10 best places for weekend getaway from St. Paul, MN

09 Jun 2026Updated last time

Weekend Getaway Itinerary Overview from St. Paul

This trip is a perfect mix of scenic drives, small-town charm, river views, lake landscapes, and memorable local stops, all within weekend reach of St. Paul, Minnesota. You can shape the journey around your mood: head north for the dramatic shoreline of Duluth and Lake Superior, follow the St. Croix to Stillwater and Taylors Falls for historic streets and outdoor beauty, or explore bluff country in places like Red Wing, Lanesboro, and La Crosse. Each destination offers a different pace, from relaxing waterfront walks and boutique shopping to hiking, biking, brewery visits, and cozy evenings in unique hotels.

Along the way, the itinerary can be enriched with unusual restaurants, distinctive lodging, and a road-trip playlist that matches the changing scenery. You might spend one day exploring a river town, another discovering panoramic overlooks, and your evenings enjoying local food or staying in a historic inn or lakeside retreat. Whether you want a romantic escape, a nature-focused weekend, or a casual drive with plenty of stops, this itinerary gives you flexibility while still highlighting some of the most rewarding short trips from St. Paul. It is designed to feel easy, refreshing, and full of variety without requiring long travel days.


Recommended Activities

  • Duluth offers breathtaking views of Lake Superior, access to the scenic North Shore, and attractions like Canal Park and the Aerial Lift Bridge, providing a perfect blend of natural beauty and urban exploration.
  • 2

    Stillwater, MN

    Known as the 'Birthplace of Minnesota,' Stillwater is renowned for its charming Main Street with antique shops, delightful riverfront views, and historic architecture, making it a picturesque and relaxing destination.
  • 3

    Taylors Falls, MN

    Taylors Falls is ideal for nature lovers, offering outdoor adventures at Interstate State Park, including hiking amid stunning glacial potholes and scenic cliffs along the St. Croix River.
  • 4

    Red Wing, MN

    Red Wing is famous for its historic charm, vibrant arts scene, and the stunning views from Barn Bluff. The city is also home to the iconic Red Wing Shoes and the beautiful Sheldon Theatre, offering both cultural and outdoor experiences.
  • 5

    Rochester, MN

    Rochester is not only the home of the world-renowned Mayo Clinic but also offers beautiful parks, the Quarry Hill Nature Center, and a burgeoning arts and culinary scene, making it a well-rounded destination for visitors.
  • 6

    Lake Pepin, WI

    Lake Pepin, a naturally occurring lake on the Mississippi River, offers stunning landscapes and opportunities for boating, fishing, and charming small-town experiences in nearby villages like Pepin and Stockholm, perfect for a peaceful retreat.
  • 7

    Lanesboro, MN

    Lanesboro is known for its beautiful bluff country scenery, charming downtown, and the Root River State Trail, which is perfect for biking and outdoor activities. It's a great destination for those seeking relaxation in a quaint small-town setting.
  • New Ulm offers a rich German heritage with attractions like the Hermann Monument and the August Schell Brewery. The city's festivals, such as Oktoberfest, and historic sites make it a culturally enriching visit.
  • 9

    La Crosse, WI

    La Crosse is set along the Mississippi River and offers stunning views from Grandad Bluff, rich history at places like the Riverside Museum, and a lively downtown with dining and entertainment options.
  • 10

    Chippewa Falls, WI

    Chippewa Falls is home to the renowned Leinenkugel's Brewery, offering tours and tastings. The area also boasts beautiful outdoor attractions like Irvine Park and Zoo, as well as easy access to recreational activities on Lake Wissota.

Restaurants

  • Picture for The Pickwick Restaurant & Pub

    The Pickwick Restaurant & Pub

    Parking lot, 508 E Superior St, Duluth, MN 55802, United States
    Located in Duluth, this historic restaurant offers a cozy atmosphere with a rich history and a great selection of steaks and seafood.
    4.5
    $$$$
  • Picture for The Tilted Tiki

    The Tilted Tiki

    324 S Main St, Stillwater, MN 55082, United States
    In Stillwater, this tiki bar offers a unique island-inspired menu and lively atmosphere, perfect for a tropical escape.
    4.4
    $$$$
  • Picture for The Drive-In Restaurant

    The Drive-In Restaurant

    572 Bench St, Taylors Falls, MN 55084, United States
    A nostalgic drive-in in Taylors Falls serving classic American fare with carhop service, offering a step back in time.
    4.6
    $$$$
  • Picture for The Stone Barn

    The Stone Barn

    S685 Co Rd KK, Nelson, WI 54756, United States
    Located near Lake Pepin, this rustic pizzeria in a barn setting serves delicious wood-fired pizzas with local ingredients.
    4.8
    $$$$
  • Picture for The Local Store Coffee House

    The Local Store Coffee House

    1221 Whipple St, Eau Claire, WI 54703, United States
    In Eau Claire near Chippewa Falls, this unique coffee house offers locally-sourced beverages and a creative space featuring local art.
    5

Hotels

  • Larsmont Cottages

    596 Larsmont Way, Two Harbors, MN 55616, United States

    Located near Duluth, these charming lakeside cottages on Lake Superior offer a cozy and scenic retreat with unique amenities such as a wood-fired sauna.
  • Aurora Staples Inn

    303 4th St N, Stillwater, MN 55082, United States

    In Stillwater, this historic bed and breakfast provides Victorian charm and personalized hospitality, ideal for a romantic getaway.
  • The Old Jail Bed & Breakfast

    349 Government St, Taylors Falls, MN 55084, United States

    Located in Taylors Falls, this B&B is set in a historic jail and offers a unique blend of history and hospitality.
  • Round Barn Farm Bed & Breakfast

    28650 Wildwood Ln, Red Wing, MN 55066, United States

    Nestled near Red Wing, this B&B features a beautifully restored round barn and offers a tranquil country setting with historical significance.
  • Ludlow Mansion

    1417 Mansion Dr, Monroe, WI 53566, United States

    In Monroe, near Lake Pepin, stay in a historic mansion that exudes old-world charm and elegance, offering a distinctive lodging experience.

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