The Best Historic Hotels in Winterset, IA from NT$2,040 in 2026

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Winterset Historic Hotels

Tonight

Tomorrow

This weekend

Next weekend

No exact matches found, but these alternatives could be just right

Recommended hotels in Winterset

1. Cobblestone Inn & Suites - Winterset, IA

Winterset

les

NT$4,400

NT$4,928 total

includes taxes & fees

Aug 23 - Aug 24

Combined shower/tub, free toiletries, hair dryer, towels

Deluxe Room, 1 King Bed, Walk Up | Living area | 32-inch flat-screen TV with satellite channels, TV

2. Covered Bridge Inn

Winterset

Teresa

NT$3,246

NT$3,635 total

includes taxes & fees

Aug 22 - Aug 23

3. Lakeside Hotel Casino, a Travelodge by Wyndham

Osceola

Sandra

NT$2,300

NT$3,021 total

includes taxes & fees

Aug 24 - Aug 25

Room, 1 King Bed, Accessible, Non Smoking (Roll-In Shower) | Desk, WiFi (free), bed sheets

4. Sleep Inn Waukee-West Des Moines

Waukee

Sophia

NT$2,751

NT$3,081 total

includes taxes & fees

Aug 30 - Aug 31

Standard Room, Non Smoking (2 Full Beds) | Desk, laptop workspace, blackout drapes, iron/ironing board (on request)

5. Edgetowner Motel

De Soto

Brent

NT$1,917

NT$2,147 total

includes taxes & fees

Aug 21 - Aug 22

Shower, hair dryer (on request), towels, soap

Standard Room, 2 Double Beds | Iron/ironing board (on request), rollaway beds (surcharge), WiFi (free)

Standard Room, 1 Double Bed | Iron/ironing board (on request), rollaway beds (surcharge), WiFi (free)

6. Evergreen Inn

Osceola

Md Masudur

NT$1,821

NT$2,040 total

includes taxes & fees

Aug 22 - Aug 23

7. Tru By Hilton Norwalk Des Moines

Norwalk

Scott

NT$2,594

NT$2,905 total

includes taxes & fees

Aug 31 - Sep 1

8. Aloft by Marriott Waukee

Waukee

Gina

NT$3,068

NT$3,436 total

includes taxes & fees

Sep 6 - Sep 7

View all properties

Top Winterset Hotel Reviews

La Quinta Inn & Suites by Wyndham Des Moines West Clive

10/10 Excellent

"Staff is very welcoming. Asked for more towels and got them right away. Very nice place to stay with children also."

Cobblestone Inn & Suites - Winterset, IA

8/10 Good

"The breakfast couod have been better. He waffle batter wasn’t good & the bagel was very dry, my knife couldn’t slice it."

Wildwood Lodge

10/10 Excellent

"A wonderful stay! The room was very clean and quiet. The staff at the front desk was polite and helpful during our late check-in. The location is great. We enjoyed a comfortable night and would gladly stay here again.""

Clarion Inn Des Moines Airport

10/10 Excellent

"Amazing workers. My room was clean. The hotel was clean. The pool was absolutely immaculate. I loved the the heated pool and the water was nice and clear. Parking was amazing. Will definitely be coming back again"

Drury Inn & Suites West Des Moines

10/10 Excellent

"Great breakfast! Wonderful friendly staff! Love staying at the Drury!!"

Days Inn & Suites by Wyndham Des Moines Airport

8/10 Good

"We came late and left early but the room smelled nice and was tidy. Beds were comfy."

AmericInn by Wyndham Des Moines Airport

10/10 Excellent

"."

Country Inn & Suites by Radisson, Des Moines West, IA

8/10 Good

"Everything very nice including staff. Breakfast normal hotel breakfast stuff. Pool and hot tub very clean. Right next to Cracker Barrel!"

Motel 6 West Des Moines, IA

8/10 Good

"The only concern I have is that the room did not have a hair dryer, toiletries for your needs. the only soap that was available were 2 very small hand soaps. when I called to request a hair dryer I was informed that they needed my ID and to come to the desk. upon arrival I was informed that I could only use the dryer for 30 minutes because the Hotel only had one! that's impossible to dry your hair whether you just got of the shower and then go to the desk wet."

Frequently asked questions

What can a history enthusiast expect from a trip to Winterset?

Significant historical sites in Winterset are likely a big part of your travel plans. You can also enjoy the many sights to visit such as shopping and restaurants

How many historical hotels are there in Winterset?

In Winterset, you'll find 14 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from.

What are the most important historical places and other sights to visit in Winterset?

Winterset is notable for landmarks like Roseman Bridge, Clark Tower, and Holliwell Bridge. Cultural venues include John Wayne Birthplace Museum and The Winterset Stage. A couple of additional sights to add to your agenda are Cedar Bridge and Rotary Hedge Maze.

What is a historic hotel like in Winterset?

Guests who book a historic hotel can enjoy a vacation someplace that has an officially recognized national historic designation. A castle, a palace or even a pub or an old police station can be transformed into a historic hotel as long as it has special significance. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of these historic hotels in Winterset, giving a historical feel.

What is the difference between a historic hotel and a heritage hotel?

You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. overall though the terms are similar. The building and architecture of historic hotels tend to be what's most important. For a heritage hotel, it's mainly the cultural value along with how it shaped the community.

Do historic hotels in Winterset have modern facilities?

Hotel interiors feature the modern conveniences and safety features you expect to find, though efforts have been made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the amenities found in most hotels will be available in a historic hotel. Rest assured that when you select a historic hotel in Winterset, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown.

Explore a world of travel with Expedia

Book Historic Hotels in Winterset on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Winterset Historic Hotels

Recommended hotels in Winterset