The Best Fall Getaways Near Chicago

As the vibrant colors of fall spread across Wisconsin, it’s the perfect season to plan a relaxing escape from the city. If you’ve been searching for the best getaways near Chicago, this charming destination just north of Milwaukee offers everything you need for a memorable autumn retreat. The brilliant hues of red, orange, and gold transform the landscape into a breathtaking backdrop for romantic walks, scenic drives, and cozy moments with your favorite person. Whether you’re celebrating a special occasion or simply craving quality time together, our Wisconsin Bed and Breakfast is one of the top weekend getaways from Chicago for couples who want to unwind and reconnect.

Romantic getaways near Chicago have never been easier to plan. Surrounded by peaceful woods and away from city crowds, our Bed and Breakfast offers the privacy and quiet you’re craving, and just the right touch of elevated amenities to enhance your overall experience. Looking for fun adventures? There are plenty of things to do in West Bend, Cedarburg, Port Washington, and beyond. Regardless of what you do while you’re here, you’ll find yourself just far enough from Milwaukee to enjoy a sense of escape, yet close enough to make the drive from Chicago effortless.

Slow down, savor delicious breakfasts, and enjoy each other’s company in a setting designed for couples. It’s the perfect place for an anniversary trip, birthday surprise, or spontaneous couples getaway from Chicago. If you’re ready to trade traffic and noise for crisp air and fall foliage, this is one of the best weekend trips from Chicago you’ll ever take. Book your stay today and discover why so many consider us the ultimate destination for romantic weekend getaways within four hours of the city.

romantic bed and breakfast room with a fireplace, for a romantic weekend getaway near Chicago

One of the Best Fall Getaways Near Chicago

What are you craving for your romantic weekend getaway this fall? Is it an inspiring adventure, a little retail therapy, or simply time to relax and reconnect? You can find all that and more at our charming Bed and Breakfast in Wisconsin, the perfect destination for getaways near Chicago. Sometimes, all it takes to create the perfect romantic weekend getaway from Chicago is a change of scenery and a little space to unwind together.

In just over two hours, you can trade the constant hum of city life for the warm hues of Wisconsin’s autumn woods. Surrounded by brilliant Wisconsin fall colors, you’ll discover one of the most inviting couples getaways near Chicago. Our Wisconsin Bed and Breakfast is so much more than a cozy place to spend the night. We’ve created a true retreat for couples, where privacy and comfort are a priority. Tucked into peaceful woodlands and far from city crowds, this is the ideal spot to recharge.

With only seven thoughtfully designed guest rooms, our inn feels intimate and exclusive. Every detail is designed for comfort, from luxurious linens to quiet nooks where you can sip wine and take in the autumn scenery. With so few guests on property, it often feels like you have the entire place to yourselves. Your stay includes a complimentary 90-minute session in our elevated in-house spa. Unwind in the steam room or sauna, soak in the jetted hot tub, or relax by the fireplace as you gaze out at the forest through expansive windows. It’s the perfect way to elevate your couples getaway from Chicago.

Each morning begins with a fresh, seasonal breakfast, crafted to fuel your adventures. When you’re ready to explore, you’ll find plenty of fall activities nearby. Wander our wooded trails surrounded by colorful foliage, plan a scenic drive through Kettle Moraine State Forest, sip wine in charming Cedarburg, or browse boutiques in historic West Bend. After a day of exploring, return to the quiet luxury of our romantic Bed and Breakfast. Here, the little details make all the difference, creating an unforgettable retreat for your fall weekend getaways near Chicago.

Couple hiking in the woods during their fall getaways near Chicago

How to Enjoy Your Couples Getaway in Wisconsin

There’s no shortage of things to do near our Bed and Breakfast in Wisconsin this fall. One of the most memorable experiences, especially for couples planning a romantic weekend getaway from Chicago, is a scenic horse-drawn carriage ride. We partner with a local organization to offer guests private horse-drawn carriage rides through the vibrant colors of the Kettle Moraine State Forest. It’s an unforgettable way to take in the crisp air and stunning fall foliage.

Of course, that’s just the beginning of what makes this area perfect for romantic getaways near Chicago. Whether you’re looking for cozy moments together or exciting adventures in the beauty of fall in Wisconsin, we’ve put together some inspiration for your couples getaway.

Best Things to Do Near Our Wisconsin Bed and Breakfast

  1. Take a Scenic Drive Through Kettle Moraine State Forest. Admire miles of breathtaking fall colors in Wisconsin as you wind through these scenic rural roads. It doesn’t matter if you drive 5 miles or 100; the journey will be exceptional. 
  2. Stroll Hand-in-Hand at Shalom Wildlife Zoo, located across the street from our Inn. Explore over three miles of trails and see wildlife in a natural setting, with the added brilliance of Wisconsin’s fall foliage.
  3. Go Wine Tasting in Cedarburg. Visit Cedar Creek Winery for local wines and stroll the charming historic streets lined with boutiques.
  4. Explore the Shops in Downtown West Bend. Browse local art galleries, antique stores, and cozy coffee shops perfect for a crisp fall day.
  5. Visit Pike Lake Unit inside the Kettle Moraine State Forest. Hike the trails to the top of Powder Hill for panoramic views of Wisconsin’s colorful canopy. Another fantastic fall hike near our B&B is Parnell Tower, also in the Kettle Moraine State Forest. 
  6. Enjoy Apple Picking at a Local Orchard. Spend a fun afternoon at nearby orchards and bring home fresh apples or cider donuts.
  7. Attend fall festivals in the area, including popular Cedarburg events like the Wine and Harvest Festival in September and Oktoberfest in October.
  8. Relax with a Couples Massage at Hidden Serenity’s Spa. Our spa experience is complimentary, but you can enhance the experience and unwind together with a signature couple’s massage or other elevated treatments. 
  9. Walk Our Private Forest Trails. As you work your way around the property, you’ll be surrounded by golden leaves and the quiet sounds of nature. It’s forest bathing at its finest!

Ready to trade the noise of the city for crisp autumn air and cozy moments together? Plan your romantic couples getaway at our Wisconsin Bed and Breakfast and experience one of the best weekend trips from Chicago. Book your fall escape today!

Sign up to get the latest news at Hidden Serenity

Give The Gift of Hidden Serenity This Christmas

Give your loved one a very special gift of a stay at Hidden Serenity. We offer gift certificates in many amounts.