A wooden structure with a reflection in a calm body of water, surrounded by leafless trees and a rocky cliff.
Photo by Jessica Richter
Open Photo by Jessica Richter

Oregon County Vacations & Trips from $363

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Your Oregon County Vacation

With a Oregon County vacation package, you can forget about planning stresses and simply focus on experiencing all this wonderful destination has on offer. Get your trip to Oregon County off to a flying start by staying in its most renowned cities. Birch Tree is one you can't miss. If you're ready to stop dreaming and start discovering, Expedia will help turn your Oregon County vacation into reality.

Top destinations in Oregon County

A cable-stayed bridge over a river with a clear sky.
FlightsHotels

Alton

Alton

The Latest Oregon County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A hotel with a prominent tower, a fountain in the courtyard, and a well-maintained garden.
    Dec 29 - Dec 31

    The Wildwood Hotel + Flight

    Wildwood
    2 nights
    3.5 star property
    9.2/10 - Wonderful (1,684 reviews)
    Roundtrip • Atlanta (ATL) - St. Louis (STL)
    ATL - STL • Nonstop STL - ATL • Nonstop
    $516
    $363
    per traveler
    found 19 hours ago
    The Wildwood Hotel
  • A courtyard with outdoor seating, a covered area, and a building with balconies.
    Feb 4 - Feb 7

    Remington Inn and Extended Stay Little Rock + Flight

    Baseline
    3 nights
    2.5 star property
    7.8/10 - Good (10 reviews)
    Roundtrip • New York (EWR) - Little Rock (LIT)
    EWR - LIT • 1 stop LIT - EWR • 1 stop
    $617
    $456
    per traveler
    found 10 hours ago
    Remington Inn and Extended Stay Little Rock
  • A cozy living area with leather sofas, a stone fireplace, wooden shelves, and large windows overlooking greenery.
    Dec 27 - Dec 31

    The Ozarker Lodge + Flight

    Foggy River Woods
    4 nights
    4.0 star property
    9.0/10 - Wonderful (936 reviews)
    "Rooms were simple but very clean, gathering lounge was very nice where you could find a Barista for your coffee needs along with some good cookies to eat, only drawback might be the outside pool."
    Reviewed November 14, 2026
    Roundtrip • Atlanta (ATL) - Springfield (SGF)
    ATL - SGF • Nonstop SGF - ATL • 1 stop
    $1,086
    $805
    per traveler
    found 1 day ago
    The Ozarker Lodge
  • Water park
    Dec 27 - Dec 31

    Stormy Point Village Lakeside + Flight

    Branson
    4 nights
    4.0 star property
    7.8/10 - Good (220 reviews)
    "This is a property that wants to sell you a time share. When you check in they send you to another counter where they want to get you to tour the property. They will pay you to go to a sales presentation.😱"
    Reviewed November 8, 2026
    Roundtrip • Atlanta (ATL) - Springfield (SGF)
    ATL - SGF • Nonstop SGF - ATL • 1 stop
    $1,018
    $785
    per traveler
    found 1 day ago
    Stormy Point Village Lakeside
  • A living room with a stone fireplace, a bookshelf, a red armchair, and a blue ottoman.
    Dec 25 - Dec 28

    Country Inn & Suites by Radisson, Jackson, TN + Flight

    Jackson
    3 nights
    3.0 star property
    8.0/10 - Very good (790 reviews)
    Roundtrip • Atlanta (ATL) - Memphis (MEM)
    ATL - BNA • Nonstop BNA - ATL • 1 stop
    $528
    $445
    per traveler
    found 1 day ago
    Country Inn & Suites by Radisson, Jackson, TN

Discover the most popular places to visit in Oregon County

Grand Gulf State Park

8.6/10 (41 reviews)
Commune with nature and explore the great outdoors at Grand Gulf State Park during your travels in Koshkonong. Wander the parks and riverfront while you're in the area.
See properties

Oregon County Hotel Deals

A greenhouse structure with a transparent roof, surrounded by a metal fence, and various plants inside.

Peaceful Farm Stay in Alton w/ Private Patio

Peaceful Farm Stay in Alton w/ Private Patio
3.0 star property
8.3 mi from Oregon County
$138 nightly
The price is $148
Nov 16 - Nov 17
Total with taxes and fees
Peaceful Farm Stay in Alton w/ Private Patio
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.
See all properties in Oregon County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.