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Find Romantic Hotels in Jackson, WI from CA $296

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Check availability on Jackson Romantic Hotels

Tonight
Sep 18 - Sep 19
Tomorrow
Sep 19 - Sep 20
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Jackson romantic hotels

1. Three Bedroom Upper

Three Bedroom Upper
Riverwest
United States
Crystiana H.
CA $222
CA $296 total
includes taxes & fees
Sep 22 - Sep 23
Three Bedroom Upper

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

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
Wauwatosa
United States
Tyler B.
CA $85
CA $339 total
includes taxes & fees
Oct 6 - Oct 7
King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

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 $251
CA $577 total
includes taxes & fees
Sep 22 - Sep 23
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
View all properties

Top Jackson Hotel Reviews

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Wonderful hotel. Free transportation around town, staff was VERY helpful, rooms were old school and comfortable. Nice art deco lobby and cocktail lounge.I would HIGHLY recommend staying at this hotel during your next Milwaukee visit!"
Robert 1-night trip
Posted 1 hour ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

8/10 Good
"Great location, unique setting in an actual brewhouse, very friendly and helpful staff."
Richard 2-night trip
Posted 5 hours ago
The Brewhouse Inn & Suites
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Love the evening reception. The room iss very comfortable. I wish there was a sign indicating where the ice machine is on the first floor. I have difficulty walking and looked around for it and finally went to front desk. They were very friendly and explained it was all the way down the back hallway and in between the glass doors going outside. It is not easily visible so unless you were actually going outside you would have no idea it as there."
Sandra 2-night trip
Posted 5 hours ago
Embassy Suites by Hilton Milwaukee Brookfield
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Clean room, great breakfast!"
Marcy 1-night trip
Posted 12 hours ago
Hyatt Regency Milwaukee
Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

8/10 Good
"Good clean room, great staff as well overall great experience"
Mathias 2-night trip
Posted 17 hours ago
Days Inn & Suites by Wyndham Milwaukee
Aloft by Marriott Milwaukee Downtown

Aloft by Marriott Milwaukee Downtown

10/10 Excellent
"Amazing time overall"
Joseph 4-night trip
Posted 18 hours ago
Aloft by Marriott Milwaukee Downtown
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"Was wonderful time nothing really needs said"
andy 2-night trip
Posted 1 day ago
Saint Kate - The Arts Hotel
DoubleTree by Hilton Milwaukee Downtown

DoubleTree by Hilton Milwaukee Downtown

10/10 Excellent
"Amazing stay"
Eli 1-night trip
Posted 3 days 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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