Weekend Guide for Middleburg, Virginia: Oct. 27-29

— There are so many spooktacular happenings in Middleburg this weekend! Check out our latest roundup to plan your weekend fun!

Middleburg Humane Foundation Tack Sale VAMiddleburg Humane Foundation’s Annual Tack Sale: Oct. 27 & 28 | 10 a.m.-4:30 p.m.

This is the best deal on tack around. Saddles for $35, blankets for $15-$10, bridles for $5 and many more great steals! Proceeds benefit the Middleburg Humane Foundation.

Halloween Celebration at Three Fox Vineyards: Oct. 27-29

Discounts for everyone in costume and their Haunted Trail will be open again! Enjoy live music on Saturday by Movin’ On from 2-5:30 p.m.! Amy Oxford Mishey with Bluegrass Alpaca Ranch in Orlean will be there from noon-4 p.m. with various Alpaca goods from their farm, including apparel, housewares and toys! Stay later, Three Fox is open ’til 7 p.m. this Saturday! On Sunday, enjoy live music by Big Steve and Pete from 1:30-4:30 p.m.!

Salamander Resort and Spa Middleburg VA868 Vineyards Wine Dinner at Salamander Resort & Spa: Oct. 27 | 6:30-10 p.m.

Enjoy an exclusive four-course dinner prepared by Executive Chef Ryan Arensdorf and paired perfectly with selections from local vineyards in Salamander’s intimate, private dining room at Harrimans. $150 per person. For reservations, please call 540-326-4070.

4th Annual Masquerade Soirée at Greenhill Winery & Vineyards: Oct. 27 | 7-9 p.m.

Join us in Greenhill’s barrel room for oysters from King Street Oyster Bar paired with Greenhill sparkling, plus an impressive cheese and charcuterie station paired with their Superstition and Ontology wines.

Get your photo taken by photobooth experts Get Snap’d. Cocktail attire and Venetian masks.

$75 for Wine Club / $100 Non-Club.

International Gold Cup at Great Meadow: Oct. 28

The legendary annual Virginia Gold Cup steeplechasing classic is now run before a sellout crowd of over 50,000 people. Race day activities include terrier races, shopping, hat contests, tailgate contests, and some of the best steeplechase racing you’ll find anywhere.

Halloween Truffle and Wine Pairing at 50 West Vineyards: Oct. 28 | Noon-5 p.m.

What’s better than raiding the Halloween candy aisle? 50 West has an idea! There’s a thrill to picking out your Halloween favorites but this year why not take it up a notch?!

Browse an array of delicious fall inspired truffles and chocolates from Middleburg’s Finest Chocolates in the comfort of the 50 West tasting room! Middleburg’s Finest Chocolates will be at 50 West on Saturday, Oct. 28, from noon-5 p.m. They’ll have their delicious assortment available for purchase and pairing with your favorite 50 West wines. 50 West’s staff will be there to make the wine recommendations!

Chocolates AND wine? There’s no trick here – only treats!

Empower Adventures Pumpkin Drop Middleburg VAMurder Mystery Show – The Hamilton Murders at Salamander Resort & Spa: Oct. 29

On July 11, 1804, Alexander Hamilton lies dying on the ground. Aaron Burr stands nearby, a smoking gun in his hand. Historians have told their side of the story but join us and hear the untold version. Decide who the real killer is and prepare to change the course of history! Starts at 11:30 a.m. Lunch is served at 12:30 p.m. $85 per person. For reservations please call 540-326-4070.

Also this weekend

Upcoming events

Halloween Middleburg Community Center“Hot Dog, It’s Halloween!” at the Middleburg Community Center: Oct. 31 | 5-7 p.m.

Come in your best costume for the annual MCC “Hot Dog, It’s Halloween!” A parade through town to trick or treat at local business and showcase everyone’s costumes will begin at the steps of the MCC at 5 p.m. Hot Dog dinner will be provided at 5:30 p.m., as well as goodie bags for the kiddos. Entry is free, bring your friends and get ready to have a spooktacular time!

Also upcoming

 Remember to check our calendar for even more upcoming events!