Lexington Vacations from $388
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The Latest Lexington vacation packages
Price found within the past 48 hours. Click for updated prices.
Eastwind Windham
$516
per person
Nov 11 - Nov 13
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
9.2/10 Wonderful! (120 reviews)
The restaurant was out of most dishes, not many other options. It’s ran by a small group of individuals so it’s hard to get a hold of people. Overall, the day was okay.
Reviewed on Oct 6, 2026
The Haüs Windham
$527
per person
Nov 11 - Nov 13
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
7.8/10 Good! (35 reviews)
Clean beautiful staff is fabulous kitchen is very well stocked for cooking. Good luck with your establishment thank you for the wonderful stay
Reviewed on Oct 7, 2026
Lexington Hotel Deals
Hunter Lodge, a Bluebird by Lark
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
$147 nightly
$158 total
Nov 8 - Nov 9
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
"Hotel itself was nice, but felt baited and switched as the key reason I went (restaurant and bar) wasn’t open on Mondays in the fall."
Reviewed on Oct 12, 2026
AutoCamp Catskills
882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
$166 nightly
$186 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (584 reviews)
"Our stay was great , we really enjoyed the clubhouse the boardgames, a small hike on the property and the airstream was nicely equipped with outside grill, smart tv, and very nice outdoor space. Cleaning wise it was okay, we found hair in the shower drain, futon cover felt unwashed and I wish they ..."
Reviewed on Oct 10, 2026
Kaatskill Mountain Club & Condos by Vail Resorts
61 LIFTSIDE DR Hunter NY
Fully refundableReserve now, pay when you stay
$197 nightly
$212 total
Nov 11 - Nov 12
Total with taxes and fees
9.2/10 Wonderful! (435 reviews)
"The place was nice and clean. The staff was very helpful and accommodating."
Reviewed on Oct 12, 2026
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 Lexington Vacation Packages
Lexington Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Hunter Mountain and Mountain Top Arboretum |
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Frequently asked questions
How much does a Lexington vacation package cost?
You'll find cheap prices from $388 on Expedia for your Lexington escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Lexington costs.
What are the cheapest months to go to Lexington?
March, April and June are the best times to look for cheap Lexington vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on flights and hotels.
How many days is enough for Lexington?
The ideal length for your Lexington vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you enough time to tick off all the main attractions and discover some hidden spots along the way.
How to find the best Lexington package deals?
Landing a cheap Lexington package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most affordable Lexington package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Lexington vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights separately. Better still, you can personalize your Lexington escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Lexington?
Enjoy fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Lexington vacation.
Does Expedia offer Book Now, Pay Later Lexington vacation packages?
Secure your ideal getaway to Lexington with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or hold off until the next payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stay on budget and snap up travel deals while they last.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
