Woods Vacations from $375

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Your Woods Vacation

The adventure-packed city of Woods is calling. Uncover both its hidden gems and highlights with a Woods vacation package that's tailored to you. Every good trip to Woods should include a bit of sightseeing. Where to check out first? Jenny Wiley State Resort Park and StoneCrest Golf Course are leading attractions. A couple of clicks is all it takes to craft a tailor-made Woods vacation on Expedia.

The Latest Woods vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Lexington - Hamburg I-75
The Campbell House Lexington, Curio Collection by Hilton
Staybridge Suites Lexington S Medical Ctr Area by IHG
Candlewood Suites Lexington Medical District by IHG
21c Museum Hotel Lexington
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Discover the most popular places to visit in Woods

Woods Hotel Deals

The Landmark Hotel

The Landmark Hotel

3.5 out of 5
190 S Mayo Trail Pikeville KY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Dec 15 to Dec 16
$102 total
Dec 15 - Dec 16
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Staff excellent, room great and very clean, bathroom a little small

Reviewed on Nov 30, 2025

The Landmark Hotel
Ramada Hotel & Conference Center by Wyndham Paintsville

Ramada Hotel & Conference Center by Wyndham Paintsville

2.5 out of 5
624 James Trimble Blvd Paintsville KY
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $119 total per night from Jan 1 to Jan 2
$119 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.8/10 Excellent! (545 reviews)
Everything was perfect. We were there for a funeral with family and friends. Everything was decorated for Christmas and it was so beautiful and amazing. We all enjoyed the atmosphere and had pizza in the courtyard area. Good memories!

Reviewed on Dec 6, 2025

Ramada Hotel & Conference Center by Wyndham Paintsville
Days Inn by Wyndham Paintsville

Days Inn by Wyndham Paintsville

2 out of 5
512 S Mayo Trail Paintsville KY
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $75 total per night from Dec 30 to Dec 31
$75 total
Dec 30 - Dec 31
Total with taxes and fees
7.6/10 Good! (514 reviews)
Had the greatest and most compassionate staff.

Reviewed on Dec 8, 2025

Days Inn by Wyndham Paintsville
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.

Find the Best Woods Vacation Packages

Woods Essential Information

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Frequently asked questions

How much does a Woods vacation package cost?
You'll find cheap prices from $375 on Expedia for your Woods escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Woods costs.
What are the cheapest months to go to Woods?
You can typically find reduced prices and better availability in January, September and October. Explore our cheap Woods vacation packages and you could land some great off-season discounts.
How many days is enough for Woods?
The ideal duration for your Woods vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to check out all the leading attractions and discover some hidden gems along the way.
How to find the best Woods package deals?
Landing a cheap Woods package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Woods package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Woods vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights individually. Better still, you can tailor your Woods trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Woods?
Score incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Woods escape.
How to plan a trip to Woods?

  1. Pick your dates: The things you plan to do in Woods and your favorite season can help you decide when to get away.
  2. Set a budget: Factor in costs such as flights, meals and transportation when calculating how much to set aside for your trip to Woods. Then, choose a property that matches your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Use our trip planning tool to explore Woods: Research every part of your trip to Woods with this handy planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go for: Now that you're more familiar with Woods, you can work out the perfect length of your break. Pull together a rough plan and give yourself enough time to get through everything on your must-do list.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Woods vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Read our dedicated travel guide to find some awesome things to do in Woods. Book tickets or make reservations as soon as you can to save time and avoid the stress of looking for activities when you arrive.

Does Expedia offer Book Now, Pay Later Woods vacation packages?
If you're like us, you love discovering new places but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Woods trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.