Winfield Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

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

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

Top hotels in Winfield

Cumberland Falls State Resort Park
Cumberland Falls State Resort Park
3.5 out of 5
7351 Hwy. 90, Williamsburg, KY
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,007 reviews)
Scaled back service
"Disappointed that dining room was closed for lunch and dinner. Had to drive 30 minutes for food. Continental breakfast lacked protein, hard boiled eggs or peanut butter would have been appreciated."

Reviewed on 11 Jul 2025

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Cumberland Falls State Resort Park
Three Bedroom FLOATING Home @Froggies/ Whitman Hollow Marina.
Three Bedroom FLOATING Home @Froggies/ Whitman Hollow Marina.
LaFollette
9.8/10 Exceptional! (19 reviews)
Summer get away
"This property was in excellent shape and plenty of space for the kids and adults. Kids especially loved the waterslide."

Reviewed on 28 Jun 2025

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Three Bedroom FLOATING Home @Froggies/ Whitman Hollow Marina.
Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHG
2.5 out of 5
56 West Highway 92, Williamsburg, KY
Fully refundable
The price is €96 per night from 20 Jul to 21 Jul
€96
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (985 reviews)
"Very friendly staff. Nice breakfast. Check in very seamless."

Reviewed on 7 Jul 2025

Holiday Inn Express Williamsburg by IHG
See all 505 properties in Winfield
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 Winfield holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday to Winfield costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Winfield?
The off-season is the best time to visit Winfield if you're trying to save. Another tip for getting cheap Winfield holiday packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Winfield?
The ideal duration of your Winfield holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to hit all the main attractions and discover some hidden spots along the way.
How to find the best Winfield package deals?
Use Expedia's filters to help you find some terrific Winfield package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Winfield package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a Winfield holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can customise your Winfield trip to match your exact style. Choose 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 Winfield?
If you've got your Winfield holiday dates finalized, book early to bag some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Winfield?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Winfield.
  2. Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Winfield.
  3. Work out your trip length: Consider how long you want to spend discovering Winfield. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Winfield holiday package that brings all your bookings together.

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