Search Deals onWinterset Vacation Packages
Winterset Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
My Place Hotel - Ankeny/ Des Moines, IA
Price was $555, price is now $510 per person
$510
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
Book a stay at this business-friendly hotel in Ankeny. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Adventureland and Prairie Meadows Racetrack and Casino are located nearby.
We arrived early, but let’s us check in anyway. The staff was very nice. It was close to the interstate and had plenty of eatery options near by. I would stay there again
Reviewed on Jul 19, 2026
La Quinta by Wyndham Altoona Des Moines
Price was $630, price is now $567 per person
$567
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
Book a stay at this business-friendly hotel in Altoona. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Prairie Meadows Racetrack and Casino and Adventureland are located nearby.
Microtel Inn & Suites by Wyndham Urbandale/Des Moines
Price was $640, price is now $577 per person
$577
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
Book a stay at this business-friendly hotel in Urbandale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Merle Hay Mall and Pump It Up are located nearby.
Hyatt Place West Des Moines Jordan Creek
Price was $654, price is now $593 per person
$593
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
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 Cinemark Century Jordan Creek 20 are located nearby.
Coffee maker did not work. They did not replace after we let them know. No shower gel! And the squeakiest sofa bed that kept everyone awake!
Reviewed on Jul 17, 2026
Hampton Inn West Des Moines Lake Drive
Price was $693, price is now $631 per person
$631
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
Book a stay at this golf 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.
Very Unhelpful.
Reviewed on Jul 19, 2026
AmericInn by Wyndham Des Moines Airport
Price was $627, price is now $572 per person
$572
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
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 Blank Park Zoo and Principal Park are located nearby.
Very helpful staff
The shuttle was on time
Room could have had the wall washed but everything else was great
Reviewed on Jul 19, 2026
Hampton Inn Des Moines-Airport
Price was $741, price is now $679 per person
$679
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
Stay at this 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 Blank Park Zoo and Principal Park are located nearby.
La Quinta Inn & Suites by Wyndham Ankeny IA - Des Moines IA
Price was $570, price is now $524 per person
$524
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
Book a stay at this business-friendly hotel in Ankeny. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Adventureland and Prairie Meadows Racetrack and Casino are located nearby.
Winterset Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winterset Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Aug 12 - Mon, Aug 17
DEN
Denver Intl.
DSM
Des Moines Intl.
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Tue, Aug 4 - Wed, Aug 12
PHX
Sky Harbor Intl.
DSM
Des Moines Intl.
$226 Roundtrip, found 4 days ago
$226
Roundtrip
found 4 days ago
Mon, Aug 31 - Mon, Sep 14
LAX
Los Angeles Intl.
DSM
Des Moines Intl.
$246 Roundtrip, found 1 day ago
$246
Roundtrip
found 1 day ago
Mon, Oct 19 - Mon, Nov 2
DFW
Dallas-Fort Worth Intl.
DSM
Des Moines Intl.
$268 Roundtrip, found 23 hours ago
$268
Roundtrip
found 23 hours ago
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