A wet road flanked by tall trees and a large tree stump.

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Stephenson County Vacations & Trips from $266

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    • Top destinations in Stephenson County

    A church with a tall steeple and a clock tower.

    Freeport

    Lena

    Rock City

    Davis

    Lake Summerset

    Pearl City

    Orangeville

    Dakota

    Cedarville

    The Latest Stephenson County Vacation Packages

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    Discover the most popular places to visit in Stephenson County

    Krape Park

    Rating: 9.6/10 (45 reviews)

    Explore the great outdoors at Krape Park, a lovely green space in Freeport. Discover the area's sunrises and countryside.

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    Lake Le Aqua Na State Park

    Rating: 10.0/10 (1 review)

    You can take time to visit Lake Le Aqua Na State Park during your travels to Lena. Discover the countryside and sunrises in this family-friendly area.

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    SplashLand Family Water Park

    Rating: 7.0/10 (2 reviews)

    Bring the family to SplashLand Family Water Park and enjoy the excitement of this theme park in Lena. Wander the forest or discover the area's countryside.

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    Stephenson County Historical Museum

    Rating: 8.8/10 (6 reviews)

    You can spend an afternoon browsing the exhibits at Stephenson County Historical Museum during your travels in Freeport. Wander the riverfront and forest while you're in the area.

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    Oscar Taylor Home

    Rating: 8.8/10 (3 reviews)

    You can spend time exploring the galleries in Oscar Taylor Home during your trip to Freeport. Wander the riverfront or discover the area's sunrises.

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    Stagecoach Golf Course

    Enjoy a round of golf in Lena at Stagecoach Golf Course. Wander the forest or discover the countryside in this family-friendly area.

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    Freeport Art Museum

    Rating: 8.8/10 (8 reviews)

    You can spend an afternoon exploring the galleries in Freeport Art Museum during your travels in Freeport. Stroll along the riverfront or discover the area's sunrises.

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    Winneshiek Playhouse

    Rating: 10.0/10 (2 reviews)

    You can make plans for a show at Winneshiek Playhouse on your trip to Freeport. Stroll along the riverfront or discover the area's sunrises.

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    Stephenson County Hotel Deals

    Country Inn & Suites by Radisson, Freeport, IL

    A Country Inn & Suites by Radisson with a covered patio area, outdoor seating, and a welcoming entrance.
    • Address: 1710 South Dirck Drive, Freeport, IL, 61032, US
    • Location: 1.3 mi from Stephenson County
    • Star rating: 2.5/5
    • Guest rating: 9/10 (Wonderful, 965 reviews)
    • Price: $105 nightly, $117 total, Nov 29 - Nov 30, Total with taxes and fees

    Hampton Inn Freeport

    A multi-story hotel with a prominent sign at the top, a street intersection with traffic lights, and storefronts at the ground level.
    • Address: 109 S Galena Ave, Freeport, IL, 61032, US
    • Location: < 0.1 mi from Stephenson County
    • Star rating: 2.5/5
    • Guest rating: 8.8/10 (Excellent, 497 reviews)
    • Price: $102 nightly, $113 total, Nov 29 - Nov 30, Total with taxes and fees
    • Review: Great one-night stay. Friendly staff and a clean, spacious room. We missed breakfast because we overslept.

    City Express By Marriott Freeport

    A swimming pool with lounge chairs and tables, surrounded by large windows offering views of a green landscape.
    • Address: 1060 Riverside Dr, Freeport, IL, 61032, US
    • Location: 1.7 mi from Stephenson County
    • Star rating: 3/5
    • Guest rating: 8/10 (Very good, 786 reviews)
    • Price: $98 nightly, $109 total, Nov 22 - Nov 23, Total with taxes and fees

    Super 8 by Wyndham Freeport

    A multi-story hotel with a beige facade, a covered entrance, and a parking lot with cars.
    • Address: 1551 Sleezer Home Rd, Freeport, IL, 61032, US
    • Location: 1.2 mi from Stephenson County
    • Star rating: 2/5
    • Guest rating: 7/10 (Good, 401 reviews)
    • Price: $89 nightly, $99 total, Nov 15 - Nov 16, Total with taxes and fees

    West Motel

    A reception desk with a clock, a calendar, and a framed artwork on the wall.
    • Address: 2084 W Galena Ave, Freeport, IL, 61032, US
    • Location: 1.7 mi from Stephenson County
    • Star rating: 2/5
    • Guest rating: 7/10 (Good, 14 reviews)
    • Price: $64 nightly, $71 total, Dec 15 - Dec 16, Total with taxes and fees

    Super 8 by Wyndham Monroe WI

    A hotel room with a large bed, two bedside lamps, a framed picture of a historic building, and a wooden bench.
    • Address: 500 6th St and Hwy 69, Monroe, WI, 53566, US
    • Location: 21.5 mi from Stephenson County
    • Star rating: 2/5
    • Guest rating: 9/10 (Wonderful, 914 reviews)
    • Price: $82 nightly, $90 total, Dec 6 - Dec 7, Total with taxes and fees
    • Review: We stayed for 5 nights and were very pleased! They had great housekeeping services, maintenance was there and was helpful when it came to the pool which my kids loved! We had a great stay! Quiet, respectful people who had dogs and we didn’t even know!! Washer and dryer were easy to use! And breakfast included was great!! My kids loved the waffles and bagels! Definitely would stay again!!

    AmericInn by Wyndham Monroe

    A spacious kitchen area with a long counter, wooden cabinets, and a large window offering a view of the outdoors.
    • Address: 424 4th Ave, Monroe, WI, 53566, US
    • Location: 21.5 mi from Stephenson County
    • Star rating: 3/5
    • Guest rating: 8.8/10 (Excellent, 425 reviews)
    • Price: $116 nightly, $127 total, Nov 15 - Nov 16, Total with taxes and fees
    • Review: Enjoyed the custom made omelet. Friendly staff. Hot tub was wonderful.

    Eugene Hotel

    A hotel lobby with a reception desk, seating area with chairs, a potted plant, and a view of the street through the glass doors.
    • Address: 1517 11th St, Monroe, WI, 53566, US
    • Location: 21.1 mi from Stephenson County
    • Star rating: 2/5
    • Guest rating: 9.6/10 (Exceptional, 45 reviews)
    • Price: $111 nightly, $122 total, Nov 15 - Nov 16, Total with taxes and fees
    • Review: The room was beautiful and very spacious. The staff was amazing. My friend was running a half marathon and they made sure she could shower after the race that morning before we left.

    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.

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    * Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.