Romantic Hotels in Milwaukee, WI

Name: Kimpton Journeyman Hotel by IHG
Price range: $190 total

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Dec 24 - Dec 25

Tonight

Dec 25 - Dec 26

Tomorrow night

Featured Milwaukee Romantic Getaways & Hotels

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$199 total

Jan 13 - Jan 14, 2026

Total with taxes and fees

Guests of The Pfister Hotel enjoy a full-service spa, an indoor pool, and a 24-hour gym. Valet parking is available for USD 46 per day. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this luxury hotel include free WiFi in public areas, meeting rooms, and a conference center.

Pool

Spa

Free Cancellation

Reserve now, pay when you stay

$146 nightly

$172 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

Hotel Metro, Autograph Collection offers a gym, a rooftop terrace, and free WiFi in public areas. Valet parking is offered for USD 34.00 per night. The 24-hour front desk has multilingual staff ready to assist with luggage storage, securing valuables, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this boutique hotel include meeting rooms, a 24-hour business center, and free use of bicycles.

Pet friendly

Free WiFi

$239 nightly

$250 total

Dec 25 - Dec 26

Total with taxes and fees

Sybaris Pool Suites Mequon features free WiFi in public areas and barbecue grills. Free parking is included with your stay. Multilingual staff is on hand to answer questions. This adults-only hotel also has a water dispenser.

Parking included

Free WiFi

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$169 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

At The Iron Horse Hotel, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 44 per night. The front desk is staffed 24/7 to help with dry cleaning/laundry, tours or tickets, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this boutique hotel include conference space, a 24-hour business center, and coffee/tea in a common area.

Spa

Pet friendly

Lilly Pad Boerners Guest house features free WiFi in public areas and a picnic area. You can take advantage of free parking if you drive. This guesthouse also has a garden.

Parking included

Free WiFi

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$84 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham features a gym, free WiFi in public areas, and meeting rooms. If you drive, self parking is USD 20 per night, and there's also a free area shuttle. The 24-hour front desk has staff standing by to help with luggage storage, securing valuables, and tours or tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.

Pet friendly

Free WiFi

Free Cancellation

Reserve now, pay when you stay

$183 nightly

$207 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

Guests of The Delafield Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. You can take advantage of free parking, along with an airport shuttle (available on request) for USD 80.00 per person one way. Front-desk staff can answer questions 24/7, and assist with luggage storage, concierge services, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, coffee/tea in a common area, and free newspapers.

The Brumder Mansion features free WiFi in public areas, meeting rooms, and coffee in a common area. If you drive, take advantage of free parking. Friendly staff can provide tour or ticket assistance, and also offer advice about sightseeing. Additional amenities include a library and a garden.

Breakfast included

Parking included

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

At this vacation home, guests have access to a gym, laundry facilities, and barbecue grills. This golf vacation home also has a garden.

Kitchen

Washer

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$110 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

At Hyatt Regency Milwaukee, guests have access to a gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 48.55 per night. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-in.

Pet friendly

Free WiFi

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$183 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

Guests of Potawatomi Hotel & Casino have access to a casino, a 24-hour gym, and meeting rooms. If you plan to drive, free valet parking is available. The 24-hour front desk has staff standing by to help with tours/tickets and luggage storage. Other amenities at this luxury hotel include conference space, a 24-hour business center, and a TV in a common area.

Parking included

Free WiFi

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$105 total

Dec 28 - Dec 29

Total with taxes and fees

At Hilton Garden Inn Milwaukee Downtown, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 39 per night. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include conference space, a 24-hour business center, and a computer station.

Pet friendly

Free WiFi

Residence Inn Milwaukee Downtown by Marriott

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$129 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

At Residence Inn Milwaukee Downtown by Marriott, guests have access to a gym, free WiFi in public areas, and meeting rooms. Self parking is available for USD 30.00 per day. The front desk is staffed 24 hours a day to help with luggage storage and securing valuables. Additional amenities include a 24-hour business center, coffee/tea in a common area, and express check-out.

Free Cancellation

Reserve now, pay when you stay

$102 nightly

$120 total

Dec 30 - Dec 31

Total with taxes and fees

Hilton Milwaukee features a 24-hour gym, free WiFi in public areas, and meeting rooms. Self parking is available for USD 38 per day. The 24-hour front desk has multilingual staff ready to assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this luxury hotel include a conference center, a 24-hour business center, and a computer station.

Free Cancellation

$161 nightly

$190 total

Dec 28 - Dec 29

Total with taxes and fees

Guests staying at Kimpton Journeyman Hotel by IHG enjoy a gym, a rooftop terrace, and free WiFi in public areas. Valet parking is offered for USD 45.00 per night. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, concierge services, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include meeting rooms, a business center, and free use of bicycles.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

So, you've purchased the engagement ring but need help deciding where to propose? Why not sweep your sweetheart off to Milwaukee for a few romantic nights away? With lots of luxury hotels to book, you won't find a more charming place to pop the question.

Romantic boutique hotels

Want your special someone to know they mean the world to you? Whisk them away to one of the boutique retreats on offer here and they'll quickly feel the love. One amazing option is the Hotel Metro, which provides breakfast services and a sauna.
If that doesn't quite set your heart aflutter, the Sheridan House is sure to do so. You'll find it easy to make your partner feel special when you have a bar and on-site dining options.

Romantic Resorts

If you get butterflies in your stomach at the prospect of going on a romantic escape with your loved one, why not make it even more thrilling by booking a stay at the Hotel Metro? Enjoy candlelit dinners, cozying up in your beautiful room and appealing extras like on-site dining options and breakfast services. If you're after something a bit different, book a stay at the Kinn Guesthouse MKE. Boasting a bar and on-site dining options, it's a wonderful place to relax, unwind and enjoy some quality couple time.

Romantic places to visit in Milwaukee

If you're hoping to dazzle your significant other with a memorable day out, head on over to these enchanting attractions.

Hoping to take your darling someplace unique while you're here? A trip to Warner Grand Theater is sure to impress!
Frontier Airlines Center is great for couples who crave adventure — make sure you make a note of this one on your travel schedule.
Make sure you go and see Midwest Airlines Center while you're in this neck of the woods. It attracts people from all over the place.
Finally, if you have some extra time up your sleeve, you and your beloved really should drop past Quarry Lake Park.

Milwaukee hotels essential information

Accommodation	1,135 hotels
Lowest Price	$84
Highest Price	$250
Popular hotels	The Pfister Hotel, Hotel Metro, Autograph Collection, Sybaris Pool Suites Mequon, The Iron Horse Hotel, Lilly Pad Boerners Guest house, Ambassador Hotel Milwaukee, Trademark Collection by Wyndham, The Delafield Hotel, The Brumder Mansion, Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10, Hyatt Regency Milwaukee, Potawatomi Hotel & Casino, Hilton Garden Inn Milwaukee Downtown, Residence Inn Milwaukee Downtown by Marriott, Hilton Milwaukee, Kimpton Journeyman Hotel by IHG