Image of pedestrian walkway over the Milwaukee River at night

Best Romantic Hotels in Milwaukee: A Local Couples Guide

By: Melody

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If you ask us, Milwaukee is the perfect place for a romantic getaway

It’s steeped in history, beautiful architecture, and award-winning restaurants. What more could you ask for?

As Milwaukee locals, we’ve uncovered the city’s hidden romantic gems over the past 15 years.

We are thrilled to share the most charming hotels for a magical staycation or a memorable visit. These spots have won our hearts, and we’re sure they’ll win yours too.

The Pfister Hotel

Image of inside of the Pfister Hotel lobby in Milwaukee WI

Immerse yourself in luxury at The Pfister Hotel, an emblem of Milwaukee’s rich history since 1893, housing the grandest European art collection outside Europe.

This iconic hotel boasts plush rooms decked with modern amenities and fine fabrics for utmost comfort. Diverse dining options, a breathtaking indoor pool, and an award-winning spa add to its allure.

Don’t leave your fluffy companion behind; Pfister ranks among Milwaukee’s best pet-friendly hotels.

To cap your stay, ascend to BLU Lounge and Bar on the 23rd floor, cocktail in hand, savoring a mesmerizing cityscape.

Image of bedroom example at the Pfister Hotel
Image of king size bed at the Pfister Hotel
Image of Mason Street Grill at the Pfister Hotel in Milwaukee WI
Image of couches in the lobby of the Pfister Hotel

Photos: The Pfister Hotel

County Clare Inn and Suites

Image of the outside of County Clare Irish Inn and Pub in Milwaukee WI

Experience a slice of Ireland in Milwaukee at County Clare, an authentic Irish Inn and Pub promising an instant feeling of home. Each room boasts a whirlpool tub, evoking an atmosphere of intimate charm.

Start your day with their delectable continental breakfast, featuring a generous omelet station and a variety of bakery treats.

At the heart of Milwaukee’s vibrant scene, County Clare is a stone’s throw away from iconic attractions like the Milwaukee Art Museum, Summerfest grounds, Brady Street’s culinary and shopping delights, and the Historic Third Ward.

Don’t miss out on dining at their pub, serving mouthwatering traditional Irish dishes that transport your taste buds straight to Dublin!

The Trade

Image of The Trade Hotel towering next to the Fiserv Forum
Photo: The Trade

Located in the bustling Deer District, The Trade stands tall as a 9-story boutique hotel that beautifully captures Milwaukee’s pioneering spirit.

Inspired by the city’s industrious past and forward-thinking culture, The Trade salutes the hard work that shaped Milwaukee’s history and the vibrant spirit that drives it today.

With several restaurants on-site and its luxurious atmosphere, this is a hotel you may not want to leave! A favorite is the rooftop restaurant that provides delightful views of the city below.

The rooms are cozy and meticulously decorated to give that romantic vibe. 

King Bedroom with City View at The Trade Hotel
Lobby of the Trade Hotel in Milwaukee WI
Outdoor patio with gas firepits at The Trade Hotel
Bedroom at The Trade Hotel

Photos: The Trade Hotel

Kimpton Journeyman

Image of the outside entrance into the Kimpton Journeyman Hotel in Milwaukee WI

Step into the Kimpton Journeyman Hotel, a romantic jewel in Milwaukee’s Historic Third Ward, where a roaring fire and a welcoming atmosphere await you.

This boutique hotel showcases the luxurious Kimpton brand experience, blending excellent service, plush beds, and chic toiletries. Each room comes to life with captivating art pieces by local artists, sure to stir lively discussions.

Worry not about your furry friends, as the Kimpton Journeyman generously extends pet amenities without extra charges.

Indulge in a tranquil evening at their on-site restaurant or bar. And be sure not to skip The Outsider, their rooftop bar perched on the 9th floor – it’s among the city’s finest outdoor spaces.

Image the front desk and fireplace in the lobby of the Kimpton Journeyman hotel
Image of The Outsider bar at night. Firepits and people sitting at bar
Image of room at the Kimpton Journeyman Hotel
Image of pool table in the lobby of The Kimpton Journeyman Hotel in Milwaukee

Photos: The Kimpton Journeyman

Saint Kate – The Arts Hotel

Just north of Milwaukee’s Historic Third Ward, Saint Kate – The Art Hotel stands as a romantic sanctuary, blending art with luxury near the city’s popular theatres.

Art takes center stage at Saint Kate, with every corner adorned by works from regional artists, reflecting Milwaukee’s vibrant culture and history.

