Winfield Trips (flight + hotel)

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    Better together

    Save up to P 3,118 when you book a flight and hotel together*
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    Find the right fit

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    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! (1,001 reviews)
"This lodge was in a beautiful place. The rooms were clean and reasonably up-to-date. I think a microwave and minifridge would be a welcome addition. The pool closed too early- 5:30 pm"

Reviewed on Jul 8, 2025

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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 P5,591 per night from Jul 20 to Jul 21
P5,591
P6,323 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (983 reviews)
"Very friendly staff. Nice breakfast. Check in very seamless."

Reviewed on Jul 7, 2025

Holiday Inn Express Williamsburg by IHG
Hampton Inn Williamsburg
Hampton Inn Williamsburg
2.5 out of 5
530 Highway 92 W, Williamsburg, KY
Fully refundableReserve now, pay when you stay
The price is P6,881 per night from Aug 10 to Aug 11
P6,881
P7,659 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (700 reviews)
"They definitely have the best breakfast food is fresh food is hot and lots of choices and (not sure about name) but the woman who was doing breakfast 2 of 3 days we stayed the was the nicest, friendliesa and knowledgeable she is an asset to this establishment"

Reviewed on Jul 8, 2025

Hampton Inn Williamsburg
See all 500 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.