Name: DoubleTree by Hilton Madison East
Price range: $122 total
Rating: 9.4

Your Jefferson County Vacation

With a Jefferson County vacation package, you can forget about planning stresses and simply focus on experiencing what this wonderful destination has on offer. A trip to Jefferson County wouldn't be complete without spending some time in its most renowned cities, starting with Fort Atkinson. A couple of the top attractions here include Jefferson County Fairgrounds and Lake Koshkonong. Watertown is another favorite with Jefferson County travelers. Visitors to this exciting city love The Gobbler Theater and Holzhueter Farm State Park. Expedia has everything you need for planning your Jefferson County vacation. From hotels and flights, to activities and more, we know how to create a travel experience like no other.

Top destinations in Jefferson County

Right on Glacier bike trail is this amazing lake.

The Latest Jefferson County Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$643

per person

May 1 - May 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.2/10 Very Good! (2,365 reviews)

Everything was perfect

Reviewed on Feb 21, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

$846

per person

May 1 - May 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Great staff, clean rooms. Great location

Reviewed on Feb 21, 2026

Level Chicago Fulton Market

Downtown Chicago

$1,036

per person

May 1 - May 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (347 reviews)

Room smelled like food but overall very clean, very great service and staff both night and morning shift.

Reviewed on Feb 16, 2026

Level Chicago – Old Town

Downtown Chicago

$1,091

per person

May 1 - May 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Had a great stay!! Kelly at the front desk was so sweet

Reviewed on Feb 22, 2026

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

$1,195

per person

May 1 - May 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (3,392 reviews)

Quick and easy check in. $100 deposit per night, but understandable. Close to everything, walkable

Reviewed on Feb 22, 2026

Find the Best Jefferson County Vacation Packages

Jefferson County Essential Information

Language	English
Currency	U.S dollars
Closest Airport	General Mitchell Intl. Airport (MKE)
Top Sights	Lake Koshkonong, Busy Barns Adventure Farm and Palmyra Beach

Jefferson County Hotel Deals

Timber Ridge Lodge and Waterpark

7020 Grand Geneva Way Lake Geneva WI

Fully refundableReserve now, pay when you stay

$194 nightly

$216 total

Mar 2 - Mar 3

Total with taxes and fees

8.6/10 Excellent! (3,147 reviews)

We always enjoy coming here!

Reviewed on Feb 19, 2026

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI

Fully refundableReserve now, pay when you stay

$84 nightly

$95 total

Feb 24 - Feb 25

Total with taxes and fees

8.6/10 Excellent! (1,012 reviews)

Very nice stay. Staff very nice

Reviewed on Feb 20, 2026

DoubleTree by Hilton Madison East

4402 E Washington Ave Madison WI

Fully refundableReserve now, pay when you stay

$106 nightly

$122 total

Mar 1 - Mar 2

Total with taxes and fees

9.4/10 Exceptional! (1,002 reviews)

Check in & out was a breeze. Staff was very helpful. Room was very clean & quiet

Reviewed on Feb 21, 2026

See all 1,196 properties in Jefferson County

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.