Book Exclusive Winterset Vacation Packages

Choose one or more items to build your trip:

Winterset flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Harlan Inn and Suites by OYO Harlan

Harlan Inn and Suites by OYO Harlan

2.5 out of 5
Price was CA $925, price is now CA $753 per person
CA $753
per person
Aug 13 - Aug 18
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Des Moines (DSM)
Stay at this hotel in Harlan. Enjoy free WiFi, free parking, and room service. Popular attraction Harlan Golf & Country Club is located nearby.
Rock Island Inn & Suites

Rock Island Inn & Suites

2.5 out of 5
Price was CA $973, price is now CA $840 per person
CA $840
per person
Aug 13 - Aug 18
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Des Moines (DSM)
Book a stay at this business-friendly hotel in Atlantic. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sunnyside Park and Atlantic City Park are located nearby.
Cobblestone Inn & Suites - Avoca

Cobblestone Inn & Suites - Avoca

2.5 out of 5
Price was CA $1,017, price is now CA $938 per person
CA $938
per person
Aug 13 - Aug 18
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Des Moines (DSM)
Book a stay at this business-friendly hotel in Avoca. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Farmall-Land USA Tractor Museum and Avoca CountryView Golf Course are located nearby.
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 out of 5
Price was CA $1,074, price is now CA $998 per person
CA $998
per person
Aug 13 - Aug 18
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Des Moines (DSM)
Book a stay at this business-friendly hotel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions John Wayne Birthplace Museum and Clark Tower are located nearby.

Top Winterset hotels deals

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 out of 5
1304 North 4th Avenue Winterset IA
Free cancellation
Reserve now, pay when you stay
The price is CA $176 per night
CA $176
CA $197 total
Jul 23 - Jul 24
includes taxes & fees
Book a stay at this business-friendly hotel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions John Wayne Birthplace Museum and Clark Tower are located nearby.
Breakfast included
Pet-friendly
Covered Bridge Inn

Covered Bridge Inn

2.5 out of 5
1312 Cedar Bridge Rd. Winterset IA
Free cancellation
Reserve now, pay when you stay
The price is CA $144 per night
CA $144
CA $161 total
Jul 13 - Jul 14
includes taxes & fees
Stay at this motel in Winterset. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John Wayne Birthplace Museum and Cedar Bridge are located nearby.
Pet-friendly
Parking included
Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West

3 out of 5
7225 Vista Dr West Des Moines IA
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $168 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this business-friendly hotel in West Des Moines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Jordan Creek Town Center and Des Moines Golf & Country Club are located nearby.
Pool
Breakfast included
Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 out of 5
1000 Walnut St Des Moines IA
Free cancellation
Reserve now, pay when you stay
The price is CA $203 per night
CA $203
CA $227 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this luxury hotel in Des Moines. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Principal Park and Casey's Center are located nearby.
Free WiFi
Restaurant
Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport

2 out of 5
1901 Hackley Ave Des Moines IA
Free cancellation
Reserve now, pay when you stay
The price is CA $108 per night
CA $108
CA $121 total
Jul 14 - Jul 15
includes taxes & fees
Book a stay at this business-friendly hotel in Des Moines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Blank Park Zoo and Principal Park are located nearby.
Pool
Breakfast included
Home2 Suites by Hilton Des Moines at Drake University

Home2 Suites by Hilton Des Moines at Drake University

3 out of 5
2650 University Ave. Des Moines IA
Free cancellation
Reserve now, pay when you stay
The price is CA $168 per night
CA $168
CA $188 total
Jul 22 - Jul 23
includes taxes & fees
Book a stay at this business-friendly hotel in Des Moines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Casey's Center and Principal Park are located nearby.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Winterset
View all properties
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.

Stay near popular Winterset attractions

A red bridge over a calm river with greenery around.

Roseman Bridge

9.6/10 (75 reviews)
You can learn about the history of Winterset with a stop at Roseman Bridge. Make some time to visit the monuments while you're in the area.
See properties

Winterset Vacations

Discovering the real essence of Winterset begins with getting to know some basic details. Ready to find out exactly where this alluring destination is and what fun things you can do there?

Winterset is a neighborhood in Des Moines, the state capital of Iowa. It's about 30 miles (48 kilometers) to the southwest of the city center.

Des Moines is home to 200,000 local residents.

Hotels in Winterset

Wander Winterset by day and then spend your nights in one of the 2 properties just a quick commute away. Unfortunately, this neighborhood doesn't offer easy access to accommodations, so get in quick to score your room of choice.

Winterset has several attractive options to consider. The Cobblestone Inn & Suites - Winterset, IA (1304 North 4th Avenue) and the Covered Bridge Inn (1312 N 10th St) are some of our favorites.

Places to visit in Winterset

If you have an investigative mind, make your way to John Wayne Birthplace Museum. You never know what you will learn here! But there's more. Time spent with nature is proven to lift both your psychological and physical well-being. Spend time at Pammel Park and reap the rewards of reconnecting with our natural environment.

Where do you fly into for Winterset?

If you're vacationing in Winterset, the nearest terminal is Des Moines International Airport (DSM). It's about 25 miles (40 kilometers) northeast from the main area. Select an in-flight film, make yourself comfortable and you'll be landing in no time.

Frequently asked questions

How much are vacation packages to Winterset?
Your travel dreams can all come true in Winterset for only CA $753. Packages include flights and hotels, so organizing everything should be a cinch. The only thing you'll need to worry about is what amazing attraction you'll head to first.
How long should my Winterset vacation be?
Many people book a hotel for 2 nights in Winterset. But that doesn't mean you're limited to that. How long you hang around comes down to what you want to do during your vacation. If you'd love to discover every part of this impressive place, treat yourself to another couple of nights (or even an extra week!).
Where can I get the best vacation package deals for Winterset?
You can score awesome Winterset package deals with Travelocity. Pick from 400 airlines and 1,000,000 worldwide properties and turn those vacation daydreams into reality.
Why should I purchase my Winterset vacation bundle with Travelocity?
From our 24/7 customer support to our range of fantastic destinations, we're dedicated to fulfilling your travel dreams. All you need to do is to click and book — our Price Match Guarantee will make sure you score the best price.
Will I save money on my Winterset car rental if I book it with my hotel or flight?
You sure can — combine your hotel, car and flight into a Winterset vacation package and you can save plenty. With so much to see and do in and around Winterset, having your own wheels will make exploring a joy. Once you've buckled yourself in, turn up the tunes and make tracks to Adventureland, a well-known attraction roughly 56 kilometers from Winterset.
Which airport is best for Winterset?
You'll find Des Moines Intl. Airport (DSM) 40 kilometers northeast of the center of Winterset.
What is there to do in Winterset?
Winterset is overflowing with places to discover, such as The Winterset Stage and Clark Tower. These two popular attractions are on most tourists' itineraries.
Where should I stay when visiting Winterset?
If you're after someplace comfortable to base yourself, consider the Covered Bridge Inn. It's the top pick for many travelers.

Photos of local treasures

Browse Winterset vacation photos for more inspiration

A red covered bridge over a calm river, surrounded by lush greenery and trees.
A red covered bridge over a river, surrounded by greenery and trees.
A red covered bridge with a white fence in a grassy field surrounded by trees.
A red covered bridge over a river, surrounded by greenery and a dirt path.
A red covered bridge with a white fence in the background.