Default HTG hotel image

Find Romantic Hotels in Jackson, WI from CA $124

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Jackson Romantic Hotels

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Jackson romantic hotels

An outdoor patio area with tables and chairs, surrounded by string lights and a red canopy.
A garden pathway with potted plants and a stone-tiled walkway.
A two-story stone building with a gabled roof, a front entrance with a door, and a sign that reads "Bed & Breakfast Inn."
A bar area with wooden stools, a counter with bottles, and a guitar on the wall.

1. The Stagecoach Inn Bed & Breakfast and Five20 Social Stop

The Stagecoach Inn Bed & Breakfast and Five20 Social Stop
Cedarburg
United States
Linsay
CA $217
CA $240 total
includes taxes & fees
Oct 27 - Oct 28
The Stagecoach Inn Bed & Breakfast and Five20 Social Stop
A historic building with a prominent entrance, large windows, and a street view.
A covered outdoor seating area with a green awning labeled "The Washington House Inn."
A cozy room with a wooden four-poster bed, a sofa, and a chest of drawers.
A cozy living room with a stone wall, a fireplace, a comfortable armchair, and a small table with a lamp and a plant.

2. Washington House Inn

Washington House Inn
Cedarburg
United States
Connie
CA $267
CA $295 total
includes taxes & fees
Oct 27 - Oct 28
Washington House Inn
Breakfast area
A bar area with a sign reading 'COUNTRY INN & SUITES' and a selection of liquor bottles.
A modern hotel lobby with a sectional sofa, ottomans, and a flat-screen TV.
Lobby

3. Country Inn & Suites By Radisson, Brown Deer - Milwaukee North

Country Inn & Suites By Radisson, Brown Deer - Milwaukee North
Brown Deer
United States
William
CA $117
CA $142 total
includes taxes & fees
Nov 15 - Nov 16
Country Inn & Suites By Radisson, Brown Deer - Milwaukee North
An indoor swimming pool with a wooden ceiling and tropical wall murals.
A modern hotel room with a glass-enclosed infinity pool, a wooden ceiling, and a beach-themed mural.
A modern spa area with a hot tub, a pool, and a seating area with a glass wall.
A modern bedroom with a large bed, a seating area, a TV, and a view of a beach through a glass wall.

4. Sybaris Pool Suites Mequon

Sybaris Pool Suites Mequon
Mequon
United States
brynn
CA $233
CA $302 total
includes taxes & fees
Oct 28 - Oct 29
Sybaris Pool Suites Mequon
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, large windows, and a tiled floor with a 'No Diving' sign.
A hotel courtyard with outdoor seating, a pergola, and a brick building with a garden sign.
Exterior
Restaurant

5. Hilton Garden Inn Milwaukee Northwest Conference Center

Hilton Garden Inn Milwaukee Northwest Conference Center
Park Place
United States
Ruth B
CA $130
CA $153 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Milwaukee Northwest Conference Center
A spacious kitchen with dark wooden cabinets, a central island, and a dining area with a brown leather chair.
A restaurant with wooden flooring, tables, and chairs. There is a television mounted on the wall and a window with a view outside.
A dining table with food items, a microwave, and a couch in a living room.
A cozy living room with a brown leather sofa, a wooden coffee table, and a large window with curtains.

6. The Port Hotel

The Port Hotel
Port Washington
United States
Chris
CA $236
CA $268 total
includes taxes & fees
Nov 1 - Nov 2
The Port Hotel
A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.
A spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.
A hotel with a stone facade, multiple windows, and outdoor seating with green chairs.

7. Wildwood Lodge

Wildwood Lodge
Pewaukee
United States
Elea Rebecca
CA $110
CA $124 total
includes taxes & fees
Nov 9 - Nov 10
Wildwood Lodge
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
A dining table with a plate of food, a glass of red wine, and a glass of beer.
A courtyard with a wooden staircase, a bench, and a garden area.
A gym with various exercise equipment, including treadmills and stationary bikes, and a large window providing natural light.

8. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
United States
Jeffrey
CA $150
CA $169 total
includes taxes & fees
Oct 29 - Oct 30
The Ingleside Hotel
A spacious living room with a large window, two armchairs, a coffee table, and a bookshelf with books and decorative items.
A modern lobby with a reception desk, patterned sofas, and a decorative wall.
A modern hotel lobby with a bar area, seating arrangements, and a large window providing natural light.
A courtyard with outdoor seating, potted plants, and a clear sky.

9. DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield
Brookfield
United States
Brandon
CA $140
CA $162 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree by Hilton Milwaukee - Brookfield
An outdoor dining area with wooden tables and chairs, a central fire feature, and string lights overhead.
A spacious hotel lobby with a carpeted floor, seating areas, and a large window providing a view.
The exterior of the Renaissance Hotel with a prominent 'R' logo, modern architecture, and well-maintained landscaping.
A modern restaurant with wooden tables and chairs, a central plant, and a hanging light fixture.

10. Renaissance Milwaukee West Hotel

Renaissance Milwaukee West Hotel
Wauwatosa
United States
Lakevian
CA $189
CA $219 total
includes taxes & fees
Nov 13 - Nov 14
Renaissance Milwaukee West Hotel
View all properties

Top Jackson Hotel Reviews

Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

10/10 Excellent
"Great staff. Being able to get food late was a huge bonus."
eric 1-night trip
Posted 4 hours ago
Days Inn & Suites by Wyndham Milwaukee
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"The staff was so helpful and friendly! The food was EXCELLENT!!! Beds were comfy and room was clean-slightly outdated but it was nothing to get overworked about. They allowed early check in without even questioning it. Will definitely book here again!"
Kristin 1-night trip
Posted 7 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Sybaris Pool Suites Mequon

Sybaris Pool Suites Mequon

10/10 Excellent
"Our room was clean and relaxing. Me and my husband enjoyed our first time staying there."
Nayeli 1-night trip
Posted 9 hours ago
Sybaris Pool Suites Mequon
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

10/10 Excellent
"Clean, friendly staff, good discount for drinks, and cool history"
Connor 1-night trip
Posted 10 hours ago
The Brewhouse Inn & Suites
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"Room was spacious and comfortable, bar was great at the end of the night with live music and good drinks. Good location for walking around."
Cristina 3-night trip
Posted 11 hours ago
Saint Kate - The Arts Hotel
Aloft by Marriott Milwaukee Downtown

Aloft by Marriott Milwaukee Downtown

10/10 Excellent
"Great location! Dog friendly too so we could bring our little buddy."
Philip 1-night trip
Posted 2 days ago
Aloft by Marriott 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.

Explore a world of travel with Expedia