WWingAwayWEEKENDSFly to lunchDestination guide 220
Oregon · Couples · Two nights

Ashland & the Rogue Valley

Shakespeare, wine and a creekside park.

Ashland is a small southern Oregon town famous for the Oregon Shakespeare Festival, which runs plays from spring through fall in three theaters downtown. Land at Ashland’s own airport, stay at the restored Ashland Springs Hotel or Lithia Springs Resort, see a play, walk Lithia Park along Ashland Creek, taste at Rogue Valley wineries and visit gold-rush Jacksonville.

TheaterWineWalkable town
See the weekend itineraryFlight & arrival details
The art-deco Varsity Theatre on a downtown Ashland street
The Varsity Theatre in downtown Ashland.
YOUR ROUTEKMYR to S03
STRAIGHT-LINE DISTANCE~2109 NM
ILLUSTRATIVE FLIGHT TIME~14 hr 18 min
WEEKEND STYLETwo nights · Walk, ride or rental car

Time illustration: direct distance at 150 KTAS plus 15 minutes for departure and arrival, matching the discovery page. Use ForeFlight for your actual flight plan.

01 / Aviation & getting around

Land at Ashland’s own airport.

S03, Ashland Municipal–Sumner Parker Field, is a non-towered city airport at 1,889 feet with a 3,603-foot runway about 10 minutes from downtown. Rogue Valley International (KMFR) in Medford is 20 minutes north.

The FBO

Ashland Municipal Airport (City of Ashland)

Ashland Municipal Airport, Ashland, OR

541-482-7675

Short runway with terrain and trees near both ends; Runway 12 has rising terrain. Deer and birds on the field. 24-hour credit-card fuel. (FAA chart supplement remarks.) No live fuel price is shown.

Southern Cascades flying: high terrain and mountain wave around Shasta and the Cascades, summer thunderstorms and wildfire smoke, winter icing and snow, and high density altitude at the higher fields. About 2110 nm from Myrtle Beach: two long days each way with several fuel stops. Plan a week, or overnight on the way out and back.

02 / Where to stay

Historic hotels.

Rates and availability need travel dates. Festival weekends book early.

03 / Where to eat

Pre-theater dining.

Reserve weekend dinners.

04 / Things to do

Plays, parks and pinot.

Book theater tickets first.

02

Lithia Park

A nearly 100-acre park along Ashland Creek.

Travel Ashland
03

Rogue Valley wineries

Tasting rooms in the valley around Ashland and Jacksonville.

Travel Ashland
05 / What’s happening

Sometimes the season is the reason to fly.

This prototype links to the local visitor site. It does not yet match events to your travel dates.

Concerts, festivals & local happenings

Check the local calendar when choosing a weekend, and confirm dates and tickets with the organizer.

Browse Ashland events
06 / Suggested itinerary

Friday in. Sunday home.

A sample theater weekend. This is a two-day flight each way; plan a week. No bookings or availability confirmed.

DAY 1

Arrive

  1. Arrival

    Land at S03, subject to weather and your actual flight plan.

  2. Afternoon

    Lithia Park.

  3. Evening

    Dinner at Amuse, then a play.

DAY 2

Explore

  1. Morning

    Rogue Valley wineries.

  2. Afternoon

    Jacksonville.

  3. Evening

    A second play.

DAY 3

Morning & home

  1. Morning

    Coffee on the plaza.

  2. Before leaving

    Return the car and allow time at the airport.

  3. Fly home

    Mountain and coastal weather changes fast; leave with a margin.

07 / Good to know

Keep the weekend easy to change.

These details make the difference between an appealing list and a usable getaway.

Book in this order

Theater tickets, then the hotel.

Very long flight

About 2,110 nm from Myrtle Beach: two long days each way.

Runway

Short with nearby terrain; check performance.

Best seasons

May to October.

Reviewed · Destination 220

Reviewed November 6, 2026.

Picks and links reviewed by WingAway Weekends. Hours, prices, menus and availability change often, so confirm directly with each place before booking.

WingAway Weekends helps you discover the destination. Use ForeFlight and current official aviation information for route, performance, weather, NOTAMs and preflight decisions. Flight planning and PIC responsibility stay with the pilot.