Stamping Ground Vacations from $1,050

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The Latest Stamping Ground vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Lex and Conference Center, Trademark Collection

Hotel Lex and Conference Center, Trademark Collection

$1,050
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lexington (LEX)
8/10 Very Good! (801 reviews)
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

Save 100% on your flight
$2,456
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Lexington (LEX)
9.4/10 Exceptional! (1,004 reviews)
Elwood Hotel & Suites

Elwood Hotel & Suites

Save 100% on your flight
$1,787
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Lexington (LEX)
9.4/10 Exceptional! (1,148 reviews)
Great hotel close to UK.

Reviewed on Sep 19, 2026

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

Downtown Lexington
Save 100% on your flight
$2,697
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Lexington (LEX)
9.4/10 Exceptional! (901 reviews)
Fairfield Inn & Suites Lexington Keeneland Airport

Fairfield Inn & Suites Lexington Keeneland Airport

Beaumont Residential
$1,403
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Lexington (LEX)
8.8/10 Excellent! (784 reviews)
Very good. Good price. Nice staff.

Reviewed on Sep 10, 2026

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What to do in Stamping Ground

Bites of the Bluegrass Cocktails & Bites Tour

Bites of the Bluegrass Cocktails & Bites Tour

$125
per adult
100% of travellers recommend
Bites of the Bluegrass Cocktails & Bites Tour
Distillery District Food & History Tour in Lexington

Distillery District Food & History Tour in Lexington

$125
per adult
Distillery District Food & History Tour in Lexington
Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour

Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour

$285
per adult
Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour
See all activities in Stamping Ground

Stamping Ground Hotel Deals

Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
$100 nightly
$116 total
Sep 29 - Sep 30
Total with taxes and fees
Holiday Inn Express Lexington - Horse Park Area by IHG
Hyatt Regency Lexington

Hyatt Regency Lexington

401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
$135 nightly
$157 total
Sep 27 - Sep 28
Total with taxes and fees
Hyatt Regency Lexington
21c Museum Hotel Lexington

21c Museum Hotel Lexington

167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
$156 nightly
$182 total
Sep 27 - Sep 28
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
"Wonderful hotel in walking distance of places to eat and public parking. The rooms were lovely and spacious. The bathroom was beautiful!! And… the artwork just gave the hotel that extra something special. Great place to stay!!!"

Reviewed on Sep 20, 2026

21c Museum Hotel Lexington
See all 1,210 properties in Stamping Ground
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 Stamping Ground Vacation Packages

Stamping Ground Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Blue Grass Airport (LEX)
Population
730

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Frequently asked questions

How much does a Stamping Ground vacation package cost?
You'll find cheap prices from $1,050 on Expedia for your Stamping Ground escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Stamping Ground costs.
What are the cheapest months to go to Stamping Ground?
If you're hoping to book a cheap Stamping Ground vacation package, consider visiting in November, December and January. You're likely to find better prices on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Stamping Ground?
Typically, a handful of days is enough to see the main sights during your Stamping Ground vacation. However, if you'd like to have some time to kick back or go on day tours, consider extending your itinerary.
How to find the best Stamping Ground package deals?
Finding a cheap Stamping Ground package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Stamping Ground package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Stamping Ground vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still get the freedom to create a personalized Stamping Ground vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Stamping Ground?
If you're planning a spontaneous Stamping Ground vacation, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Stamping Ground vacation packages?
Jet off on your dream getaway to Stamping Ground with Expedia's Book Now, Pay Later vacations. No need to save up or hold off until payday — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up bargains before they sell out.

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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.