Sheboygan Shoreline Getaway

Next Trip: Fri-Sun, Sept. 27-29 or Mon-Wed, Sept. 30-Oct. 2, 2019
Cost: $378 plus options/expenses

*** NOTE: The 2019 trips are filled. We encourage you to sign up for our waiting list. No deposit is required for the wait list. ***

Settle into the Blue Harbor Resort,
nestled along Lake Michigan.
Transport yourself 2 hours - yet worlds away.
Hike through autumn splendor.

Join us to:

  • Explore pristine Lake Michigan beaches
  • Stroll boardwalks across rolling dunes
  • Discover ancient Native American effigies
  • Hike through Kettle Moraine’s autumn splendor
  • Kayak or paddleboard the Sheboygan River
  • Enjoy free time for oodles of fun
  • Enjoy gorgeous shoreline lodging
  • Relax with a spa treatment

On this Sheboygan Getaway…

Hike on pristine Lake Michigan beaches, across rolling dune boardwalks, and along scenic lakes tucked in Wisconsin forests… Trek an autumn fantasyland of glacial kettles and moraines, hardwood forests and towering pines, tallgrass prairies and fall wildflowers…Explore ancient Native American effigies…Discover why some call Sheboygan the "Malibu of the Midwest" for kayaking, paddleboarding, and surfing...Relax in a 5-star resort on Lake Michigan’s shore.

Day 1

1 pm:Meet at Kettle-Moraine State Park for a terrific 2-mile hike.

1:15-2:30 pm:Our hike winds through a glacial landscape rich with autumn wildflowers, forests dressed in fall colors, tall grass prairies, "kettle" ponds, and fragrant pine plantations. We’ll also connect to a short section of the Ice Age National Scenic Trail, a 1,200-mile trail meandering through Wisconsin.

3:30 pm: Check into your gorgeous lake-view room at Blue Harbor Lakeside Resort and Spa.

5:30 - 7 pm: Savor a delicious dinner while overlooking Lake Michigan from the Beacon, the hotel’s dining area.

After dinner: Cozy-up beside an outdoor bonfire...take a moonlit walk along Lake Michigan...be a kid again at the hotel water park...soak in the hot tub.

At Kohler-Andrae state park, hike lakefront dunes...
...and through towering pines.
Day 2
Learn about ancient effigies
Native Americans built here.
Kayak or paddleboard the gentle Sheboygan River.

Breakfast options in the hotel lobby: Pick up pastries, a breakfast sandwich, and your favorite Starbucks coffee at the grab-and-go Shoreline Cafe, beginning at 6:30 am OR, enjoy the Beacon’s breakfast buffet, beginning at 7 am.

8:30 am: Head to Sheboygan Indian Mound Park. In this wooded setting 1,000 years ago, Native Americans created mounds in the shape of deer, panthers, cones, and linear formations. Learn the significance of these mounds, found mostly in southern Wisconsin. This park also holds Hartman Creek, beech trees, and signs describing native plants and how Native Americans used them.

10 am: Head to 988-acre Kohler-Andrea State Park, home to majestic sand dunes, Lake Michigan’s shimmering blue water, 2 miles of golden beach, and whispering pines. Cross rolling dunes on a boardwalk and then barefoot-it along the pristine beach on this 1.6-mile hike. Enjoy a trail lunch on the beach or at nearby picnic tables.

12:30 pm: Free-time Sheboygan fun ~ activity suggestions only about 10 minutes from our hotel:

  • Kayak or paddleboard upstream on the peaceful Sheboygan River and then float back, head out to the marina, or go on Lake Michigan if conditions are calm. Offered 1:30-3:30. Sign up in advance when registering for the getaway. 5 tandem kayaks, 10 solo kayaks, and 4 paddleboards are available on a first-come basis. Rental includes PFD & equipment (but no wetsuit). Costs are refunded if there are storms or winds of 15+ mph.
  • Linger at Kohler Andrae’s beach and trails.
  • Spa Treatments: Schedule in advance by calling 866-701-2583.
  • Read on your lake-view balcony.
  • Bookworm Gardens: A delightful botanic garden inspired by your favorite children’s books!
  • Kohler’s Art Museum: Fun, funky art museum in Sheboygan.

6 pm: Enjoy yummy food and fun ambience at the Black Pig, a local favorite in Sheboygan’s historic district.

Day 3
Feel cares wash away with the waves.
Discover the magic at Harrison Beach.

Breakfast: Enjoy a hotel breakfast.

8:30 am: Pack the cars and leave for Harrington Beach.

9 - 11 am: You’ll love this trek through 700-acre Harrington Beach State Park. Stroll a secluded mile-long stretch of Lake Michigan beach, bordered by a forest of white cedar and autumn-tinged poplar, maple, and oaks. Then circle a lovely 26-acre spring-fed limestone quarry tucked into the forest.

11 am: Join us for a picnic lunch at the park or head home.

About Blue Harbor Lakeside Resort and Spa

Your room has two queen beds, a living area with sofa and TV, a balcony overlooking Lake Michigan, mini-frig, microwave, coffee maker, hair dryer, WiFi, and iron/board.
Relax at gorgeous Blue Harbor Resort
Enjoy a lakefront bonfire with friends, s’mores and games!

The trip cost includes:

  • 2 nights of lake-view lodging at our 5-star hotel (double-occupancy)
  • Two leaders throughout the getaway
  • Guided hikes & outdoor education
  • Assistance on the river paddle
  • Trip arrangements
  • Detailed getaway information
  • Online photos of your adventures

So that you pay for what you choose to do and eat, the registration price doesn’t cover meals, spa treatments, or paddling/surfing costs.

While we cannot refund registration costs for any reason (including weather), you are welcome to find someone to take your place.

Reserve your spot soon! Space is limited to 24 women per trip, and spots fill quickly.


  • "It’s nice to meet so many ladies who love the outdoors like I do. Gives me faith in good people!" ~Sunflower
  • "It is so great to get away for a weekend and hike the beautiful outdoors. A much needed break!" ~ PV