Top 5 Most Romantic Hotels in the Upper Midwest: Luxury, Charm & Cozy Getaways

Looking for the perfect romantic getaway in the Upper Midwest? Whether you’re planning an anniversary trip, honeymoon, Valentine’s Day escape, or a cozy weekend retreat, these luxury hotels in Minnesota, Wisconsin, and Iowa offer breathtaking settings for couples.

From historic boutique hotels to modern urban escapes, each destination blends romance, charm, and elegance. Plus, if you love their aesthetic, I’ve included Amazon finds so you can recreate the look at home.

1. The Charmant Hotel (LaCrosse, WI)– Boutique Elegance in a Historic Candy Factory

Why It’s One of the Most Romantic Hotels in Wisconsin

Historic charm – A beautifully restored 1898 candy factory with exposed brick and warm wood tones.
Luxury boutique atmosphere – Features plush bedding, rainfall showers, and cozy fireplaces in select rooms.
Rooftop romance – A rooftop bar with breathtaking views of the Mississippi River.
Candlelit dining – The on-site Charmant Restaurant serves locally sourced, seasonal dishes perfect for a romantic dinner.
Book NowFind great rates on Expedia

Design Inspiration: How to Get The Look at Home

The Charmant blends industrial elegance with warm, vintage charm. Bring this aesthetic into your space with:

  1. Exposed Brick Wallpaper (Amazon) – Get that historic loft feel without a renovation.

  2. Velvet Throw Pillows (Amazon) – Luxurious, cozy, and perfect for layering.

  3. Industrial Pendant Lights (Amazon) – Recreate the romantic glow of The Charmant’s restaurant.

  4. Gallery Frames (Amazon) - Create your own gallery wall filled with romantic photos.


2. The American Club (Kohler, WI) – Classic Luxury & Spa Bliss

Why It’s One of the Best Couples Getaways in Wisconsin

5-star luxury – A Forbes Five-Star, AAA Five-Diamond resort known for its impeccable service.
World-class spa – The Kohler Waters Spa offers romantic hydrotherapy treatments, couples massages, and private whirlpools.
Elegant accommodations – Features classic European-inspired design, clawfoot tubs, and lush garden views.
Fine dining & wine pairings – The resort boasts multiple gourmet restaurants perfect for a romantic dinner for two.
Book NowFind great rates on Expedia

Design Inspiration: How to Recreate Classic Luxury

For those who love refined elegance, incorporate these elements into your home:

  1. Clawfoot Bathtub Tray (Amazon) – Bring spa luxury into your own bathroom.

  2. Plush Hotel Bathrobes (Amazon) – Soft, cozy, and perfect for relaxing in style.

  3. Classic Wingback Armchair (Amazon) – Inspired by the elegant seating at The American Club.

  4. Plush Throw Pillows (Amazon) - Create that cozy inviting look with lots of throw pillows.


3. Hotel Winneshiek (Decorah, IA) – A Small-Town Hidden Gem for Romance

Why It’s One of the Most Romantic Hotels in Iowa

Historic boutique charm – A beautifully restored Victorian-style hotel with a grand staircase and antique furnishings.
Scenic surroundings – Located in Decorah, Iowa, a charming small town known for waterfalls, hiking trails, and wineries.
Quiet & intimate – Perfect for couples seeking privacy and a cozy atmosphere.
Near romantic activities – Explore Dunning’s Spring Park, local wineries, and boutique shopping nearby.
Book NowFind great rates on Expedia

Design Inspiration: How to Bring Romantic Charm Home

For a cozy, vintage-inspired retreat, try these home accents:

  1. Antique-Inspired Table Lamps (Amazon) – Adds an old-world romantic glow to any room.

  2. Antique-Style Wall Mirror (Amazon) – Elevates any space with vintage elegance.

  3. Plush Velvet Throw Blanket (Amazon) – Perfect for cozy evenings by the fireplace.

  4. Wine Glasses (Amazon) - What’s a great room without wine through room service?


4. Lora Hotel (Stillwater, MN) – A Romantic Riverfront Hideaway

Why It’s One of the Best Romantic Hotels in Minnesota

Set in a historic brewery cave – The hotel blends industrial-chic design with warm, romantic tones.
Steps from the St. Croix River – A picturesque riverside location with charming boutiques, cafés, and wine bars nearby.
Unique, intimate rooms – Features arched stone walls, moody lighting, and curated artwork.
Perfect for a couples’ weekend getaway – Enjoy a romantic Stillwater river cruise, wine tastings, or a spa day.
Book NowDiscover great rates on Expedia

Design Inspiration: How to Capture Industrial Romance

Lora’s design is all about earthy tones, warm textures, and stone accents. Try these pieces:

  1. Stone-Inspired Peel & Stick Wallpaper (Amazon) – Recreate Lora’s cave-like stone walls.

  2. Vintage-Inspired Edison Table Lamps (Amazon) – Soft, warm lighting to set the mood.

  3. Rustic Wood Floating Shelves (Amazon) – A stylish way to display books and decor.

  4. Amber Glass Candle Holders (Amazon) – Adds warm, flickering candlelight reminiscent of the hotel’s intimate atmosphere.


5. Hotel Ivy (Minneapolis, MN) – Chic & Luxurious Urban Escape

Why It’s One of the Best Luxury Hotels for Couples in Minneapolis

Urban sophistication – A sleek, high-end hotel inside a historic Art Deco tower.
Deep soaking tubs & spa treatments – Relax in Anda Spa’s romantic couples massage suites.
Luxury suites with city views – Floor-to-ceiling windows create the perfect setting for a romantic night in.
Close to fine dining & nightlife – Steps away from highly rated restaurants, theaters, and cocktail lounges.
Book NowFind great rates on Expedia

Design Inspiration: How to Recreate Modern Glamour

For a chic and contemporary look at home, try:

  1. Gold & Glass Coffee Table (Amazon) – Adds a touch of modern elegance.

  2. Luxury Hotel-Style Duvet Set (Amazon) – Create that five-star bedding feel.

  3. LED Vanity Mirror (Amazon) – Get the perfect glamorous glow for your space.

  4. Plush Faux Fur Throw Blanket (Amazon) – Adds a layer of cozy sophistication to any room.


Plan Your Romantic Getaway in the Upper Midwest

Whether you’re dreaming of a luxurious spa escape, a cozy riverside retreat, or a historic boutique hotel, these top 5 romantic hotels in Minnesota, Wisconsin, and Iowa offer unforgettable experiences for couples. Looking for more hotels for a romantic getaway? Check out some of my other articles:

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