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Culinary Delights and Scenic Wonders: 5-Day Ashland Adventure

Culinary Delights and Scenic Wonders: 5-Day Ashland Adventure Itinerary

Last updated: 2024 Jun 14

Lakeside Serenity and Local Flavors

Morning
Start your journey with a hearty breakfast at Ashland Baking Company, known for its fresh pastries and artisanal breads. Afterward, take a peaceful morning stroll along the shores of Lake Superior at Prentice Park, where the tranquil waters and lush greenery provide a perfect start to your day.
Afternoon
For lunch, head to Breakwater Restaurant and savor their signature fish fry while enjoying panoramic views of Chequamegon Bay. Post lunch, immerse yourself in the maritime history of the region at the Wisconsin Maritime Museum, located in nearby Bayfield. Explore the museum's exhibits and learn about the Great Lakes' rich nautical heritage.
Evening
As the sun sets, indulge in a fine dining experience at The Snug, where the cozy ambiance and innovative cuisine set the stage for a memorable evening. After dinner, take a leisurely drive along the Lake Superior shoreline, or if you prefer, enjoy a live performance at the StageNorth Theater, showcasing local talent in a charming setting.
Bedtime
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Waterfalls and Woodland Wonders

Morning
Fuel up for the day with a delicious breakfast at Black Cat Coffeehouse, known for its artisanal coffee and relaxed atmosphere. Afterward, embark on a morning adventure to Copper Falls State Park, where you'll be greeted by stunning waterfalls, ancient lava flows, and serene hiking trails amidst the Northwoods.
Afternoon
For a midday meal, visit El Dorado Mexican Restaurant and enjoy authentic Mexican cuisine in the heart of Ashland. Post lunch, take a short drive to the Apostle Islands National Lakeshore visitor center in Bayfield. Explore the exhibits and learn about the natural and cultural history of the islands, then take a scenic cruise (if available) to witness the famous sea caves and lighthouses.
Evening
Conclude your day with a visit to The Alley, a local favorite for its craft cocktails and laid-back vibe. Pair your drinks with some appetizers as you unwind and reflect on the day's adventures. If you're up for some evening entertainment, check out the live music scene at The Snug Theater, where you can enjoy performances ranging from jazz to local bands.
Bedtime
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History, Art, and Scenic Drives

Morning
Begin with a classic breakfast at Coco's Bakery & Cafe, where the friendly atmosphere and freshly baked goods set the tone for the day. After breakfast, visit the Ashland Mural Walk to admire the vibrant outdoor art that depicts the history and culture of the area. Take a leisurely stroll and capture some memorable photos.
Afternoon
For lunch, head to Frankie's Pizza and indulge in a variety of specialty pizzas in a casual, family-friendly setting. Post lunch, take a scenic drive along the Lake Superior Byway, enjoying the breathtaking views of the lake and the surrounding forests. You can make a stop at the charming town of Bayfield for some exploration and shopping.
Evening
Dine at Deep Water Grille, a local gem known for its innovative cuisine and extensive beer selection. After dinner, take an evening walk at Memorial Park, where you can enjoy the peaceful ambiance and, if the timing is right, catch a beautiful sunset over Lake Superior. Reflect on the day's discoveries and relax in the natural beauty of the park.
Bedtime
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Outdoor Adventures and Local Brews

Morning
Start your day with a visit to Burger Barn for a classic American breakfast. After fueling up, head to Chequamegon National Forest for a morning of outdoor exploration. Whether you choose to hike, bike, or simply enjoy the serene surroundings, the forest offers a wide range of activities for nature enthusiasts.
Afternoon
For lunch, enjoy the casual atmosphere and delicious sandwiches at Subway. Afterward, take a short drive to the Whittlesey Creek National Wildlife Refuge for an afternoon of birdwatching and wildlife observation. The refuge is a hidden gem, providing a peaceful escape into nature.
Evening
Conclude your day with a visit to The Snug, where you can unwind with a selection of fine wines and craft beers. The cozy ambiance and friendly staff make it the perfect place to relax and share stories of your day's adventures. If you're interested in a bit of nightlife, consider visiting one of the local bars or pubs for some live music and local brews.
Bedtime
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Final Day of Exploration and Farewell Feasts

Morning
Enjoy a leisurely breakfast at Coco's Bakery & Cafe, savoring the fresh pastries and a cup of their specialty coffee. After breakfast, take a morning walk at Ashland Ore Dock, an iconic structure that has been a part of the city's history. Learn about its significance and enjoy the views of the lake and the surrounding area.
Afternoon
For your final lunch in Ashland, visit The Alley and indulge in their diverse menu, featuring everything from gourmet burgers to fresh salads. After lunch, spend your afternoon at Valhalla Recreation Area, where you can engage in outdoor activities such as disc golf, hiking, or simply relaxing in the natural setting.
Evening
End your Ashland adventure with a memorable dinner at Frankie's Pizza, revisiting this local favorite for its welcoming atmosphere and delicious pies. After dinner, consider taking a drive to the nearby city of Bayfield for a sweet treat at one of their renowned ice cream shops, or simply enjoy a quiet evening back in Ashland, reminiscing about the highlights of your trip.
Bedtime
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