Deals on vacations and trips to Winterset

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Sleep Inn & Suites Ankeny - Des Moines

Sleep Inn & Suites Ankeny - Des Moines

2.5 out of 5
Price was $379, price is now $379 per person
$379
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Des Moines (DSM)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Qube Hotel

Qube Hotel

2.5 out of 5
Price was $431, price is now $399 per person
$399
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Des Moines (DSM)
A gym, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.
Gateway Hotel and Conference Center at Iowa State University

Gateway Hotel and Conference Center at Iowa State University

3 out of 5
Price was $634, price is now $604 per person
$604
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Des Moines (DSM)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the gym and perks like free self parking.
Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 out of 5
Downtown Des Moines
Price was $446, price is now $440 per person
$440
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Des Moines (DSM)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A coffee shop, a snack bar/deli, and a library are also on offer.
Harlan Inn and Suites by OYO Harlan

Harlan Inn and Suites by OYO Harlan

2.5 out of 5
Price was $681, price is now $608 per person
$608
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Des Moines (DSM)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby is provided and the front desk is staffed around-the-clock.

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
$105 nightly
The price is $118 total per night
$118 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
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
$106 nightly
The price is $119 total per night
$119 total
Oct 13 - Oct 14
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and a picnic area are also provided.
Pet friendly
Parking 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
$126 nightly
The price is $141 total per night
$141 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A coffee shop, a snack bar/deli, and a library are also on offer.
Free WiFi
Restaurant
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
$97 nightly
The price is $108 total per night
$108 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston

2.5 out of 5
5291 Stoney Creek Court Johnston IA
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $122 total per night
$122 total
Oct 13 - Oct 14
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Hot Tub
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
$65 nightly
The price is $73 total per night
$73 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
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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

Frequently asked questions

How much are vacation packages to Winterset?
Your travel dreams can all come true in Winterset for only $379. 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 35 mi from Winterset.
Which airport is best for Winterset?
You'll find Des Moines Intl. Airport (DSM) 25 mi 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.

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