Find Romantic Hotels in Jackson, WI

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Check availability on Jackson Romantic Hotels

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Jackson Romantic Hotels

Front of property - evening/night
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4.0 star property
Westown
8.4 out of 10, Very Good, (1220)
"Great hotel. Ideal location "
United States
Roger
The price is SAR 348
SAR 410 total
includes taxes & fees
10 Dec - 11 Dec
Hyatt Regency Milwaukee
Interior entrance
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, (1262)
"Very clean staff was very professional "
United States
Stephanie
The price is SAR 265
SAR 313 total
includes taxes & fees
28 Dec - 29 Dec
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
The Parlor | Premium bedding, down comforters, in-room safe, blackout drapes
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4.0 star property
Downtown Milwaukee
9.8 out of 10, Exceptional, (2462)
"Staff was very attentive and pleasant "
United States
Andrea
The price is SAR 488
SAR 576 total
includes taxes & fees
28 Dec - 29 Dec
Saint Kate - The Arts Hotel
Free daily continental breakfast
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

2.5 star property
Glendale
7.8 out of 10, Good, (1001)
"We stay at this hotel often because my daughter and son-in-law live close to it. It is a comfortable room at a reasonable price. The staff is always friendly, and the breakfast is good. They have put a lot of work into fixing up the place, and it is clean and comfortable."
United States
Terri
The price is SAR 301
SAR 348 total
includes taxes & fees
9 Dec - 10 Dec
AmericInn by Wyndham Glendale/Milwaukee
Exterior
Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

3.0 star property
Glendale
7.8 out of 10, Good, (1008)
"Great location. "
United States
Michael
The price is SAR 357
SAR 413 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Milwaukee Riverfront by IHG
Front of property - evening/night
Hyatt Place Milwaukee/Downtown

Hyatt Place Milwaukee/Downtown

3.0 star property
Westown
9.4 out of 10, Exceptional, (1003)
"Staff is awesome and the rooms are clean. "
United States
Maria Concepcion
The price is SAR 456
SAR 538 total
includes taxes & fees
10 Dec - 11 Dec
Hyatt Place Milwaukee/Downtown
Bar (on property)
Marriott Milwaukee West

Marriott Milwaukee West

3.5 star property
Waukesha
9.2 out of 10, Wonderful, (1001)
"A very clean and accommodating hotel. We will stay here again!"
United States
David
The price is SAR 357
SAR 404 total
includes taxes & fees
21 Dec - 22 Dec
Marriott Milwaukee West
Free daily continental breakfast
The Port Hotel

The Port Hotel

2.0 star property
Port Washington
9.4 out of 10, Exceptional, (139)
"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 SAR 546
SAR 620 total
includes taxes & fees
8 Jan - 9 January 2026
The Port Hotel
View from property
Price Pointe Inn

Price Pointe Inn

2.5 star property
Waukesha
8.0 out of 10, Very Good, (158)
"Room was very nice "
United States
Amy
Price Pointe Inn
Reception
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4.0 star property
Brookfield
8.4 out of 10, Very Good, (1003)
"Clean room, most comfortable bed and pillows I’ve experienced in a hotel. There’s a bar and grill that offer food! Staff was very knowledgeable and pleasant. "
United States
Rozsheena
The price is SAR 279
SAR 322 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Milwaukee - Brookfield
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Clean and nice staff"
Darlene 1-night trip
Posted 2 days ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

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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.