Skip to content

Don’t Make A Resolution; Make A Plan


(Published 12/29/2021)

Rich in history, dining, and culture; Staunton is a wonderful place to visit throughout the year. From festivals and concerts to romantic getaways and holiday entertainment, here are some ideas to get you thinking about how you can enjoy our town each month.

January – Outdoor Winter Adventures

What to Do: Staunton is the perfect location for accessing winter fun. Massanutten Resort and Wintergreen Ski Resort are both 40 minutes. In slightly over an hour, you can reach Bryce Mountain Resort and The Omni Homestead Resort for downhill fun in the snow. Get a workout on the slopes and come home to Staunton to warm up. Check out our blog It’s All Downhill from Staunton for more ideas.

Where to Stay: Tru by Hilton has a great location convenient to downtown Staunton as well as I-81 and I-64.

Where to Eat: Fill up with gourmet pizza at Shenandoah Pizza & Tap House or dine curbside at Wright’s Dairy-Rite.

February – Romantic Getaways

What to Do:

  • If you met your person during quarantine or managed to stay in love while working from home, supervising Zoom school, and staying 6 feet away from your friends, you must be doing something right. You and your significant other have exercised patience and kindness toward each other, and you deserve a romantic getaway to celebrate your love. Spend a memorable evening listening to romantic love songs from the American Songbook by Broadway’s Nancy Anderson in the Great Hall at the Blackburn Inn.
  • Catch a show at the Blackfriars Playhouse. Romeo and Juliet will open on February 25th, 2022.

Where to Stay: The historic Blackburn Inn’s rooms are the perfect blend of historical charm and modern sophistication. 

Where to Eat: BLU Point Seafood prepares the freshest seafood as well as burgers, salads, and sandwiches. Another delicious choice is the four or five-course tasting menu at The Shack.

March – Explore Staunton’s Historic Architecture

What to Do: Take a walking tour of Staunton’s historic districts to exercise your body and your brain. Try one of our self-guided tours:

Where to Stay: Book a luxurious room in one of Staunton’s finest historic buildings, Hotel 24 South.

Where to Eat: Plan to dine in another historic building: The Clocktower Eats & Sweets is housed in what was once a YMCA building built in the 1890s. The Mill Street Grill was once the operating White Star Mill, also built in the 1890s.

April – Dine Out Downtown

What to Do:

  • Staunton’s Shop and Dine Out Downtown program came about because of pandemic necessity, but the city has adopted it because it is so popular, the helps restaurants and businesses expand into space on Beverley Street when it closes for vehicular traffic each weekend. Tables, chairs, tents, and enthusiastic shoppers and dinner fill the street, and those outdoor dining spaces are filled, in turn, with groups chatting, laughing, and loving the al fresco dining experience. 
  • The Spring season at the Blackfriars Playhouse will feature Romeo and Juliet and Comedy of Errors.

Where to Stay: Staunton Stays are fully-equipped luxury suites and apartments that are located downtown and playfully decorated by theme.

Where to Eat: You’ll be eating dinner downtown, but start your day with coffee and a healthy and delicious breakfast at Cranberry’s Grocery & Eatery, The By & By, or Serendipity Java Bar and Eatery.

May – Art In The Park

What to Do: How about upping your decorating game by purchasing a unique work of art created by a regional artist? This Memorial Day weekend marks the Staunton Augusta Art Center’s 55th Annual Art in the Park festival at Gypsy Hill Park. Join the fun at this Staunton tradition where you’ll find amazing art, community spirit, live music, food, and creative activities for the kids.

Where to Stay: Located in a beautiful, historic house, Montclair Bed and Breakfast provides privacy, a gourmet breakfast, and convenience to the park and downtown.

Where to Eat: Dine on Salvadoran pupusas at Gloria’s Pupusaria or grab some Peruvian charbroiled chicken at Gonzo’s Pollo. Both are convenient to the park.

June – Summer Music

What to Do: 

  • The summer music scene in Staunton is on fire! More than 40 of the biggest names in folk music will appear early July at Red Wing Roots Music Festival in Natural Chimney’s Park. Besides the music, festival attendees can expect a beer garden, food and craft vendors, bike rides, yoga, and lawn games for adults and kids alike.
  • Head to Gypsy Hill Park for free, live concerts most days of the week including sounds the historic 70-member Stonewall Brigade Band, Praise in the Park’s contemporary and southern gospel, local and regional bluegrass, and jazz.
  • You’ll also want to watch the schedule at Redbeard Brewing Company for the Summer Concert Series Lineup and upcoming summer concerts at the Blackburn Inn.

Where to Stay: With easy access to interstate try the Fairfield Inn & Suites by Marriott in Staunton.

Where to Eat: Fuel up with big servings of Mexican and a wide selection of craft beer at the Baja Bean. Chicano Boy Taco is another place to get delicious Mexican food.

