Winslow Vacations

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    Save up to ￥109,000 when you book a flight and hotel together*

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Find the Best Winslow Vacation Packages

Winslow Hotel Deals

Comfort Inn Jasper South

Comfort Inn Jasper South

2.5 out of 5
1970 Hospitality Drive Jasper IN
Fully refundable
The price is ￥16,093 per night from Nov 18 to Nov 19
￥16,093
￥18,024 total
Nov 18 - Nov 19
includes taxes & fees
Comfort Inn Jasper South
Comfort Inn Ferdinand

Comfort Inn Ferdinand

2.5 out of 5
123 Scenic Hills Court Ferdinand IN
Fully refundable
The price is ￥13,303 per night from Nov 29 to Nov 30
￥13,303
￥14,899 total
Nov 29 - Nov 30
includes taxes & fees
8.2/10 Very Good! (772 reviews)
"The breakfast was adequate. The room was dusty. The lady said they had been doing construction work in the room and they tried to get all the dust out. The comforter was blood stained. Also there was no shampoo in the dispenser. The lady at the front desk said they were having a hard time finding ..."

Reviewed on Oct 26, 2026

Comfort Inn Ferdinand
Baymont by Wyndham Evansville North/Haubstadt

Baymont by Wyndham Evansville North/Haubstadt

2.5 out of 5
12798 Access Road 1250 S Haubstadt IN
Fully refundableReserve now, pay when you stay
The price is ￥12,306 per night from Nov 1 to Nov 2
￥12,306
￥13,782 total
Nov 1 - Nov 2
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"It met our needs and would stay again"

Reviewed on Oct 26, 2026

Baymont by Wyndham Evansville North/Haubstadt
See all 89 properties in Winslow
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 Winslow vacation package cost?
You can snap up a vacation package to this top destination on Expedia. However, how much your vacation to Winslow costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Winslow?
You can usually find lower prices and greater availability in January, February and November. Browse our cheap Winslow vacation packages and you could get some excellent off-season deals.
How many days is enough for Winslow?
The ideal duration for your Winslow vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to tick off all the leading attractions and discover some hidden gems along the way.
How to find the best Winslow package deals?
Use Expedia's filter tool to help you find some great Winslow package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Winslow package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Winslow vacation as a package?
You can enjoy significant savings on your next Winslow break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Winslow?
If you're considering a spontaneous Winslow trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Winslow?

  1. Choose when to get away: Check your calendar and get your bags packed. Your preferred time of year and the activities on offer will also help you decide when to escape to Winslow.
  2. Set a budget: Factor in expenses like food, flights and transportation when calculating how much to set aside for your trip to Winslow. Then, choose a property that suits your budget, whether that's a wallet-friendly stay or a high-end retreat.
  3. Decide how long to go away for: Now that you're more familiar with Winslow, you can work out the right length of your vacation. Pull together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Combine your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the perfect Winslow vacation package for you.

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