Shoestring Budget Adventure in Ashland, Oregon

Day 1: Explore Downtown

Ashland, Oregon

8:00AM

Breakfast at Morning Glory

Start your day with a hearty breakfast at Morning Glory, acclaimed for its fresh, organic options and great coffee.
Located walking distance from most downtown lodgings.
USD10, 1 hour

9:30AM

Lithia Park

Stroll through the stunning Lithia Park, a 93-acre oasis that features beautiful walking trails and relaxation spots.
Head east on Main Street, enter Lithia Park.
FREE, 2 hours

12:00PM

Lunch at Taco Nerd

Grab lunch at Taco Nerd, known for their delicious, budget-friendly tacos.
A short walk back downtown.
USD15, 1 hour

1:30PM

Shakespeare Festival

Check out the Oregon Shakespeare Festival's box office for affordable matinee performances or free outdoor shows.
Just a 10-minute walk from Taco Nerd.
USD20, 2 hours

4:00PM

Explore Local Shops

Wander through the unique local shops downtown, picking up unique crafts and gifts.
Walk along East Main Street.
FREE, 1.5 hours

6:00PM

Dinner at Grilla Bites

End your day with a nutritious meal at Grilla Bites, praised for their healthy options and budget-friendly prices.
Close to Main Street; a short walk.
USD15, 1 hour
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Day 2: Nature and Parks

Ashland, Oregon

8:00AM

Breakfast at Huckleberry's

Start your day with a delicious breakfast at Huckleberry's, a local favorite with great pancakes.
A short drive or bus ride from downtown.
USD12, 1 hour

9:30AM

Walk to Ashland Creek

Enjoy a scenic walk along Ashland Creek, perfect for enjoying the tranquility of nature.
Follow the trails leading from Lithia Park.
FREE, 2 hours

12:00PM

Lunch at The Beanery

Grab a light lunch at The Beanery, known for its coffee and sandwiches at great prices.
Back to downtown Ashland.
USD10, 1 hour

1:30PM

Visit Ashland History Museum

Discover the rich history of Ashland at the Ashland History Museum, featuring fascinating exhibits for all ages.
A short walk from The Beanery.
USD5, 1.5 hours

3:00PM

Afternoon at Emigrant Lake

Spend your afternoon unwinding at Emigrant Lake, enjoying the views and potential swimming.
Take the local bus to Emigrant Lake.
USD5 (park fee), 3 hours

6:00PM

Dinner at Caldera Brewing Company

Enjoy a relaxed dinner at Caldera Brewing Company, sampling local brews and a variety of pub food.
Return to Ashland via bus.
USD15, 1.5 hours
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Day 3: Cultural Immersion

Ashland, Oregon

8:00AM

Breakfast at Peerless Restaurant

Enjoy breakfast at Peerless Restaurant, which offers delicious eggs and great service.
Located downtown in a quaint setting.
USD12, 1 hour

9:30AM

Visit the Ashland Art Center

Explore local art and participate in classes at the Ashland Art Center, which often has free exhibits as well.
Short walk from breakfast.
FREE, 1.5 hours

11:00AM

Shopping & Exploring

Take some time to shop for local handmade crafts or browse the quaint streets.
Continue to explore downtown.
FREE, 1 hour

12:30PM

Lunch at Zoey’s Cafe

Savor a healthy and hearty lunch at Zoey’s Cafe, popular for their fresh, seasonal offerings.
Located just along Main Street.
USD12, 1 hour

2:00PM

Visit the Oregon Cabaret Theater

Catch an afternoon performance at the Oregon Cabaret Theater, where many shows are affordable.
A pleasant walk through downtown to the theater.
USD20, 2 hours

4:30PM

Happy Hour at Standing Stone Brewing

Relish some tasty appetizers during happy hour at Standing Stone Brewing, sampling their own craft beers.
A short walk from the theater.
USD10, 1.5 hours

6:00PM

Dinner at the Plaza Cafe

End the day with a satisfying dinner at Plaza Cafe, known for its delicious meals and cozy ambiance.
Right near the downtown plaza.
USD15, 1 hour
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Day 4: Day Trip to Medford

