Winfred Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Winfred Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Valley Inn

Valley Inn

2.5 out of 5
per person
Sep 27 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Sioux Falls (FSD)
7.6/10 Good! (1,018 reviews)
This property is very convenient to all the hospital specialty clinics. We were traveling on vacation but noticed a lot of guests were patients and family members. It’s a quirky place but a good stay

Reviewed on Aug. 6, 2025

Historic Twin Tudors Inn

Historic Twin Tudors Inn

3 out of 5
per person
Sep 27 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Sioux Falls (FSD)
8.8/10 Excellent! (3 reviews)
We were upgraded to staying at the Victorian Inn- i would highly recommended. The house is charming and located in the historic downtown of Sioux Falls.

Reviewed on Jun. 16, 2025

AmericInn by Wyndham Sioux Falls North

AmericInn by Wyndham Sioux Falls North

2.5 out of 5
per person
Sep 27 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Sioux Falls (FSD)
9/10 Wonderful! (1,391 reviews)
Everything was good

Reviewed on Aug. 6, 2025

Ramada by Wyndham Sioux Falls Airport-Waterpark & Event Ctr

Ramada by Wyndham Sioux Falls Airport-Waterpark & Event Ctr

3 out of 5
per person
Sep 27 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Sioux Falls (FSD)
7.6/10 Good! (1,340 reviews)
The property is on the older side and it may very well need some sprucing up. The pool area was nice for the kids. What I didn't like was the strong smell of chlorine. And for a Florida girl, the water was too cold for me... :-)

Reviewed on Aug. 4, 2025

AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD

2.5 out of 5
per person
Sep 27 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Sioux Falls (FSD)
9.2/10 Wonderful! (729 reviews)
Very smooth check-in process, room was very clean and easy to get around

Reviewed on Jul. 29, 2025

Ready to book your vacation to Winfred?

 

Choose your dates

Winfred Hotel Deals

De Smet Super Deluxe Inn and Suites

De Smet Super Deluxe Inn and Suites

2.5 out of 5
288 Highway 14 East, De Smet, SD
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Aug 7 to Aug 8
CA $123
CA $133 total
Aug 7 - Aug 8
includes taxes & fees
7.8/10 Good! (296 reviews)
"Had 2 senior suites paid for but couldn't make staff understand so only received keys for one. Due to an illness one of our party was not able to attend so really didn't need the 2nd room however very disappointing that was charged for 2nd room that we never even were able to see!"

Reviewed on Jul. 28, 2025

De Smet Super Deluxe Inn and Suites
Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel

2.5 out of 5
SE QUAD OF HWY 34 AND WASHINGTON AVE, Madison, SD
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Aug 17 to Aug 18
CA $191
CA $210 total
Aug 17 - Aug 18
includes taxes & fees
9.4/10 Exceptional! (211 reviews)
"Amazing as always"

Reviewed on Aug. 3, 2025

Best Western Plus Lakeview Hotel
AmericInn by Wyndham Madison SD

AmericInn by Wyndham Madison SD

2.5 out of 5
504 SE 10th St, Madison, SD
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Aug 7 to Aug 8
CA $135
CA $150 total
Aug 7 - Aug 8
includes taxes & fees
7.8/10 Good! (319 reviews)
"went for a birthday party and was really nice. my kids enjoyed the pool."

Reviewed on Jul. 28, 2025

AmericInn by Wyndham Madison SD
See all 39 properties in Winfred
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Winfred vacation package cost?
You can pick up a vacation package to this destination from CA $891 on Expedia. However, how much your vacation to Winfred costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Winfred?
You can usually find lower rates and greater availability in January, February and November. Explore our cheap Winfred vacation packages and you could land some excellent off-season deals.
How many days is enough for Winfred?
With a well-organized travel plan, you can easily tick off the most popular Winfred attractions in a few days. But if you'd like to discover hidden spots or go on day trips, think about booking your Winfred vacation for longer.
How to find the best Winfred package deals?
Landing a cheap Winfred package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most affordable Winfred package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Winfred vacation as a package?
You can enjoy significant savings on your next Winfred escape by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Winfred?
If you're planning a spontaneous Winfred adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Winfred?

  1. Pick your dates: What you plan to do in Winfred and your preferred season can help you decide when to go.
  2. Budget wisely: Besides the price of your accommodations, you'll need to consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Winfred.
  3. Decide how long to go for: Now that you're up to speed on Winfred, you can work out the right length of your break. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Winfred vacation package.

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