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A river winding through a forested valley with hills in the background.
Photo by Julie Jaynes Gillespie
Open Photo by Julie Jaynes Gillespie

Owsley County Vacations & Trips from $522

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Top destinations in Owsley County

Booneville
FlightsHotels

Booneville

Booneville
Lerose
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Lerose

Lerose

The Latest Owsley County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • 2 outdoor pools
    Aug 27 - Aug 30

    Westgate Smoky Mountain Resort & Water Park + Flight

    Gatlinburg
    3 nights
    4.0 star property
    8.4/10 - Very Good (1,272 reviews)
    "The staff were very helpful and friendly. The pool was great, and we enjoyed the mini golf and arcade. We especially loved the singing at the pool and seeing the bears climbing the trees —what a fun experience! We had a wonderful stay and would definitely consider staying here again."
    Reviewed July 16, 2026
    Roundtrip • Dallas (DFW) - Knoxville (TYS)
    DAL - TYS • 1 stop TYS - DAL • 1 stop
    Save 100% on your flight
    $883
    $522
    per traveler
    found 7 hours ago
    Westgate Smoky Mountain Resort & Water Park
  • Dining
    Sep 16 - Sep 20

    Cottonwood Airport & Expo Hotel Louisville + Flight

    Shively
    4 nights
    3.5 star property
    8.6/10 - Excellent (1,003 reviews)
    Roundtrip • Boston (BOS) - Louisville (SDF)
    BOS - SDF • Nonstop SDF - BOS • 1 stop
    Save 100% on your flight
    $2,340
    $1,555
    per traveler
    found 16 hours ago
    Cottonwood Airport & Expo Hotel Louisville
  • Exclusive Suite, Non Smoking, Kitchen | Private kitchen | Full-size fridge, microwave, oven, stovetop
    Sep 17 - Sep 21

    The Purple Martin + Flight

    Prospect
    4 nights
    2.0 star property
    10/10 - Exceptional (2 reviews)
    "Amazing property… I would come back in a heartbeat! "
    Reviewed June 19, 2025
    Roundtrip • Dallas (DFW) - Louisville (SDF)
    DAL - SDF • Nonstop SDF - DAL • 1 stop
    Save 100% on your flight
    $1,688
    $1,167
    per traveler
    found 0 hours ago
    The Purple Martin
  • Deluxe Single Room, 1 King Bed, Jetted Tub | Private spa tub
    Oct 1 - Oct 6

    Reagan Resorts Inn + Flight

    Downtown Gatlinburg
    5 nights
    2.0 star property
    8.6/10 - Excellent (1,726 reviews)
    Roundtrip • Boston (BOS) - Knoxville (TYS)
    BOS - TYS • 1 stop TYS - BOS • 1 stop
    Save 100% on your flight
    $917
    $637
    per traveler
    found 1 day ago
    Reagan Resorts Inn
  • Indoor pool
    Sep 3 - Sep 7

    The Ramsey Hotel and Convention Center Pigeon Forge + Flight

    Downtown Pigeon Forge
    4 nights
    3.0 star property
    8.4/10 - Very Good (1,540 reviews)
    "Staff very friendly, undergoing renovations"
    Reviewed July 15, 2026
    Roundtrip • Boston (BOS) - Knoxville (TYS)
    BOS - TYS • 1 stop TYS - BOS • 1 stop
    $942
    $659
    per traveler
    found 1 day ago
    The Ramsey Hotel and Convention Center Pigeon Forge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.