10 Free Things to do in Winterset That You Shouldn't Miss

November 3, 2021 Myesha Cogley

Winterset is a city in Madison County, Iowa, United States. The population was 5,190 at the 2010 census. It is the county seat of Madison County. Winterset is part of the Des Moines − West Des Moines Metropolitan Statistical Area. Winterset is the birthplace of actor John Wayne.
Restaurants in Winterset

1. Roseman Bridge

Elderberry Ave, Winterset, IA 50273 http://www.madisoncounty.com/world-famous-covered-bridges
Excellent
67%
Good
29%
Satisfactory
4%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 223 reviews

Roseman Bridge

Reviewed By 570creative - San Antonio, United States

Nice gift shop next door. Note you will drive on dusty gravel roads to get to this location. Hogback Bridge has the same design.

2. Madison County Chamber of Commerce & Welcome Center

73 E Jefferson St, Winterset, IA 50273-1540 +1 515-462-1185 [email protected] http://www.madisoncounty.com/information-for-visitors
Excellent
58%
Good
36%
Satisfactory
5%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 186 reviews

Madison County Chamber of Commerce & Welcome Center

Madison County is the Covered Bridge Capital of Iowa, with the largest group of covered bridges that exists in one area in the western half of the Mississippi Valley. Six of the original nineteen covered bridges remain, five of which are listed on the National Register of Historic Places. The Roseman Covered Bridge and Holliwell Covered Bridge were both featured in the film "The Bridges of Madison County", and the Cedar Covered Bridge was featured on the cover of the novel "The Bridges of Madison County". The Madison County Chamber of Commerce specializes in guided personal and group tours of the covered bridges and other historic sites around Madison County.

Reviewed By 718teresag - Alamosa, United States

The welcome center is located in 1 of the historic buildings on the square in Winterset. They carry a very nice assortment of high-quality gift items, such as hand-crafted cutting boards, hotpads, etc, all at very reasonable prices. The staff was very helpful in supplying us with a map which directed us to the covered bridges in the area (those bridges are a MUST SEE if you're anywhere near this area!). We visited the little bakery (also located in 1 of the historic buildings on the square) & had some nice treats there while visiting with the couple who own it. We also visited a few of the shops on the square, including Ben Franklin. We drove up to a stone structure (they can direct you at the welcome center) that basically went through the forest (very pretty). Winterset is the birthplace of John Wayne, so there is a John Wayne museum there, as well as the house that he grew up in. Some of the covered bridges were featured in "The Bridges of Madison County" & they are amazing! We also visited the Covered Bridge Winery, which is just outside Winterset...very good wine!

3. Courthouse Square

Courhouse Square, Winterset, IA 50273 +1 515-462-1185 http://www.madisoncounty.com/
Excellent
57%
Good
34%
Satisfactory
8%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 76 reviews

Courthouse Square

Reviewed By 718teresag - Alamosa, United States

The courthouse is beautiful, inside & out. The square is also beautiful, with historic buildings galore, including a Ben Franklin & a very good bakery. Homes in the surrounding area are beautiful...we got a map at the welcome center & drove through the surrounding neighborhood in search of "quilt blocks" that are on many of them, known as the "quilt trail". Lots of fun!

4. Holliwell Bridge

Holliwell Bridge Road, Winterset, IA 50273 http://www.madisoncounty.com/world-famous-covered-bridges
Excellent
52%
Good
41%
Satisfactory
8%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 66 reviews

Holliwell Bridge

Reviewed By Oldtravellers50 - Mize, United States

I loved the bridge tour and am so glad we didn't miss t his one. It was located in the park and easy to get to. It is a beautiful and well preserved bridge like the ones I remember from my early childhood. I only wish that visitors to these old relics didn't have a need to carve or write their initials/names on the walls. In spite of that, it is still a great piece of history well worth seeing. Easy to find. No tour guide needed. Tour at your own pace. It is free.

5. Cutler-Donahoe Bridge

S 9th St, Winterset, IA 50273 http://www.madisoncounty.com/world-famous-covered-bridges
Excellent
57%
Good
31%
Satisfactory
12%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 58 reviews

Cutler-Donahoe Bridge

6. Hogback Covered Bridge

Hogback Bridge Rd, Winterset, IA 50273 http://www.madisoncounty.com/tours
Excellent
64%
Good
27%
Satisfactory
7%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 84 reviews

Hogback Covered Bridge

Reviewed By QueenMiller - Stewartsville, United States

Set apart and out by itself and very secluded. It has beautiful scenery of woods and river surrounding it so perfect for pictures or a picnic. What a great solid bridge! I hope to see it with my kids someday!

7. Winterset City Park

1101 W Jefferson St, Winterset, IA 50273-1706 +1 515-462-3258 http://cityofwinterset.org/park-facilities/
Excellent
58%
Good
42%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 12 reviews

Winterset City Park

Reviewed By EngelkingCGMN - Cottage Grove, United States

My daughter wanted to play at a playground so we stopped here. Little did I know that there was so much more than just a playground. There is also the Cutler Conahoe covered bridge. And, then you can drive up the hill to Clark Tower for a beautiful view of the countryside by going to the top of a tower that was built to look like a castle. Also, one quick tip. It's a little unclear when you first enter, but this is a "drive through" park. So, don't feel the need to park in the lot near the entrance. You can drive your vehicle down the relatively narrow path, which I wasn't sure at first was for cars.

8. Pammel Park

1900 Pammel Park Rd, Winterset, IA 50273-8317 +1 515-462-3536 http://www.madisoncountyparks.org/index.php?option=com_content&view=article&id=56:pammel-park&catid=37:parks&Itemid=27
Excellent
51%
Good
27%
Satisfactory
16%
Poor
0%
Terrible
6%
Overall Ratings

4.0 based on 37 reviews

Pammel Park

Reviewed By 570creative - San Antonio, United States

Geting to the park was a challenge for my friend and I driving our RVs. The Park states that the main entrance goes through an old stone tunnel with a maximum clearance of 12'4". That is too low for Class A motorhome. Fortunately, a local young man led us over 5 miles of dusy gravel country roads to avoid the tunnel and cross through the water over the dam!! OMG! That was a first! Being assured by another RV owner that the bridge clearance is 4 inches more, we were able to exit under the tunnel, carefully & slowly, with no problem. The turns are tight though. The campground sites are nice with a small concrete patio and a couple have some shade.

9. Clark Tower

Clark Tower Rd., Winterset, IA http://www.winterset.govoffice.com/index.asp
Excellent
41%
Good
37%
Satisfactory
17%
Poor
4%
Terrible
1%
Overall Ratings

4.0 based on 145 reviews

Clark Tower

Reviewed By 718teresag - Alamosa, United States

The drive up to the tower is very nice, passing basically through the forest (especially pretty in fall). The structure is beautiful & there is a nice view from it. Get directions at the welcome center in Winterset.

10. Cedar Bridge

Cedar Bridge Rd, Winterset, IA 50273 http://www.madisoncounty.com/world-famous-covered-bridges
Excellent
49%
Good
26%
Satisfactory
15%
Poor
4%
Terrible
6%
Overall Ratings

4.0 based on 47 reviews

Cedar Bridge

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