The 3 best places to stay in Winterset (2026)

Ranked by real guest ratings across Winterset — only places with a solid number of reviews qualify.

1. 1
   Bed & Breakfast

   The Judge Lewis House

   1145 W Summit St, Winterset, IA 50273

   ★ 4.9 (36)
2. 2
   🛏️Hotel

   Cobblestone Inn & Suites - Winterset★★

   1304 N 4th Ave, Winterset, IA 50273

   ★ 4.6 (389)
3. 3
   🛏️Hotel

   Covered Bridge Inn

   1312 Cedar Bridge Rd, Winterset, IA 50273

   ★ 4.4 (239)

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