Best Places to Visit Near Winchester
Visit some of the best attractions in the vicinity of Winchester with hundreds to choose from to make your perfect day out or weekend break away. Browse the below list featuring some of the best destinations (such as Lexington, Frankfort, Harrodsburg) or select map view to search geographically.
Select your preferences to refine or change your search criteria.
- Best
- Distance
- 25 miles
- 50 miles
- 75 miles
- 100 miles
Cities and Localities Near Winchester
Where to go for a weekend trip near Winchester? A list of surrounding cities, towns and villages nearby or close to the suburbs of Winchester within a 50 mile radius.
16 milesW
LexingtonCity
39 milesW
FrankfortCity
38 milesSW
HarrodsburgCity
24 milesNW
GeorgetownCity
39 milesSW
DanvilleCity
19 milesS
RichmondCity
44 milesE
MoreheadCity
30 milesS
BereaCity
21 milesW
NicholasvilleCity
28 milesW
VersaillesCity
28 milesW
MidwayCity
14 milesN
ParisCity
15 milesE
Mount SterlingLocality
38 milesW
LawrenceburgCity
26 milesW
WilmoreCity
47 milesNW
WilliamstownCity
36 milesSE
CamptonCity
50 milesNW
OwentonLocality
40 milesSW
StanfordCity
Show all (+9)
TOP Attractions
Best Day Trips from Winchester
TOP
Attractions Best Day Trips from Winchester
22 milesWKeeneland Lexington, United States
32 milesSWPleasant Hill Harrodsburg, United States
17 milesWThe Red Mile Lexington, United States
47 milesNWArk Encounter Williamstown, United States
16 milesWRupp Arena Lexington, United States
15 milesWLexington Legends Ballpark Lexington, United States
16 milesWCliff Hagan Stadium Lexington, United States
15 milesWAshland Lexington, United States
16 milesWLexington History Center Lexington, United States
19 milesNWKentucky Horse Park Arboretum Lexington, United States
39 milesSWOld Fort Harrod State Park Harrodsburg, United States
22 milesSWConfederate Memorial in Nicholasville Nicholasville, United States
38 milesWKentucky Governor's Mansion Frankfort, United States
47 milesSWPerryville Battlefield State Historic Site Danville, United States
16 milesWLiving Arts and Science Center Lexington, United States
18 milesWWaveland State Historic Site Lexington, United States
11 milesSWClays Ferry Bridge Richmond, United States
16 milesWMary Todd Lincoln House Lexington, United States
37 milesWColored Soldiers Monument in Frankfort Frankfort, United States
39 milesWOld State Capitol Frankfort, United States
8 miSWFort Boonesborough State Park Richmond, United States
39 milesSWPioneer Playhouse Danville, United States
39 milesSWConstitution Square Historic Site Danville, United States
44 milesEKentucky Folk Art Center Morehead, United States
38 milesWKentucky Vietnam Veterans Memorial Frankfort, United States
39 milesSWEphraim McDowell House Danville, United States
16 milesWTriangle Park Lexington, United States
14 milesSWWhite Hall State Historic Site Richmond, United States
16 milesWHunt-Morgan House Lexington, United States
17 milesWLadies' Confederate Memorial Lexington, United States
16 milesWJohn Hunt Morgan Memorial Lexington, United States
39 milesWOld Governor's Mansion Frankfort, United States
25 milesNWWard Hall Georgetown, United States
16 milesWJohn C. Breckinridge Memorial Lexington, United States
39 milesWFort Hill Frankfort, United States
38 milesWConfederate Monument in Frankfort Frankfort, United States
40 milesSWConfederate Monument in Danville Danville, United States
23 milesNWConfederate Monument in Georgetown Georgetown, United States
38 milesWFrankfort Cemetery Frankfort, United States
16 milesWHiggins Block Lexington, United States
17 milesWLexington Cemetery Lexington, United States
16 milesWLexington Opera House Lexington, United States
16 milesWCourthouse Plaza Lexington, United States
18 milesWMcConnell Springs Park Lexington, United States
39 milesSWBoyle County Courthouse Danville, United States
16 milesWUniversity of Kentucky Arboretum Lexington, United States
16 milesWNannine Clay Wallis Arboretum Lexington, United States
17 milesWLexington National Cemetery Lexington, United States
16 milesWThe Dame Lexington, United States
16 milesWCentral Christian Church Lexington, United States
8.6 miSWBoone Station Lexington, United States
24 milesNWYuko-En on the Elkhorn Georgetown, United States
39 milesSWDanville National Cemetery Danville, United States
39 milesWSinging Bridge Frankfort, United States
15 milesEChurch of the Ascension Mount Sterling, United States
18 milesWThoroughbred Heritage Horse Farm Tours Lexington, United States
17 milesWConfederate Soldier Monument in Lexington Lexington, United States
16 milesWCheapside Park Lexington, United States
Where to next? Visit 
Kentucky region page or discover the top tourist attractions in United States.