Find Romantic Hotels in Jackson, WI

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Jackson Romantic Hotels

Top Jackson Romantic Hotels

The Ingleside Hotel
Lobby

The Ingleside Hotel

4.0 star property
8.6 out of 10, Excellent, (648)
"Great service, and an outstanding suite where I slept like a baby. "
The price is AED 354
AED 400 total
includes taxes & fees
28 Jul - 29 Jul
The Ingleside Hotel
Sheraton Milwaukee Brookfield Hotel
Exterior

Sheraton Milwaukee Brookfield Hotel

3.5 star property
8.4 out of 10, Very Good, (314)
"Amazing property"
The price is AED 349
AED 403 total
includes taxes & fees
3 Aug - 4 Aug
Sheraton Milwaukee Brookfield Hotel
Marriott Milwaukee West
Bar (on property)

Marriott Milwaukee West

3.5 star property
9.2 out of 10, Wonderful, (1003)
"I always stay here when visiting. I am treatrd so nicely by staff. "
The price is AED 465
AED 526 total
includes taxes & fees
20 Jul - 21 Jul
Marriott Milwaukee West
Price Pointe Inn
View from property

Price Pointe Inn

2.5 star property
7.8 out of 10, Good, (137)
"Really liked how clean and fresh the room was!"
Price Pointe Inn
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Interior entrance

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4.0 star property
9.0 out of 10, Wonderful, (1116)
"Wonderful stay and easy to get around via shuttle. "
The price is AED 403
AED 475 total
includes taxes & fees
31 Jul - 1 Aug
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Holiday Inn Pewaukee - Milwaukee West by IHG
Indoor pool

Holiday Inn Pewaukee - Milwaukee West by IHG

3.0 star property
9.0 out of 10, Wonderful, (449)
"Great shower Did not like: did not provide complementary breakfast!"
The price is AED 408
AED 462 total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Pewaukee - Milwaukee West by IHG
Holiday Inn Milwaukee Riverfront by IHG
Exterior

Holiday Inn Milwaukee Riverfront by IHG

3.0 star property
8.0 out of 10, Very Good, (1006)
"Had a great stay in Milwaukee, the hotel is in a good location not far from downtown and lots to do around Glendale. Many restaurant options and a few sights to see.. plenty of bus stops nearby."
The price is AED 364
AED 421 total
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Milwaukee Riverfront by IHG
Delta Hotels by Marriott Milwaukee Northwest
Terrace/patio

Delta Hotels by Marriott Milwaukee Northwest

3.0 star property
8.6 out of 10, Excellent, (413)
"Friendly and safe."
The price is AED 493
AED 557 total
includes taxes & fees
20 Jul - 21 Jul
Delta Hotels by Marriott Milwaukee Northwest
DoubleTree by Hilton Milwaukee - Brookfield
Reception

DoubleTree by Hilton Milwaukee - Brookfield

4.0 star property
8.4 out of 10, Very Good, (1004)
"I had a great one night stay for summer fest, the bed was comfy, parking was easy. The front desk was helpful. I would stay again!"
The price is AED 419
AED 484 total
includes taxes & fees
21 Jul - 22 Jul
DoubleTree by Hilton Milwaukee - Brookfield
Four Points by Sheraton Milwaukee North Shore
Exterior

Four Points by Sheraton Milwaukee North Shore

3.0 star property
8.2 out of 10, Very Good, (1008)
"Love this hotel. My 2nd visit and it’s been great each time."
The price is AED 393
AED 455 total
includes taxes & fees
27 Jul - 28 Jul
Four Points by Sheraton Milwaukee North Shore
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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.