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Winterset flight + hotel vacation packages

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Harlan Inn and Suites by OYO Harlan

Harlan Inn and Suites by OYO Harlan

2.5 out of 5
Price was $622, price is now $442 per person
$442
per person
Sep 2 - Sep 9
found 3 hours ago
Roundtrip flight included
Chicago (ORD) 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.
My Place Hotel - Ankeny/ Des Moines, IA

My Place Hotel - Ankeny/ Des Moines, IA

3 out of 5
Price was $868, price is now $796 per person
$796
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Des Moines (DSM)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Free parking, a snack bar/deli, and a grocery/convenience store are also offered.
Hyatt Place West Des Moines Jordan Creek

Hyatt Place West Des Moines Jordan Creek

3 out of 5
Price was $894, price is now $830 per person
$830
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Des Moines (DSM)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Qube Hotel

Qube Hotel

2.5 out of 5
Price was $751, price is now $701 per person
$701
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) 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.
Quality Inn Des Moines North

Quality Inn Des Moines North

2.5 out of 5
Marquisville
Price was $816, price is now $793 per person
$793
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Des Moines (DSM)
An indoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like full breakfast and WiFi in public areas. The front desk is staffed around-the-clock and free newspapers are on offer.

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
$136 nightly
The price is $153 total per night
$153 total
Aug 10 - Aug 11
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
$113 nightly
The price is $126 total per night
$126 total
Jul 15 - Jul 16
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
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
$106 nightly
The price is $119 total per night
$119 total
Jul 26 - Jul 27
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
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
$144 nightly
The price is $161 total per night
$161 total
Jul 19 - Jul 20
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
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
$76 nightly
The price is $85 total per night
$85 total
Jul 15 - Jul 16
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 buffet breakfast and free self parking.
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
$121 nightly
The price is $135 total per night
$135 total
Jul 22 - Jul 23
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet 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 $442. 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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