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Winchester Vacation Packages

Visit Winchester located in Southwest, an area defined by rural landscapes, rolling hills and prairies.

From Winchester, Cincinnati is 50 miles (80 kilometers) to the west, and Lexington is 75 miles (121 kilometers) to the southwest.

It's a missed chance if you limit yourself to the attractions of Winchester because the entire region has been blessed with numerous great natural and man-made attractions. You'll also find Maysville, 20 miles (32 kilometers) to the north, and Brooksville 30 miles (48 kilometers) to the northeast.

Cincinnati is about 50 miles (80 kilometers) from Winchester. This regional center offers a wide range of tourist attractions, including Cincinnati Observatory Center, Great American Ball Park and Cincinnati Museum Center at Union Terminal. Cincinnati has much to offer travelers happy to hang around a little longer. National Underground Railroad Freedom Center, Riverbend Music Center and William Howard Taft National Historic Site are a couple of other sights not to pass by.

This region has a number of excellent places for canoeing, so be sure you leave time to fit that in. Rafting is another watersport here.

When booking your holiday to Winchester, keep in mind that the handiest major airport, Cincinnati - Northern Kentucky International Airport, is located in in Cincinnati, 55 miles (89 kilometers) away.


Top Hotel Deals

See all 14 Hotels in Winchester
£66
French Quarter Inn

French Quarter Inn

25 East McDonald Parkway, Maysville
3.2
of 5, from 12 reviews
3.0 out of 5.0

Situated in Maysville, this hotel is within a 10-minute walk of Russell Theatre, Kentucky Gateway Museum Center, and National Underground Railroad Museum. Washington Visitors Center and Kenton Station Golf Course are also within 6 mi (10 km).

Hampton Inn Maysville

Hampton Inn Maysville

503 Marketplace Dr, Maysville
4.2
of 5, from 23 reviews
0.0 out of 5.0

Situated in Maysville, this hotel is within 3 mi (5 km) of Washington Visitors Center, Kenton Station Golf Course, and Laurel Oaks Golf Club. National Underground Railroad Museum and Kentucky Gateway Museum Center are also within 3 mi (5 km).

£61
Countryside Inn & Suites

Countryside Inn & Suites

100 Leininger Street, Mount Orab
3.7
of 5, from 46 reviews
2.5 out of 5.0

Situated in Mount Orab, this hotel is within 20 mi (32 km) of Elks Run Golf Course, The Golf Club at Stonelick Hills, and Tri-State Warbird Museum. EastGate Mall and Hillsboro Elks Country Club are also within 25 mi (40 km).

Quality Inn

Quality Inn

1428A US 68, Maysville
3.8
of 5, from 12 reviews
2.0 out of 5.0

Located in the heart of Maysville, this motel is within 3 mi (5 km) of Washington Visitors Center, Kenton Station Golf Course, and National Underground Railroad Museum. Kentucky Gateway Museum Center and Russell Theatre are also within 3 mi (5 km).

£48
Super 8 Maysville KY

Super 8 Maysville KY

550 Tucker Dr, Maysville
2.8
of 5, from 20 reviews
2.0 out of 5.0

Situated in Maysville, this hotel is within 2 mi (3 km) of Washington Visitors Center, Laurel Oaks Golf Club, and Kenton Station Golf Course. National Underground Railroad Museum and Kentucky Gateway Museum Center are also within 3 mi (5 km).

£36
Greystone Motel

Greystone Motel

8190 US Highway 50, Hillsboro
4.3
of 5, from 6 reviews
2.5 out of 5.0

Situated in Hillsboro, this motel is 1.4 mi (2.2 km) from Highland County Courthouse and 2.6 mi (4.1 km) from Hillsboro Elks Country Club. Rocky Fork Lake State Park is 5.6 mi (9.1 km) away.

£41
WinStay Inn and Suites

WinStay Inn and Suites

484 Moody Dr, Maysville
2.8
of 5, from 11 reviews
2.5 out of 5.0

Situated in Maysville, this hotel is within 1 mi (2 km) of National Underground Railroad Museum, Kentucky Gateway Museum Center, and Russell Theatre. Kenton Station Golf Course and Washington Visitors Center are also within 3 mi (5 km).

£39
Brown's Motel Aberdeen

Brown's Motel Aberdeen

1055 US HWY 52, Aberdeen
4.2
of 5, from 6 reviews
2.0 out of 5.0

Situated in Aberdeen, this motel is within 2 mi (3 km) of Russell Theatre, National Underground Railroad Museum, and Kentucky Gateway Museum Center. Kenton Station Golf Course and Washington Visitors Center are also within 6 mi (10 km).

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.