Places in Winterset
Winterset’s downtown: 199 places in a five-minute walk
446 places in Winterset: 36 places to eat and drink, 59 shops, 40 things to do and 11 places to stay. Local spots first, with directions to every one.
All places
446
82 per 1,000 residents
Eat & drink
36
6.6 per 1,000 residents
Shops
59
19 gifts · 9 antiques · 2 books
Things to do
40
14 outdoors · 11 arts · 7 landmarks
Places to stay
11
2 per 1,000 residents
What kind of places does Winterset have?
Read from every listing. The page puts what stands out first.
★ What stands out · The map
Where Winterset gathers
199 of Winterset’s 446 places sit within a five-minute walk of N 1st Ave.
199places in a five-minute walk of N 1st Ave45% of Winterset’s places
Shops
See all →59 shops
19 gifts & boutiques, 9 antiques & vintage, 7 home & hardware. Local spots first.
Things to do
See all →40 things to do
14 parks & outdoors, 11 arts & culture, 8 fitness & sports. Local spots first.
See all 11 arts & culture →
Madison County Freedom Rock, Winterset Iowa
Monument · 216 S 2nd St
Covered Bridges Scenic Byway
Landmark and historical building · 73 W Jefferson St
Eat & drink
See all →36 places to eat & drink
18 restaurants, 8 cafés & treats, 5 bars & breweries. Local spots first.
Places to stay
See all →11 places to stay
7 hotels & inns, 4 camping & rentals. Local spots first.
See all 7 hotels & inns →
Everyday
See all →238 errands & services
Groceries, gas, the barber, the vet, the bank.
Home services 31Bell Transmission & Auto Repair, Llc · Blue Rhino Propane Exchange · Blue Rhino Propane ExchangeHealth care 30Madison County Health Care System · Winterset Dental · Montross PharmacyBanks & insurance 29Farm Bureau Agent Scot Clark · U.S. Bank ATM · American State BankAuto & gas 27Lanny's Auto · FAST STOP Express · AGRILAND FS, Inc.Offices & pros 24Pro Team Realty · The Expandit Company · Madison County RealtyHair & beauty 19Foil & Fade · The Finch and Oak Massage · Green Thumbs MassageGroceries & convenience 9Kum & Go · Hy-Vee Pickup · Dutch Country General Store: WintersetPets 7Summit Animal Hospital · Suds & Pups Dog Wash · Winterset Veterinary CenterOther services 62Madison County Chamber of Commerce · Winterset Gymnastics · United States Postal Service
Community
See all →62 schools, churches & public places
Where Winterset learns, worships and gets things done.
Places of worship 20St. Joseph Catholic Church · Winterset Foursquare Church · Faith Lutheran LCMSTown & public services 19City of Winterset · Winterset Municipal Airport · Madison County AnnexSchools & childcare 15Future Flyers Of Iowa · Winterset Christian Academy · Wee Learners PreschoolCommunity groups 8American Legion Green Rogers · CRISP Community Resources in Service to People · Greater Madison County Community Foundation
Talk & tips
Favorites, openings and closings from Winterset neighbors.
Weigh in
Is China Cafe the best place to eat in Winterset?
Your answer becomes a post in Town Square.
Share a tip
Some place details from Overture Maps (CDLA-Permissive-2.0), checked against the Census town line. Places added by neighbors go live once a second neighbor confirms them. Spot a mistake? Open the place and tap Edit mode.
How we sort and count
Each list puts neighbor favorites first (ratings and photos), then the most complete listings (a website, a phone number, a note), with local, independent spots ahead of national chains. Categories come from each place’s map category, so a café filed under “Shops” still shows up with the cafés. “A five-minute walk” is a quarter mile from the busiest spot on the map. Per-1,000 figures use the Census population.