Book the Best ROMANTIC Hotels in Jackson, WI from CA $290 - Jackson Romantic Getaways

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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 wooden deck with potted plants, a fire pit, and outdoor furniture.

A cozy living room with a leather sofa, a bookshelf, a fireplace, and wooden doors.

1. Three Bedroom Upper

Riverwest

Crystiana H.

CA $218

CA $290 total

includes taxes & fees

Sep 29 - Sep 30

A neatly made bed with white linens, a red throw blanket, and a decorative vase with flowers.

A compact kitchen with wooden cabinets, a white refrigerator, a microwave, a stove, and a sink.

A living room with a blue sofa, two side tables with lamps, a coffee table with a decorative bowl, and a large floral painting on the wall.

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.

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

Wauwatosa

Tyler B.

CA $86

CA $343 total

includes taxes & fees

Oct 14 - Oct 15

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 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

Lower East Side

Jenna L.

CA $251

CA $584 total

includes taxes & fees

Sep 28 - Sep 29

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Top Jackson Hotel Reviews

The Brewhouse Inn & Suites

10/10 Excellent

"Great overall experience"

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

8/10 Good

"I stayed in room 319. The bed/mattress was so comfortable that I want to buy one for home! The room can use a "facelift". There are a few areas of wallpaper peeling off the walls which can easily be glued down. Above the bed and on bath wall. Most disturbing was the mold on the tub tiles. Get some Clorox Tub and Tile Cleaner and spray, then scrub it! I'm unsure why I have to tell you this! Maybe the Hotel Manager needs to do a walk through every unit"

Saint Kate - The Arts Hotel

10/10 Excellent

"Great hotel! Great location!"

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent

"This was by far the best hotel I have ever stayed in. The room was clean, the staff were nice, the pool was amazing. But let’s talk about the breakfast…WOW is all I can say. So many choices AND an omelet station. It was SO good! After this experience, I will never stay at another hotel again."

Days Inn & Suites by Wyndham Milwaukee

8/10 Good

"Good clean room, great staff as well overall great experience"

DoubleTree by Hilton Milwaukee Downtown

10/10 Excellent

"Amazing stay"

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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Book Romantic Hotels in Jackson on Expedia.com

Find Romantic Hotels in Jackson, WI from CA $290

Change your mind

Treat yourself

Be picky

Check availability on Jackson Romantic Hotels

Our top choices for Jackson romantic hotels

1. Three Bedroom Upper

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

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

Top Jackson Hotel Reviews

The Brewhouse Inn & Suites

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Saint Kate - The Arts Hotel

Embassy Suites by Hilton Milwaukee Brookfield

Days Inn & Suites by Wyndham Milwaukee

DoubleTree by Hilton Milwaukee Downtown

Frequently asked questions

Explore a world of travel with Expedia