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!

***Note:  Several events on Saturday have been rescheduled due to bad weather.  Please double check the website or call before traveling.  Be Safe Ashland!  

***Note:  Auditions for ‘The Lion , The Witch and the Wardrobe have been rescheduled for Sunday Oct 4th at the Center. 

October Spooktacular!   There is so much to do in downtown Ashland starting with FIRST THURSDAY– October 1st!     As always Gallery Flux will host an opening show and for the first time there will be a Wine & Beer tasting held at the Ashland Theater- this is being sponsored by The Caboose – now restaurant.  Friday – take your pick of fun bands at Ashland Coffee & Tea AND England Street Tavern.   Saturday  -The Hanover Arts & Activities Center will hold their annual Off The Rails Craft Beer Festival (rescheduled for Nov 14) and Market Ashland Partnership will host Casino Royale!   ‘Monty Python and the Holy Grail’ (rescheduled for Nov 14) will be playing at the Theater which is a benefit for the Patrick Henry Model UN Club.

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



October 1  Thurs 5:30-8pm   Gallery Flux  (307B England St)
FIRST THURSDAY Opening Reception HARMONY   Featuring Artists Jocelyn Braxton Armstrong and Lisa Neher

October 1  Thurs 6-8pm   Ashland Theater (205 England St)
FIRST THURSDAY Wine & Beer Tastings & Tunes AT THE THEATER!    The Caboose will share Wine & Beer from their fine selection!

October 1  Thurs 8-11pm   The Iron Horse Restaurant (100 S. Railroad Ave)
FIRST THURSDAY Music at the Iron Horse!    After some Art & Tastings – stroll on down to the Iron Horse for music entertainment!


*** Be sure to visit The Caboose Wine & Cheese for their Friday Wine Tasting  (5:30-8pm 108 S. Railroad Ave)
October 2 Fri  8pm  Ashland Coffee & Tea (100 N. Railroad Ave)
Mountain Heart  Band has receive numerous awards including a Grammy.

October 2  Fri 8pm England Street Tavern (407 England St)****CANCELLED DUE TO BAD WEATHER 
Dugger Band  discounts on appetizers and drinks all night!



October 3  Sat 6:30pm-11pm  The Supply Room (14140 Washington HWY)
2nd Annual Ashland Casino Royale!  Hosted by Ashland Kiwanis and Market Ashland Partnership


October 3  Sat 1-7pm  Hanover Arts & Activities Center (500 S. Center St)
Off the Rails Craft Beer Festival 

 October 3  Sat 2-6pm  Pufferbelly Park (601 England St – Behind the Police Station) ****CANCELLED DUE TO BAD WEATHER.
Voters Jamboree – Free Food, Music and Voter Registration Encouraged

October 3  Sat 7pm   Ashland Theater (205 England St)  Doors open at 6pm
Movie:  Monty Python and the Holy Grail     Fundraiser for the Patrick Henry Model UN Club



October 5  Sun 1-3pm   Iron Horse Restaurant  (100 S. Railroad Ave)
Try out the new Sunday Brunch and NOW Supper Menu  

October 5  Sun 1-3pm  Ashland Museum (105 Hanover Ave)
Enjoy learning about our Ashland History & tour a REAL Caboose! 

October  Sun 5-8pm  R-MC Day Field
Hike for Hearing sponsored by R-MC Delta Zeta Sorority

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) and Iron Horse Restaurant (100 S. Railroad Ave) has great music every weekend
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.  


Send us your news to mainstreetashland@gmail.com!  


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