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Wheeling Vacation Packages

Favored for its convenient access to Chicago, this small town seems a world away from the nonstop action of the Windy City.

Wheeling has easy access to the Windy City of Chicago via the Metra rail system. Explore Chicago’s Willis Tower (formerly known as Sears Tower), Navy Pier and Millennium Park by day and head north to the quiet serenity of Wheeling for the evening. 

A family-friendly town, Wheeling is sprinkled with parks offering playgrounds and walking trails. Bring children to the Outdoor Family Aquatic Center, which features splash pools, water slides and other water activities. The Community Recreation Center offers an Olympic-sized indoor pool and state-of-the-art facilities ideal for visitors of all ages. 

Explore the walking trails of Potawatomi Woods Preserve. Named after the Native American tribe of the region, the wetland habitat is an ideal bird-watching setting. Wheeling is known for Chevy Chase Country Club. Built in 1927, the historic Tudor-style club facilities complement an 18-hole course. 

In the mid-19th century, Wheeling was a popular overnight stop for people journeying from Chicago to the Wisconsin Territory. Travelers often spent several days in the small village, leading entrepreneurs to open strings of inns and restaurants to feed and house visitors. Today, those cafés continue their prominence as Restaurant Row. Visit the 5-mile (8-kilometer) stretch of Milwaukee Avenue which features diverse cuisine. Italian, Asian Fusion, steakhouses, and more provide a culinary delight for any visitor. 

Drive 9 miles (14 kilometers) outside the village center to Chicago Botanic Garden. With 26 stunning gardens lined with trails and benches, the park is an ideal place to relax for a few hours. Head a few minutes farther east to Millard Park for waterfront access to Lake Michigan. 

Located less than 30 miles (48 kilometers) north of Chicago, Wheeling is a popular commuter town that maintains its own identity. Wheeling is most convenient to get around by car. Chicago Executive Airport is located in Wheeling, and O’Hare International Airport is less than 15 miles (24 kilometers) from the village. The Metra offers a commuter rail that runs to Chicago throughout the day. 


Top Hotel Deals

See all 111 Hotels in Wheeling
Suburban Extended Stay Hotel Triadelphia

Suburban Extended Stay Hotel Triadelphia

40 Robinson Dr, Triadelphia
4.1
of 5, from 9 reviews
2.0 out of 5.0

Located in the heart of Triadelphia, this aparthotel is 0.9 mi (1.4 km) from Cabela's and within 9 mi (15 km) of The Kruger Street Toy & Train Museum and Bethlehem Community Park. The Challenger Learning Center and Suspension Bridge are also within 9 mi (15 km).

Aspen Manor Resort

Aspen Manor Resort

1500 Brinker Road, Wellsburg
3.5
of 5, from 15 reviews
3.5 out of 5.0

Situated in Wellsburg, this bed & breakfast is within 12 mi (20 km) of Old Fort Steuben, Belleview Park, and Franciscan University of Steubenville. Millsop Community Center and East Gateway Community College are also within 12 mi (20 km).

£66
Fairfield Inn and Suites by Marriott Wheeling St Clairsville

Fairfield Inn and Suites by Marriott Wheeling St Clairsville

67731 Mall Road, St. Clairsville
4.1
of 5, from 28 reviews
2.5 out of 5.0

Situated in St. Clairsville, this hotel is 0.2 mi (0.4 km) from Ohio Valley Mall and 1.9 mi (3.1 km) from Memorial Park. Belmont Hills Country Club and Children's Museum of the Ohio Valley are also within 9 mi (15 km).

£78
Oglebay Resort & Conference Center

Oglebay Resort & Conference Center

465 Lodge Dr., Wheeling
3.7
of 5, from 39 reviews
3.0 out of 5.0

This family-friendly Wheeling resort is within 2 mi (3 km) of Oglebay Park and Oglebay Institute Glass Museum. Children's Museum of the Ohio Valley and Capitol Music Hall are also within 6 mi (10 km).

£51
The McLure Hotel & Suites

The McLure Hotel & Suites

1200 Market Street, Wheeling
3.2
of 5, from 141 reviews
2.0 out of 5.0

Located in the heart of Wheeling, this hotel is steps from Victoria Theater, Heritage Port Amphitheater, and Wheeling Artisan Center. West Virginia Independence Hall and WesBanco Arena are also within 5 minutes.

£71
SpringHill Suites by Marriott Wheeling

SpringHill Suites by Marriott Wheeling

908 National Road, Wheeling
4.5
of 5, from 160 reviews
3.0 out of 5.0

Situated in the historical district, this hotel is within 3 mi (5 km) of Suspension Bridge, The Challenger Learning Center, and Eckhart House. Children's Museum of the Ohio Valley and Capitol Music Hall are also within 3 mi (5 km).

£79
Wheeling Island Hotel-Casino-Racetrack

Wheeling Island Hotel-Casino-Racetrack

1 S Stone St, Wheeling
3.8
of 5, from 42 reviews
3.5 out of 5.0

Situated in Wheeling, this hotel is within 1 mi (2 km) of Children's Museum of the Ohio Valley, Capitol Music Hall, and Eckhart House. Heritage Port Amphitheater and Victoria Theater are also within 1 mi (2 km).

£55
Comfort Inn

Comfort Inn

167 Amerihost Drive, Weirton
4.0
of 5, from 60 reviews
2.5 out of 5.0

Located in the heart of Weirton, this hotel is 2.9 mi (4.6 km) from Millsop Community Center and within 6 mi (10 km) of Franciscan University of Steubenville and Williams Country Club. Belleview Park and First Niagara Pavilion are also within 9 mi (15 km).

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