Welcome to Ashland,

The Center of the Universe!

The mission of the Ashland Main Street Association is to preserve, enhance, and promote downtown Ashland through cooperative efforts among local businesses, community organizations, Randolph-Macon College & the Town.

Don’t Miss!


October Spooktacular!   There is so much to do in downtown Ashland!   Highlights include Saturday – our very first Monster Walk and Haunted Car show which takes place from 1-4pm  at the Ashland Town Center.  This event is being sponsored by England Street Tavern!  Proceeds will benefit FACES for Virginia’s Families.    After this take a stroll on down to the Ashland Theater where  Diane Hale School of Dance will perform a “Thriller” number prior to the movie ‘Ghostbusters’ which starts at 6pm.  Doors open at 5pm.   Ashland Coffee & Tea has a kids program, Paint Nite, & even a  Scotch Whiskey Tasting !  We are so excited about all the spooktacular activities planned by our creative business owners.  Have fun this weekend and remember – Ashland is the place to be for HALLOWEEN & the entire month of October!

Click on the links below for more details for these TOP WEEKEND EVENTS:


Oct 8 Thurs 11am  Jeff Beatman, Music man and Storyteller Kids Program
Ashland Coffee & Tea (100 N. Railroad Ave)

October 8  Thurs 7pm Thirsty Thursdays – cornhole, darts, pool, great music & great food  discounts on appetizers and drinks all night!
England Street Tavern (407 England St)
Facebook/England Street Tavern


Oct 9 Fri 5:30-8pm Free Wine Tasting at The Caboose
The Caboose (108 S. Railroad Ave)  Note:  The stay open ’til 10pm.  This is an awesome dinner option!
Facebook/The Caboose Wine & Cheese

Oct 9-10 Fri  & Sat 7-10pm Behind The Curtain Show “Ashland Haunted History Tour”
Tour Begins at The Henry Clay Inn (114 N. Railroad Ave); Every 15 minutes
  www.haunted ashland.com


Oct 10 Sat 1-4pm Ashland Monster Walk & Haunted Car Show benefit for FACES for Virginia’s Families
Tour Sponsored by England Street Tavern (407 England St)

Oct 10 Sat 2pm  PaintNite – Paint with your family and friends!
Ashland Coffee & Tea (100 N. Railroad Ave)

Oct 10 Sat 6pm  Movie:  Ghostbusters with pre-show of Thriller Sponsored by Diane Hale School of Dance
Ashland Theater  (205 England St)  Doors open at 6pm

Oct 10 Sat 6:30pm  History of Tasting Scotch Whiskey
Ashland Coffee & Tea (100 N. Railroad Ave)


October 11  Sun 12-4pm  Tour Gallery Flux new exhibit HARMONY & check out the Bike Garden Posters 
Gallery Flux (307B England St)

October 11  Sun 1-3pm  Enjoy learning about our Ashland History & tour a REAL Caboose! 
Ashland Museum (105 Hanover Ave)

Also recommended…

The Caboose  (108 S. Railroad Ave)  Wine Tastings every Friday 5-8 pm!   Open  M-Th:  7am-7pm, Fri 7am-10pm Sat 8:30am-10pm
COTU Brewing Co. (11293 Air Park Rd) Craft Beer & great music every weekend.
Ashland (VA) Museum (105 Hanover Ave) Open Sat 10am-2pm & Sun 1-3pm
Ashland Library (201 S. Railroad Ave)  Open late Mon-Thur (10am-9pm) Fri & Sat (10am-6pm) The plaza outside is a great place to gather.
Gallery Flux (307B & 302 England St) Open Tues-Fri 11am-6pm, Sat 11am-4pm and Sun 12-4pm
Hickory Creek Antiques (427 England St) Open 7 Days a Week!  Mon-Wed & Fri & Sat 10am-6pm, Thurs 10am-7pm and Sun 12-6pm.  Homemade refreshments on the weekends!
Ashland Coffee & Tea (100 N. Railroad Ave) has music and various entertainment 5 nights a week.  Click here for their monthly calendar.
Iron Horse Restaurant (100 S. Railroad Ave) has great music every weekend and fantastic food including Sunday brunch & new supper menu.
England Street Tavern (407 England St) Dancing, corn hole, pool & great food and music too.  Thirsty Thursday deals every week!
Ashland Farmers Market (121 Thompson St.) Open 9am-12pm every Sat. mornings (May-Nov)

SHOPDINESTAY   Experience Ashland VA – Center of the Universe!

TOP WEEKEND EVENTS is updated each Tuesday and GET CENTERED, our town newsletter is published the first Thursday of each month.  

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Send us your news to mainstreetashland@gmail.com!  


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