If you're looking for a charming, artsy escape in Southern Oregon, I highly recommend heading to Ashland! Nestled in the Rogue Valley, Ashland was everything I hoped for—blending Shakespearean flair, beautiful parks, wineries, and outdoor adventures. Whether you're into theater, hiking, or fine dining, this place offers small-town sophistication with nature just outside your door.
Ashland, OR Highlights:
- For Theater Fans: Experience the Oregon Shakespeare Festival – I can’t stress enough how much you’ll love the world-class productions at the Oregon Shakespeare Festival. I had the chance to catch shows in both indoor and outdoor theaters, and the experience from spring through fall was incredible.
- For Nature Lovers: Stroll or hike through Lithia Park – If you’re a nature lover, don’t miss Lithia Park. I spent hours exploring its 100 acres of wooded trails, peaceful duck ponds, and tranquil gardens—all right in the heart of the town.
- For Wine Enthusiasts: Tour the Rogue Valley Wine Country – You’ll definitely want to sip some of the region’s best wines. I enjoyed tasting bold reds and crisp whites at the scenic wineries near Ashland. It was such a relaxing experience.
- For Families: Visit ScienceWorks Hands-On Museum – If you're traveling with kids (or even if you're just curious like I am), the ScienceWorks Hands-On Museum is a must. It’s filled with interactive exhibits that kept me and the little ones entertained for hours.
- For Art Lovers: Explore the galleries on Main Street – One of my favorite things was strolling down Main Street, discovering local art, sculptures, and unique handcrafted goods. It’s a perfect way to spend a relaxing afternoon.
Best Time to Visit Ashland, OR
If you’re planning your trip, the best time to visit Ashland is definitely during spring through fall (March to October). That’s when the full Oregon Shakespeare Festival season is in full swing, the weather is perfect for outdoor exploration, and you’ll be treated to the most beautiful fall foliage in the valley and foothills.
How to Get to Ashland, OR
- If you’re driving: Ashland is located along I-5 in Southern Oregon, just 15 minutes from Medford. It’s about a 5-hour drive from Portland or San Francisco, making it super accessible if you're road-tripping through the area.
- By Air: I flew into Rogue Valley International–Medford Airport (MFR) and then drove about 20 minutes to Ashland. It’s super convenient if you're flying in.
- By Bus: If you're taking public transportation, Greyhound and regional buses serve Ashland and nearby Medford, with connections all across Oregon and California.
Where to Stay in Ashland, OR
- Recommended for Families: Ashland Hills Hotel & Suites – I loved staying here! It’s a spacious, retro-modern hotel with a pool, tennis courts, and an onsite restaurant. Great for families.
- For Couples: Winchester Inn – If you’re looking for something romantic, this boutique inn is the place. It’s downtown, with a gourmet breakfast and elegant rooms that make for a perfect couples’ getaway.
- For a Historic Stay: Ashland Springs Hotel – I stayed at the restored 1925 Ashland Springs Hotel and absolutely loved it. It has vintage charm, and you’re within walking distance to the theaters and all the best restaurants.
Best Things to Do in Ashland, OR
Oregon Shakespeare Festival - See world-class theater and explore downtown during an exciting cultural getaway.
Lithia Park - Walk along scenic trails and admire nature’s beauty in this romantic downtown oasis.
ScienceWorks Hands-on Museum - Explore interactive exhibits and spark curiosity on a kids-friendly science day.
Belle Fiore Estate & Winery - Savor fine wines and admire vineyard views during a relaxing couples outing.
Irvine & Roberts Vineyards - Enjoy wine flights and look at rolling hills on a scenic weekend visit.
Emigrant Lake - Go kayaking or swim the shores on a classic summer adventure.
Dana Campbell Vineyards - Savor local wines and enjoy quiet views in a retirement-friendly setting.
In Summary...
(and if you want to revisit my photo journey)