Find Romantic Hotels in Jackson, WI

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Our top choices for Jackson romantic hotels

Interior entrance
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
4.0 star property
Marquette
9.0 out of 10, Wonderful, (1263)
"The room was clean, the staff was attentive and welcome was well received. "
United States
Vernice
The price is AED 275
AED 324 total
includes taxes & fees
3 Jan - 4 January 2026
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Bar (on property)
Marriott Milwaukee West

Marriott Milwaukee West

Marriott Milwaukee West
3.5 star property
Waukesha
9.2 out of 10, Wonderful, (1000)
"A very clean and accommodating hotel. We will stay here again!"
United States
David
The price is AED 350
AED 395 total
includes taxes & fees
21 Dec - 22 Dec
Marriott Milwaukee West
Front of property - evening/night
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee
4.0 star property
Westown
8.4 out of 10, Very Good, (1232)
"Staff very friendly and helpful, room was great and the location was perfect."
United States
Stacy
The price is AED 342
AED 403 total
includes taxes & fees
23 Dec - 24 Dec
Hyatt Regency Milwaukee
The Parlor | Premium bedding, down comforters, in-room safe, blackout drapes
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel
4.0 star property
Downtown Milwaukee
9.8 out of 10, Exceptional, (2482)
"Great location. Fun vibe. Great art gallery. "
United States
Thomas
The price is AED 470
AED 554 total
includes taxes & fees
28 Dec - 29 Dec
Saint Kate - The Arts Hotel
Front of property - evening/night
Hyatt Place Milwaukee/Downtown

Hyatt Place Milwaukee/Downtown

Hyatt Place Milwaukee/Downtown
3.0 star property
Westown
9.4 out of 10, Exceptional, (1003)
"great location and personable staff! "
United States
Adriane
The price is AED 446
AED 526 total
includes taxes & fees
21 Dec - 22 Dec
Hyatt Place Milwaukee/Downtown
Free daily continental breakfast
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee
2.5 star property
Glendale
7.8 out of 10, Good, (1003)
"Clean room. Pleasant, helpful staff. Lots of parking space."
United States
Kathy
The price is AED 278
AED 322 total
includes taxes & fees
18 Dec - 19 Dec
AmericInn by Wyndham Glendale/Milwaukee
Serves dinner and happy hour
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield
3.5 star property
Brookfield
8.8 out of 10, Excellent, (1030)
"Great clean atmosphere with a wonderful breakfast "
United States
Karen
The price is AED 373
AED 431 total
includes taxes & fees
23 Dec - 24 Dec
Embassy Suites by Hilton Milwaukee Brookfield
Free daily continental breakfast
The Port Hotel

The Port Hotel

The Port Hotel
2.0 star property
Port Washington
9.4 out of 10, Exceptional, (140)
"Well maintained old building with plenty of parking in lot or on the street. Right in downtown, so east to get to shops and restaurants. "
United States
Randy
The price is AED 479
AED 544 total
includes taxes & fees
18 Dec - 19 Dec
The Port Hotel
Reception
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield
4.0 star property
Brookfield
8.4 out of 10, Very Good, (1003)
"Staff, clean room"
United States
Ramon
The price is AED 273
AED 315 total
includes taxes & fees
23 Dec - 24 Dec
DoubleTree by Hilton Milwaukee - Brookfield
Exterior
Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG
3.0 star property
Glendale
7.8 out of 10, Good, (1005)
"Great location. "
United States
Michael
The price is AED 334
AED 387 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Milwaukee Riverfront by IHG
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.
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Top Jackson Hotel Reviews

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"good variety, omelet station eggs were greasy not very good omelet, everything else was good"
linda 1-night trip
Posted 2 days ago
Embassy Suites by Hilton Milwaukee Brookfield

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Frequently asked questions

Searching for romantic hotels in Jackson?
Are you looking for a romantic getaway? If you want to see some sights and attractions in the greater Jackson area, you might head to Washington County Fair Grounds, Cabela's, or Little Switzerland. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Jackson?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Jackson: The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Jackson are January, March, February, and April, with each month seeing an average of 10 inches of snowfall.
What is there to do in Jackson?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Jackson has to offer. If you're interested in seeing some of the area's sights and attractions, you might make a stop at Washington County Fair Grounds or Cabela's.
What's the best way to get to Jackson and around town during my romantic getaway?
This information about transportation options in Jackson might help your romantic getaway go off without a hitch: If you're looking to fly to Jackson, the closest major airport is Waukesha, WI (UES-Waukesha County), located 20.1 mi (32.3 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.