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Find Romantic Hotels in Jackson, WI from CA $291

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Check availability on Jackson Romantic Hotels

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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 cozy living room with a leather sofa, a bookshelf, a fireplace, and wooden doors.
A spacious living room with a large leather sofa, a smaller sofa, a coffee table, and a fireplace.
A two-story house with a front porch, a brick foundation, and a wooden staircase leading to the entrance.

1. Three Bedroom Upper

Three Bedroom Upper
Riverwest
United States
Crystiana H.
CA $218
CA $291 total
includes taxes & fees
Sep 29 - Sep 30
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 compact kitchen with wooden cabinets, a white refrigerator, a microwave, a stove, and a sink.
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.

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

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
Wauwatosa
United States
Tyler B.
CA $86
CA $339 total
includes taxes & fees
Oct 12 - Oct 13
King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
A courtyard with a wooden fence, a gravel path, and a variety of plants.
A wooden deck with a bench, overlooking a river and buildings.
A staircase with wooden steps and a wooden handrail, leading to a landing with a wall-mounted thermostat and framed cityscape pictures.
A modern kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a dining area with a table and chairs.

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 $253
CA $587 total
includes taxes & fees
Sep 28 - Sep 29
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
View all properties

Top Jackson Hotel Reviews

The Ingleside Hotel

The Ingleside Hotel

10/10 Excellent
"Very clean room and parking was easy."
Jerrin 1-night trip
Posted 1 hour ago
The Ingleside Hotel
Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

10/10 Excellent
"Love it definitely try again"
Aarron 1-night trip
Posted 21 hours ago
Days Inn & Suites by Wyndham Milwaukee
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

8/10 Good
"I would give this five stars except for the parking. I was lucky and I was able to get a spot on the street, but if you’re not that lucky, you have to park at a garage that’s a block away and it’s expensive."
Kathleen 1-night trip
Posted 23 hours ago
The Brewhouse Inn & Suites
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"Fitted bottom sheets would be a great upgrade!!!"
Richard 2-night trip
Posted 1 day ago
Saint Kate - The Arts Hotel
DoubleTree by Hilton Milwaukee Downtown

DoubleTree by Hilton Milwaukee Downtown

8/10 Good
"I booked the room have city view but when I checked in, it was not. everything service was perfect, I didn’t complain about it"
Moon 2-night trip
Posted 1 day ago
DoubleTree by Hilton Milwaukee Downtown

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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