wall.

16. 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, (1,000 reviews)
"Perfect stay"
Mexico
Jorge
$96 nightly
The price is $108
Nov 15 - Nov 16
Total with taxes and fees
Hyatt Place West Des Moines Jordan Creek
A modern building with a prominent entrance, large windows, and a well-lit facade.

17. AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
3.0 star property
Osceola
8.8 out of 10, Excellent, (680 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
A hotel with a modern design, featuring a central entrance with a covered walkway, multiple floors, and a parking area.

18. MainStay Suites Waukee - West Des Moines

MainStay Suites Waukee - West Des Moines
2.5 star property
Waukee
9.0 out of 10, Wonderful, (180 reviews)
"great stay. I would definitely stay there again"
United States
Lucas
$96 nightly
The price is $107
Dec 6 - Dec 7
Total with taxes and fees
MainStay Suites Waukee - West Des Moines
A row of single-story buildings with green roofs and white trim, each with a porch and potted plants.

19. Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (773 reviews)
"Very nice staff"
United States
Joseph
$60 nightly
The price is $67
Nov 12 - Nov 13
Total with taxes and fees
Evergreen Inn
A Courtyard Marriott hotel with a brick facade, multiple windows, and a green van parked in front.

20. 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, (987 reviews)
"The bed was comfortable. Was upset that breakfast wasn't included and cost another $35 dollars for breakfast."
United States
Trent
$92 nightly
The price is $103
Nov 22 - Nov 23
Total with taxes and fees
Courtyard Des Moines West/Jordan Creek
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

Top Winterset Hotel Reviews

Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

10/10 Excellent
"Room was super clean, spacious and staff was amazing and very helpful. The bar is super cool. Hint: speakeasy"
Wendy 2-night trip
Posted 8 hours ago
Hotel Fort Des Moines, Curio Collection by Hilton

Find out more about Winterset

Winterset Cottages information

Number of reviews
8,570
Accommodation
13 Cottages
Lowest Price
$67
Highest Price
$304

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.

Explore a world of travel with Expedia