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Find Romantic Hotels in Jackson, WI from CA $303

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Check availability on Jackson Romantic Hotels

Tonight
Sep 9 - Sep 10
Tomorrow
Sep 10 - Sep 11
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Jackson romantic hotels

A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.
A two-story house with a front porch, a brick foundation, and a wooden staircase leading to the entrance.
A spacious living room with a large leather sofa, a smaller sofa, a coffee table, and a fireplace.
A wooden deck with potted plants, a fire pit, and outdoor furniture.

1. Three Bedroom Upper

Three Bedroom Upper
Riverwest
United States
Crystiana H.
CA $230
CA $303 total
includes taxes & fees
Sep 13 - Sep 14
Three Bedroom Upper
A neatly made bed with white linens, a red throw blanket, and a decorative vase with flowers.
A modern living room with a dining table, a sofa, and a TV. There is a kitchen in the background with wooden cabinets and a window with curtains.
A modern living room with a flat-screen TV displaying streaming services, a dining area with a table and chairs, a kitchen with a microwave, and a blue patterned rug.
A compact kitchen with wooden cabinets, a white refrigerator, a microwave, a stove, and a sink.

2. King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
Wauwatosa
United States
Tyler B.
CA $97
CA $349 total
includes taxes & fees
Oct 6 - Oct 7
King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
A courtyard with a wooden fence, a gravel path, and a variety of plants.
A staircase with wooden steps and a wooden handrail, leading to a landing with three framed cityscape pictures on the wall.
A two-story house with a gabled roof, a front porch, and a visible chimney.
A wooden deck with a bench, overlooking a river and buildings.

3. Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Lower East Side
United States
Jenna L.
CA $247
CA $569 total
includes taxes & fees
Sep 15 - Sep 16
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
A neatly made bed with a zebra-patterned blanket, a plush toy, and a tray with mugs and a glass.
A modern living room with a blue sofa, a coffee table, and a dining area with chairs and a table.
A modern kitchen with wooden cabinets, a white refrigerator, a stove, and a microwave.
A modern living room with a dining table, chairs, a blue sofa, and a black dog figurine.

4. King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking

King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking
Wauwatosa
United States
Jane H.
CA $87
CA $338 total
includes taxes & fees
Oct 1 - Oct 2
King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking
View all properties

Top Jackson Hotel Reviews

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Great location!"
Kenneth 2-night trip
Posted 3 hours ago
Hyatt Regency Milwaukee
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

8/10 Good
"Very cool decor and nice hotel"
Anthony 1-night trip
Posted 11 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Hampton Inn Milwaukee/Brookfield

Hampton Inn Milwaukee/Brookfield

10/10 Excellent
"This Hampton was freshly renovated with good amenities and the parking was actually really good and well lit."
Adam 1-night trip
Posted 1 day ago
Hampton Inn Milwaukee/Brookfield
Aloft by Marriott Milwaukee Downtown

Aloft by Marriott Milwaukee Downtown

10/10 Excellent
"The hotel was nice. Nothing more than you needed nor less. The room was good. We did ask for another blanket since there was not one on the bed."
Alan 3-night trip
Posted 1 day ago
Aloft by Marriott Milwaukee Downtown
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Clean room staff very polite and breaffast was great"
Oscar 2-night trip
Posted 2 days ago
Embassy Suites by Hilton Milwaukee Brookfield
The Ingleside Hotel

The Ingleside Hotel

8/10 Good
"Great location - easy access to the highway."
Bryce 7-night trip
Posted 2 days ago
The Ingleside Hotel
DoubleTree by Hilton Milwaukee Downtown

DoubleTree by Hilton Milwaukee Downtown

10/10 Excellent
"Nice hotel! Good location to everything! Clean, comfortable beds!"
Cindy 2-night trip
Posted 2 days ago
DoubleTree by Hilton Milwaukee Downtown
Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

10/10 Excellent
"In my opinion the hotel should have a designated smoking area as I noticed there were several smokers in the area. Also, I appreciate that as far as I can recall see no animals as I have severe allergies tosuch. Also, in my opinion the hotel should ensure the bartender is not late as several were waiting for the bar and kitchen to open. Also, the prices of the meals and beverages are reasonable and should not change as if they increase the prices I will stay at a different hotel as their are several on the website. Also, the breakfast buffet was late in opening and the some of the items listed were not on the buffet cart. Also, I would like if they added turkey and or a substitute to pork breakfast sausage."
Patricia 1-night trip
Posted 2 days ago
Days Inn & Suites by Wyndham Milwaukee

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.

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