Winfield Vacations

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Find the Best Winfield Vacation Packages

Winfield Hotel Deals

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
The price is ₩130,693 per night from Aug 25 to Aug 26
₩130,693
₩144,058 total
Aug 25 - Aug 26
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Older property but loved the tranquility!"

Reviewed on Aug 22, 2025

Cumberland Falls State Resort Park
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 ₩172,948 per night from Sep 7 to Sep 8
₩172,948
₩195,583 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Great location"

Reviewed on Aug 11, 2025

Holiday Inn Express Williamsburg by IHG
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street, Jellico, TN
Fully refundableReserve now, pay when you stay
The price is ₩84,979 per night from Aug 26 to Aug 27
₩84,979
₩97,089 total
Aug 26 - Aug 27
includes taxes & fees
7.2/10 Good! (982 reviews)
Newly Renovated
"Check-in was friendly and the staff gave great directions to a newly renovated room. The beds were not replaced when renovations were done and should be their next project. Check-out was not friendly at all. The door was locked and there was no one available to speak to at all. That was very off-putting. ..."

Reviewed on Aug 10, 2025

Days Inn by Wyndham Jellico - Tennessee State Line
See all 504 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 vacation package cost?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation 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 vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Winfield?
The ideal duration of your Winfield vacation 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 vacation package as soon as possible.
Is it cheaper to book a Winfield vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can customize 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 vacation package to Winfield?
If you've got your Winfield vacation 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 traveling on a whim.
How to plan a trip to Winfield?

  1. Pick the ideal time to travel: Your schedule, favorite 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 vacation 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.