Medford, Oregon

8:00AM

Breakfast at the hotel or local café

Enjoy breakfast at your accommodation or try a local café before heading out.
Plan transportation accordingly.
USD10, 1 hour

9:30AM

Travel to Medford

Take the local bus or rideshare to Medford for a quick day out.
Ensure to check bus schedules or rideshare availability.
USD5, 30 minutes

10:00AM

Explore Harry & David

Visit the iconic Harry & David operations to explore gourmet foods and gift baskets.
Public transport available from central Medford.
FREE, 1.5 hours

11:30AM

Lunch at The Roast House

Enjoy a delicious lunch featuring local ingredients at The Roast House.
Local bus will take you back towards the city.
USD12, 1 hour

1:00PM

Visit Medford's Rogue Valley Mall

Spend the afternoon browsing shops or shopping at Rogue Valley Mall.
A short walk or bus ride from lunch.
FREE, 2 hours

3:30PM

Coffee at Dutch Bros Coffee

Enjoy a quick coffee at Dutch Bros, a local favorite with great vibes.
Close to the mall.
USD5, 30 minutes

4:00PM

Return to Ashland

Head back to Ashland via bus or rideshare.
Catch the local bus from central Medford.
USD5, 30 minutes

5:00PM

Dinner at The White Duck

Savor unique pizzas and brews at The White Duck, a popular pizzeria in Ashland.
Back in downtown Ashland.
USD15, 1 hour
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Day 5: Art & Local Flavor

Medford, Oregon

8:00AM

Breakfast at the hotel or local café

Start with a breakfast of your choice at your hotel or a nearby café.
Plan for a convenient location.
USD10, 1 hour

9:00AM

Visit Craterian Theater

Explore the Craterian Theater if hosting any morning events or simply appreciate its architecture.
Head towards downtown Medford.
FREE, 1 hour

10:00AM

Explore Downtown Medford

Walk around Medford's downtown area, checking out small galleries and local shops.
Walk central downtown.
FREE, 1.5 hours

11:30AM

Lunch at The Buttercloud Bakery & Cafe

Indulge in delicious biscuits and hearty lunches at The Buttercloud Bakery.
Located in central Medford.
USD12, 1 hour

1:00PM

Visit the Historic Courthouse

Check out the Historic Courthouse and its surrounding gardens in Medford.
Short walk from lunch.
FREE, 1 hour

2:00PM

Head to Bear Creek Park

Enjoy an afternoon at Bear Creek Park, perfect for a picnic or a nature walk.
Local bus or rideshare can take you there.
USD5, 2 hours

4:30PM

Coffee at the park café

Relax at Bear Creek Park's café with a refreshing coffee or snack.
In the park's vicinity.
USD5, 30 minutes

5:00PM

Dinner at Thai Pepper

Experience authentic Thai cuisine at Thai Pepper to wrap up your day.
Head back to downtown Medford.
USD15, 1 hour
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Day 6: Return to Ashland

Ashland, Oregon

8:00AM

Breakfast at the hotel or local café

Enjoy a final breakfast before departing back to Ashland.
Choose the best spot in Medford.
USD10, 1 hour

9:00AM

Head back to Ashland

Travel back to Ashland from Medford, preparing for your journey home.
Check bus schedules for accuracy.
USD5, 30 minutes

10:00AM

Explore Any Missed Spots

Use the last hours to revisit any favorite spots in Ashland before your trip ends.
Open for exploration around downtown.
FREE, 2 hours

12:30PM

Lunch at Gather

Grab a final lunch at Gather, featuring sustainable and locally sourced dishes.
Just a few blocks from downtown.
USD15, 1 hour

2:00PM

Last-minute Shopping or Relaxation

Take some time to shop for souvenirs or relax in Lithia Park.
Walk towards the plaza.
FREE, 2 hours

4:00PM

Departure

Wrap up your Ashland experience and prepare for your next adventure.
Head to public transport or your car.
FREE, Variable
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