A red water tower, a waterfall, and a grassy hill.

Photo by Bill Eaker

Crawford County Vacations & Trips from $348

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    • Your Crawford County Vacation

    When you long for adventure, book a Crawford County vacation package. Get set to experience walking trails, family-friendly attractions, history, and more in this vibrant destination. Looking for ideas about where to go on your trip to Crawford County? Cuba is a top city that shouldn't be missed. Expedia has flights, hotels and all your other travel needs to help you organize your dream Crawford County vacation today.

    Top destinations in Crawford County

    A brick wall with a white sign that reads "Missouri US 66".

    Cuba

    A red barn by a calm lake with snow on the ground and trees in the background.

    Steelville

    A historic building with a prominent tower, surrounded by a well-maintained lawn and American flags.

    Bourbon

    A cave with stalactites, stalagmites, and a reflective water surface.

    Leasburg

    Cherryville

    St. Cloud

    Huzzah

    Wesco

    West Sullivan

    The Latest Crawford County Vacation Packages

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    Discover the most popular places to visit in Crawford County

    A cave with stalactites, stalagmites, and a reflective water surface.

    Photo by Kelly Eisbacher

    Onondaga Cave

    Rating: 9.4/10 (15 reviews)

    Commune with nature and explore the great outdoors at Onondaga Cave during your travels in Leasburg. Discover the festivals and churches in this family-friendly area.

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    A cave with stalactites hanging from the ceiling and stalagmites rising from the ground.

    Onondaga Cave State Park

    You can take time to visit Onondaga Cave State Park during your travels to Leasburg.

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    Fanning Route 66 Outpost

    Rating: 8.2/10 (21 reviews)

    You can find out about the history of Cuba with a visit to Fanning Route 66 Outpost. While in this family-friendly area, you can enjoy the wineries.

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    Huzzah Valley Resort

    Explore the great outdoors at Huzzah Valley Resort, a lovely green space in Steelville.

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    Weisel Lake

    Commune with nature and explore the great outdoors at Weisel Lake during your travels in Cuba. While in this family-friendly area, you can enjoy the restaurants.

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    Peaceful Bend Vineyard

    Rating: 8.0/10 (4 reviews)

    You can enjoy a tasting or tour at Peaceful Bend Vineyard during your travels to Steelville. While in this family-friendly area, you can enjoy the wineries.

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    Rosati Winery Museum

    Rating: 7.8/10 (6 reviews)

    You can spend an afternoon studying the exhibits at Rosati Winery Museum during your travels in St. James. While in this family-friendly area, you can enjoy the wineries.

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    Hood Park

    Rating: 7.4/10 (14 reviews)

    Explore the great outdoors at Hood Park, a lovely green space in Cuba. While in this family-friendly area, you can enjoy the restaurants.

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    Crawford County Hotel Deals

    Super 8 by Wyndham Cuba

    A hotel room with a bed, a flat-screen TV, two bedside lamps, a window with curtains, and a cityscape painting on the wall.
    • Address: 28 Highway P, Cuba, MO, 65453, US
    • Location: 7.9 mi from Crawford County
    • Star rating: 2/5
    • Guest rating: 8.8/10 (Excellent, 1000 reviews)
    • Price: $74 nightly, $84 total, Nov 22 - Nov 23, Total with taxes and fees
    • Review: Clean room.

    Shamrock Court Motel

    A hotel room with a bed, a nightstand, a lamp, a neon sign, and a door with a number.
    • Address: 101 Shamrock, Sullivan, MO, 63080, US
    • Location: 18.8 mi from Crawford County
    • Star rating: 2/5
    • Guest rating: 9.6/10 (Exceptional, 15 reviews)
    • Price: $174 nightly, $190 total, Nov 15 - Nov 16, Total with taxes and fees
    • Review: Amazing stay, gorgeous building. Front desk staff was slow and didn’t smile at all

    Days Inn & Suites by Wyndham Cuba

    An indoor swimming pool with clear blue water, surrounded by green chairs and potted plants.
    • Address: 97 Ozark Drive, Cuba, MO, 65453-1608, US
    • Location: 7.8 mi from Crawford County
    • Star rating: 2/5
    • Guest rating: 7.4/10 (Good, 872 reviews)
    • Price: $72 nightly, $82 total, Nov 30 - Dec 1, Total with taxes and fees

    Spacious Ozarks Family Home - Private Pool & Grill

    A log cabin interior with a stone fireplace, leather furniture, and mounted animal heads on the walls.
    • Address: Bourbon, MO, US
    • Location: 10.2 mi from Crawford County
    • Star rating: 3/5
    • Guest rating: 10/10 (Exceptional, 1 review)
    • Price: $640 nightly, $686 total, Nov 28 - Nov 29, Total with taxes and fees
    • Review: It's perfect 100% recommended.

    Comfort Inn Sullivan

    A Comfort Inn hotel with a modern design, featuring a covered entrance and a clear sky in the background.
    • Address: 736 S Service Rd W, Sullivan, MO, 63080, US
    • Location: 19.4 mi from Crawford County
    • Star rating: 2.5/5
    • Guest rating: 8.6/10 (Excellent, 959 reviews)
    • Price: $114 nightly, $124 total, Dec 6 - Dec 7, Total with taxes and fees
    • Review: Great location

    Greenlight Inn & Suites

    An indoor swimming pool with clear water, surrounded by lounge chairs and tables.
    • Address: 110 N Outer Rd, St. James, MO, 65559, US
    • Location: 14.7 mi from Crawford County
    • Star rating: 2/5
    • Guest rating: 8.6/10 (Excellent, 638 reviews)
    • Price: $63 nightly, $71 total, Dec 15 - Dec 16, Total with taxes and fees
    • Review: We were travelling through the state and this was a good stay. Comfortable room and bed. Lots of hot water and good water pressure too.

    Baymont by Wyndham Sullivan

    A large indoor swimming pool with a glass ceiling, surrounded by lounge chairs and a view of the outdoors.
    • Address: 275 North Service Road West, Sullivan, MO, 63080, US
    • Location: 20 mi from Crawford County
    • Star rating: 2.5/5
    • Guest rating: 7.8/10 (Good, 1001 reviews)
    • Price: $107 nightly, $117 total, Dec 6 - Dec 7, Total with taxes and fees

    Hampton Inn Rolla

    A hotel lobby with a reception desk, seating area, and a green glass door.
    • Address: 2201 N Bishop Ave, Rolla, MO, 65401, US
    • Location: 22.4 mi from Crawford County
    • Star rating: 2.5/5
    • Guest rating: 9.2/10 (Wonderful, 509 reviews)
    • Price: $118 nightly, $134 total, Nov 22 - Nov 23, Total with taxes and fees

    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.