2-Day Road Trip Itinerary in Medford, Oregon

Day 1: Explore Medford

Medford, Oregon

8:00AM

Breakfast at Morning Glory Cafe

Kickstart your day with a hearty breakfast at Morning Glory Cafe, renowned for its delicious pancakes and fresh coffee.
USD 15, 1 hour

9:30AM

Tour of Harry & David

Visit the famous Harry & David headquarters, where you can sample gourmet foods and shop for local gifts.
USD 0 (tastings may vary), 2 hours

12:00PM

Lunch at The Commons Cafe

Enjoy a delightful lunch featuring local seasonal ingredients at The Commons Cafe, which offers a cozy atmosphere.
USD 20, 1 hour

1:30PM

Explore Crater Lake National Park

Drive northeast to the breathtaking Crater Lake National Park for stunning views and a chance to hike around the rim.
USD 20 (entry fee), 3 hours

5:00PM

Return to Medford

Drive back to Medford in the late afternoon to relax before dinner.
USD 0, 1.5 hours

7:00PM

Dinner at Porters

Savor a delightful dinner at Porters, a popular steakhouse known for its premium meats and elegant dining experience.
USD 50, 1.5 hours

Day 2: Day Trip to Ashland

Ashland, Oregon

8:00AM

Breakfast at Black Bear Diner

Start your day with a classic American breakfast at Black Bear Diner, famous for its giant portions and inviting atmosphere.
USD 15, 1 hour

9:30AM

Explore Lithia Park

Take a leisurely walk through the beautiful Lithia Park, known for its stunning gardens, ponds, and scenic views.
USD 0, 2 hours

12:00PM

Lunch at Ashland's Blend Coffee Shop

Recharge with a light lunch at Blend Coffee Shop, where you can savor house-made pastries and gourmet sandwiches.
USD 15, 1 hour

1:30PM

Visit Oregon Shakespeare Festival

Explore the Oregon Shakespeare Festival, if time permits, taking in a behind-the-scenes tour or the beautiful architecture.
USD 15, 1.5 hours

3:00PM

Return to Medford for Dinner

Drive back to Medford to unwind after a memorable day trip.
USD 0, 0.5 hours

6:00PM

Dinner at The Olive Garden

Enjoy a comforting dinner at Olive Garden, indulging in their famous breadsticks and a delicious pasta dish to conclude your trip.
USD 30, 1.5 hours