Unusual touches distinguish the spacious rooms; each space houses local art, a record player, a ukulele, in-room butcher paper with crayons, and striking views of the bustling city. Opt for a Premier room to elevate your experience with enhanced vistas.

Whether you’re craving a pre-show drink or a magnificent city night out, Saint Kate won’t disappoint. Between the inviting downstairs bar and the lively champagne bar, Giggly, it’s among the city’s top culinary destinations.

Image of bedroom at Saint Kate - The Art Hotel
Lobby of Saint Kate with a horse statue in the middle
Image of a small record player in each room at Saint Kate
Bedroom at Saint Kate

Photos: Saint Kate – The Arts Hotel

Schuster Mansion Bed and Breakfast

The Schuster Mansion Bed & Breakfast is a charming Victorian-style mansion close to downtown and the Historic Third Ward. 

All of the rooms will offer a romantic vibe. But if you want to take it up a notch, book the Serenity Suite, which includes a whirlpool tub. 

Whether you choose the Serenity Suite or any other room, you’ll love the unique old-style furniture, comfy beds, private bathrooms, and original artwork. Plus, you can pick the perfect package to fit your budget (no breakfasts, etc).

Image of canopy bed at Shuster Mansion
Image of room at Shuster Mansion with red bed spread and a green walls
Image of dinning room at the Shuster Mansion
Image of porch sitting area of Shuster Mansion

Photos: Schuster Mansion

The Iron Horse

Situated in the vibrant Walker’s Point neighborhood, The Iron Horse Hotel offers a splendid blend of romance and raw authenticity for your Milwaukee stay.

While the hotel is a biker’s paradise, it warmly welcomes all guests, regardless of their affinity for motorcycles.

Each room at The Iron Horse mirrors the city’s industrial heritage, paired with contemporary amenities like flat-screen TVs and free Wi-Fi. With delectable on-site dining options, guests can savor a filling breakfast each morning and unwind with a relaxing dinner at night.

During the warmer months, the hotel boasts one of the city’s most inviting patios for outdoor food and drinks. Choose The Iron Horse Hotel for a uniquely luxurious experience in Milwaukee.

Image of room with single queen bed at The Iron Horse Hotel in Milwaukee WI
Image of Harley Davidson motorcycle in the lobby of The Iron Horse Hotel in Milwaukee WI
Image of leather bench seats and tables for two at the restaurant in The Iron Horse Hotel
Image of corner room at the Iron Horse hotel in Milwaukee WI

Photos: The Iron Horse

Carriage House at Sanger House Gardens

Situated within the scenic Victorian Sanger House Gardens, The Carriage House is a charming haven in downtown Milwaukee.

Expertly restored by the current hosts, this accommodation offers unparalleled luxury. It comfortably fits two guests, boasting all modern conveniences, including a full kitchen.

Your stay includes access to the numerous picturesque sitting areas in the garden, which teems with an array of plant varieties, attracting plant lovers year-round.

The restoration of The Carriage House was a labor of love, incorporating recycled elements such as 100-year-old yellow pine flooring and adding custom touches like wainscoting. This unique space provides both forced air heating and air conditioning. Enjoy the tranquility and luxury at The Carriage House.

Dubbel Dutch

Image of the outside of the Dubbel Dutch hotel in Milwaukee WI

The Dubbel Dutch encapsulates a delightful blend of contemporary elegance and old-world allure perfect for a couples getaway. 

Just a block from the stunning Lake Michigan waterfront, this hotel is within walking distance of key attractions such as the Milwaukee Art Museum and the Historic Third Ward.

The property, built in 1898, was saved from demolition in 1985 by the Milwaukee Historic Preservation Commission. After years of abandonment, it was revived into this beautiful hotel, where historic elements intertwine seamlessly with the modern.

Many rooms boast decorative, historic ornamental fireplaces adding to the charm. With its limited rooms (less than 10), Dubbel Dutch guarantees a one-of-a-kind Milwaukee experience.

The Plaza

Outside of The Plaza Hotel in Milwaukee WI

Located in Milwaukee’s historic lower east side, The Plaza Hotel stands as a European-style boutique hotel, a short walk from Milwaukee’s vibrant lakefront and downtown attractions.

Steeped in Art Deco style and bursting with character, The Plaza offers an eclectic charm that resonates with the friendly neighborhood.

The rooms mimic cozy city apartments, featuring fully-equipped kitchens, comfy seating areas, snug beds with fresh linens, and charming 1920s-tile bathrooms that utilize their petite spaces.

With the on-site Cafe at the Plaza serving delicious brunch, The Plaza Hotel guarantees a stay as delightful as it is unique in Milwaukee.