July – Heifetz and Happy Birthday America

What to Do: 

  • The annual Heifetz Institute’s Festival of Concerts brings you over 50 different concerts ranging from chamber music, Fourth of July music, and multi-genre selections. You’ll see world-renowned celebrity guests in the Celebrity Series and Sunday Matinee Series. Heifetz students perform in the Stars of Tomorrow Series as well as the intimate Fridays in the Gallery series. Anything goes in the Heifetz Hootenanny Series.
  • Bring the family to Gypsy Hill Park this Independence Day for the free, family-friendly Happy Birthday America celebration. Enjoy a vesper service, a 5K race, a lively parade, concessions, and live music from local acts and homegrown country group Wilson Fairchild. 

Where to Stay: Howard Johnson’s offers comfortable rooms easily walked to and convenient to downtown.

Where to Eat: Dine on Thai favorites at Ubon Thai or head to nearby Aioli for Mediterranean cuisine and tapas.

August – Staunton Music Festival

What to Do: Get ready for a classical music thrill this August as The Staunton Music Festival brings you concerts spanning over 600 years. Dozens of musicians will perform in both large and small ensembles in a variety of Staunton venues like Trinity Episcopal Church and Blackfriars Playhouse. 

Where to Stay: The Storefront Hotel is a small, cool, private hotel with a private bar located downtown.

Where to Eat: Dine on authentic Indian favorites at Taste of India.

September – Queen City Mischief and Magic

What to Do: Raise your wands for Staunton’s Queen City Mischief and Magic Festival, a home-grown fan festival celebrating J.K. Rowlings’ Harry Potter series as well as all things magical and mystical. Next September, join thousands of seriously excited fans in downtown Staunton for themed shopping, dining, performances, and hands-on activities for all ages.

Where to Stay: Plan to stay at the Frederick House, and be right in the center of all the witches and wizards!

Where to Eat: Take the family to the Depot Grille for a wide selection of American food and a cool location by the historic train station. Fuel up with morning coffee at Crucible Coffee Roasters.

October – Virginia Wine Month and Ghost Tours

What to Do: 

  • According to VAWine.org, Virginia’s winemakers “embody the grace, grit, and experimental spirit of Virginia.” They also make some fine wine! October is Virginia Wine Month, so plan to celebrate wines made in the Shenandoah Valley. Read Raise a Glass to Virginia Wine Month for our favorite local places to drink it, buy it, and other ways to enjoy it.
  • Make plans to shiver this October when you take a Staunton Ghost Tour. You’ll learn about the Queen City’s unique architecture and its history as a thriving Victorian commercial center in the 1850s. You’ll also learn about the ghosts that just might come with buildings that old.

Where to Stay: Stay in Gibson’s Warehouse, a sleek, modern space in a historic building in one of Staunton’s (possibly) most haunted areas.

Where to Eat: Choose from cheese plates, gourmet grilled cheeses, and an enormous selection of wines produced locally and around the world at Yelping Dog Wine. The Green Room is a second destination for wine and light fare.

November – Art for Gifts, Christmas Parade, Celebration of Holiday Lights

What to Do:

  • Get in the holiday spirit by attending the Staunton Holiday Parade, which marches annually on the Monday after Thanksgiving and features marching bands, floats, and more by community and business organizations.
  • Find something for everyone on your list at the Staunton Augusta Art Center’s Art for Gifts holiday market, which features unique, handmade art from over 70 Virginia artists and artisans. 
  • Don’t miss a trip around Gypsy Hill Park for the Celebration of Holiday Lights during the month of December as it is transformed into a winter wonderland with thousands of lights and decorations.

Where to Stay: The updated rooms at the Historic Berkeley Place retain their Victorian charm and are steps from downtown dining and entertainment.

Where to Eat: Grab coffee and pastries at Réunion Bakery & Espresso or treats at Magdelena Bake. Visit Zynodoa for fine dining and a seasonal farm-to-table menu.

December-Holiday Happenings and Cheer

What to Do:

  • Stay tuned for the Staunton Downtown Development Association’s holiday events like Saturdays in December, which offer chances to shop and play downtown during the holidays. Shop, dine, and enjoy holiday characters, decorations, musicians, performers, activities, and more.
  • Take an Old World Holiday Tour at the Frontier Culture Museum to enjoy lantern-light visits to English, Irish, and German farmstead. Costumed interpreters perform holiday skits and music.
  • Enjoy ghostly season’s greetings with a Blackfriar’s production of A Christmas Carol. The show is filled with memorable music, cheer, and contemporary twists on the classic tale of Scrooge, Marley, the Christmas ghosts, the Cratchits, and Tiny Tim.  

Where to Stay: Orlesa Farms in Staunton is the perfect balance of seclusion and convenience for the ultimate in relaxation.

Where to Eat: You’ll love the selection of seasonal savory and sweet pies at Firkin Pie Company or Southern cuisine with a twist at Table 44.


Newsletter Sign-up

Stay up to date on the latest and greatest happening in Staunton.

This field is for validation purposes and should be left unchanged.

The Latest

  • Discover The Magic Of Staunton: Your Ultimate Holiday Itinerary

    Discover the Magic of Staunton: Your Ultimate Holiday Itinerary

  • What You Need To Know About Thanksgiving In Staunton 

    What You Need to Know about Thanksgiving in Staunton 

  • Top 10 Things We’Re Thankful For In Staunton 

    Top 10 Things We’re Thankful For in Staunton 

See All Blogs