Lexington Vacations from $492

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The Latest Lexington vacation packages

Price found within the past 48 hours. Click for updated prices.
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Save 100% on your flight
Price was $595, price is now $492 per person
$492
per person
Oct 16 - Oct 20
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
9.2/10 Wonderful! (274 reviews)
there was many amenities including a gym

Reviewed on Sep 3, 2025

Game Farm Villa by Avantstay 10bdr, Private Pond, Spa, Pool Family-friendly

Game Farm Villa by Avantstay 10bdr, Private Pond, Spa, Pool Family-friendly

3 out of 5
Save 100% on your flight
Price was $6,363, price is now $4,660 per person
$4,660
per person
Oct 16 - Oct 20
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
No reviews
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

3 out of 5
Save 100% on your flight
Price was $1,356, price is now $1,031 per person
$1,031
per person
Oct 16 - Oct 20
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
No reviews
The Hidden Inn

The Hidden Inn

4 out of 5
Save 100% on your flight
Price was $650, price is now $511 per person
$511
per person
Oct 16 - Oct 20
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
9.2/10 Wonderful! (42 reviews)
I would stay and eat here again! Simply delightful.

Reviewed on Sep 1, 2025

Ski Hike Lodge 5BR w Fire Pit Cozy Spaces

Ski Hike Lodge 5BR w Fire Pit Cozy Spaces

2 out of 5
Save 100% on your flight
Price was $1,851, price is now $1,539 per person
$1,539
per person
Oct 16 - Oct 20
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
No reviews
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Lexington Hotel Deals

Silas House

Silas House

3 out of 5
11548 New York 23A, Lexington, NY
Get rates
Silas House
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St, Hunter, NY
$161 nightly
The price is $174 total per night from Sep 11 to Sep 12
$174 total
Sep 11 - Sep 12
Total with taxes and fees
Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
$106 nightly
The price is $115 total per night from Sep 21 to Sep 22
$115 total
Sep 21 - Sep 22
Total with taxes and fees
Hotel Vienna
See all 1,895 properties in Lexington
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.

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Frequently asked questions

How much does a Lexington vacation package cost?
You'll find cheap prices from $492 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

Explore a world of travel with Expedia

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