Winslow Holidays

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to £335 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Winslow Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Evansville Regional Airport (EVV)
Population
850
Max Temp Winter
4ºC
Max Temp Summer
29ºC

Our pick of the best Winslow Hotel Deals

Baymont by Wyndham Dale
Baymont by Wyndham Dale
2.5 out of 5
1339 N Washington St, Dale, IN
Stay at this business-friendly hotel in Dale. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the clean rooms and the property condition ...
6.6/10 (1,002 reviews)
"I reserved two rooms for a family get together a trip at Holiday World it had a great location our room was clean very comfortable the staff was friendly breakfast was basic could have used a few more fresher items but overall our stay was great"

Reviewed on 15 Jun 2025

Baymont by Wyndham Dale
Comfort Inn
Comfort Inn
2.5 out of 5
123 Scenic Hills Court, Ferdinand, IN
Stay at this business-friendly hotel in Ferdinand. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (481 reviews)
"Easy access to Highways, close to Holiday World and cute towns around the area"

Reviewed on 16 Jun 2025

Comfort Inn
Fairfield Inn & Suites Jasper
Fairfield Inn & Suites Jasper
2.5 out of 5
333 River Centre Landing, Jasper, IN
Stay at this business-friendly hotel in Jasper. Enjoy free breakfast, free parking and a fitness centre. Our guests praise the helpful staff in their reviews. ...
9.2/10 Wonderful! (347 reviews)
"Best hotel in Jasper"

Reviewed on 8 Jun 2025

Fairfield Inn & Suites Jasper
See all 82 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Winslow travel package cost?
Discover the best of Winslow from as low as . Choose from a wonderful selection of rental cars, hotels and flights to suit every budget and style. You can pick up even better deals when you add a couple of tours or experiences to your package.
If I'm not able to travel, can I cancel my Winslow travel package?
Yes, you can. We understand that life happens, so we're here to help if you have to make changes to your Winslow travel package. It may be possible to change or cancel your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Winslow?
Find flights that fit your busy schedule, add a hotel to your booking and watch how much you save with a Winslow holiday package. It's that simple! From flights and hotels to tours and rental cars, Expedia is where your cheap getaway begins. And with over 550 partner airlines and 1,000,000 hotel options across the globe to pick from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later Winslow holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply select the payment plan that works for you during the checkout process and take the stress out of budgeting for your next trip. Be sure to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:
  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan with Klarna.

How far in advance should I book my Winslow holiday?
It all depends on the air carrier, but you can normally look up international fares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky customers will occasionally nab a cheaper seat just weeks prior to the date of departure.
What does an Expedia Winslow travel package include?
Hotels, flights and a reliable car for all your fun road trip adventures. Simply choose your favourite bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to organising your Winslow escape, you're in control!
What should I know before booking a Winslow travel package?
A travel package can be easier on the hip pocket than separately booking all you need for your trip. For example, combine your hotels, flights and rental cars and land a great deal. Whatever your holiday plans, you're sure to find a package to suit your budget.
Can I choose my airline with a Winslow Expedia travel package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Just select the carrier that suits you and craft your ideal Winslow holiday.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.