Winterset Holidays

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Top hotels in Winterset

Covered Bridge Inn
Covered Bridge Inn
2.5 out of 5
1312 Cedar Bridge Rd., Winterset, IA
Fully refundableReserve now, pay when you stay
The price is €62 per night from 21 Feb to 22 Feb
€62
includes taxes & fees
21 Feb - 22 Feb
9/10 Wonderful! (650 reviews)
"Very friendly staff. Easy check in. Clean rooms. Will stay again when i am in town"

Reviewed on 16 Feb 2025

Covered Bridge Inn
Cobblestone Inn & Suites - Winterset, IA
Cobblestone Inn & Suites - Winterset, IA
2.5 out of 5
1304 North 4th Avenue, Winterset, IA
Fully refundableReserve now, pay when you stay
The price is €118 per night from 26 Feb to 27 Feb
€118
includes taxes & fees
26 Feb - 27 Feb
9.2/10 Wonderful! (608 reviews)
Do it
"This hotel was amazing. All staff welcome you with a smile and help with any detail. The room was very cozy as well. Breakfast eggs were cold already at 7:15 or so but the food itself tasted great. Winterset ,the surroundings and the people here are so calm and inviting."

Reviewed on 2 Feb 2025

Cobblestone Inn & Suites - Winterset, IA
Stoney Creek Hotel Des Moines - Johnston
Stoney Creek Hotel Des Moines - Johnston
2.5 out of 5
5291 Stoney Creek Court, Johnston, IA
Fully refundableReserve now, pay when you stay
The price is €99 per night from 24 Feb to 25 Feb
€99
includes taxes & fees
24 Feb - 25 Feb
8.8/10 Excellent! (1,596 reviews)
"This hotel has a little age on it, but the staff was great, breakfast was very good, and the pool area is great for kids. The indoor/outdoor pool was awesome, we swam outside in nice warm water when the temps were in the single digits."

Reviewed on 17 Feb 2025

Stoney Creek Hotel Des Moines - Johnston
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.

Frequently asked questions

How much does a Winterset holiday package cost?
Offering great value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday to Winterset costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Winterset?
You’re likely to find lower rates and greater availability in December, January and February. Explore our cheap Winterset holiday packages and you could land some great off-season discounts.
How many days is enough for Winterset?
The ideal length for your Winterset holiday depends on what you’d like to do and see. Usually, a few days to a week will give you time to visit all the main sights and discover some hidden spots along the way.
Is it worth booking a holiday package to Winterset?
Winterset is a good holiday destination with attractions like The Winterset Stage among the many things to keep you entertained. Whether you’re travelling with the family or getting away with friends, a Winterset holiday promises a good time for everyone.
How to find the best Winterset package deals?
Use Expedia’s filter tool to find some unbeatable Winterset package deals. When you begin your search, simply set your maximum budget and then order the results by “Price: low to high.” If you’re looking to save, plan your break for midweek, or browse for Winterset package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it’s typically best to book your holiday package well in advance.
Is it cheaper to book a Winterset holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and stays individually. Better still, you can tailor your Winterset trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Winterset?
If you’re considering a spontaneous Winterset trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Winterset?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Winterset.
  2. Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and flights. Your accommodation will likely be the largest expense during your trip to Winterset.
  3. Decide how long to go away for: Now that you’re more familiar with Winterset, you can work out the right length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that’s left now is to choose a Winterset holiday package that brings all your bookings together.

Popular places to visit

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.