Estill County Vacation Packages 2026 from $550

Photo by Steve Coy

Your Estill County Vacation

From start to finish, everything is taken care of when you choose an Estill County vacation package. So whether you're coming to experience its culture, or any of its other highlights, planning your break is easy. Not sure where your first stop should be? Irvine is one of the most popular cities to visit during a trip to Estill County. Find some travel buddies and start packing, because your Estill County vacation is only a few clicks away with Expedia.

Top destinations in Estill County

A flag of the City of Irvine with a shield emblem and the year 1971.

The Latest Estill County Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Springhill Suites by Marriott Lexington Fritz Farm

$550

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

9.2/10 Wonderful! (394 reviews)

Very clean hotel. Comfy beds. Helpful staff.

Reviewed on Sep 21, 2026

The Sire Hotel Lexington, Tapestry Collection by Hilton

Downtown Lexington

$684

per person

Nov 26 - Nov 30

found 10 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

9.4/10 Exceptional! (901 reviews)

Origin Lexington a Wyndham Hotel

$1,890

per person

Oct 30 - Nov 2

found 2 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

9.4/10 Exceptional! (1,004 reviews)

Holiday Inn Express Lexington - Horse Park Area by IHG

$979

per person

Oct 30 - Nov 2

found 10 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

9.4/10 Exceptional! (2,251 reviews)

Super nice front desk staff, room was squeaky clean, breakfast was amazing! 10/10

Reviewed on Sep 22, 2026

Holiday Inn Lexington - Hamburg by IHG

$823

per person

Oct 30 - Nov 2

found 10 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

9/10 Wonderful! (1,005 reviews)

Find the Best Estill County Vacation Packages

Estill County Essential Information

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

Estill County Hotel Deals

Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

Irvine KY

$185 nightly

$204 total

Oct 20 - Oct 21

Total with taxes and fees

10/10 Exceptional! (127 reviews)

"This is a fabulous place to stay. Very reasonable price for the quality and the perfect blend of old-time charm and modern amenities. We will be back and back again. A family emergency for the cleaning person meant that the cabin hadn't been cleaned before we arrived, but the host was immediately ..."

Reviewed on Sep 16, 2026

Natural Bridge State Resort Park

2135 Natural Bridge Road Slade KY

$116 nightly

$128 total

Sep 27 - Sep 28

Total with taxes and fees

8.6/10 Excellent! (2,061 reviews)

"The room we had needs a lot of cleaning and a check of the air conditioning system. Couldn’t get the air to go any lower than 70 degrees. Bathroom needs new caulking and grout. Carpeting needs to be replaced and the vents in the bathroom need to be cleaned"

Reviewed on Sep 20, 2026

Historic Boone Tavern Hotel and Restaurant

100 Main St N Berea KY

Fully refundableReserve now, pay when you stay

$95 nightly

$105 total

Sep 28 - Sep 29

Total with taxes and fees

9.4/10 Exceptional! (1,004 reviews)

"Loved the hotel and the staff. Everyone was super friendly and we enjoyed the common areas too. Mattress was little hard and room was warm which is why I gave it 4 stars not 5."

Reviewed on Sep 21, 2026

See all 1,036 properties in Estill County

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.