Welcome to Western Maryland


Passionate local chefs are embracing the region's bounty, and you'll find fantastic farm-to-table fare in the larger towns. Plenty of welcoming microbreweries too.

When trip planning, remember that the narrow Maryland panhandle is bordered by Virginia, West Virginia and Pennsylvania. If you're exploring Civil War battlefields or looking for larger towns for an overnight stay, check our regional map for options that may be just a few miles over state lines.


Top experiences in Western Maryland

Travel guides

Starting at $38.99

Image for

Western Maryland activities

$87 Food, Wine & Nightlife

Wine Beer and Spirit Tour in Frederick

Experience the best of Maryland's beverage region with this 5-hour tour to the area's best wineries, breweries, and distilleries. Enjoy pickup and roundtrip transportation as you travel in comfort to and from the tasting locations. Make your way through Frederick's best offerings as you visit Linganore Winecellars, Red Shedman Farm Brewery & Hop Yard, and Springfield Manor Winery & Distillery. Beginning at Linganore Winecellars, one of Maryland's largest vineyards, indulge in tastings of delicious reds and whites. Shared on their grounds are the Red Shedman Farm Brewery & Hop Yard, home to delicious local craft beer. Continue on to nearby Springfield Manor Winery & Distillery to sample fine wines, gin, rum and vodka.  Your tour includes light snacks and all tasting fees, and guests will receive a collectible glass and tote bag to commemorate your day sampling Frederick's best wine, beer, and spirits!

$65 Food, Wine & Nightlife

Frederick Walking Food Tour

You can expect good food and good fun. The Market Street Food Tour takes you through some of Frederick, Maryland’s historic and cultural gems by way of six delicious tastings from local restaurants and specialty food shops. Depending on the resturant availability you will see: Brewer's Alley, Pretzel & Pizza Creations, The Wine Kitchen, North Market Pop Shop, Firestone's Market, or Zoe's Chocolate Co. You’ll taste local favorites including Mediterranean-inspired artisan chocolates, handmade calzones, nostalgic sodas, locally brewed beer inspired by colonial Maryland and more!. You’ll also learn how these local establishments came to be, who owns them and a few fun and interesting stories along the way. All of the food (and beverages) sampled on the tour are included in the price of your ticket and for most, are enough for a satisfying lunch. You’ll also enjoy a few hearty tastes of the historical, cultural and architectural components that make up the downtown neighborhood. You’ll catch glimpses of the city’s iconic church spires, learn how a flooded drainage ditch became an award winning park, and hear some fascinating tales about some of downtown Frederick’s sites and famous residents. The Taste Frederick Market Street Food Tour is full of food, facts and fun!

$69.95 Kid Friendly

Montgomery Indoor Skydiving Experience

Arrive at iFLY Montgomery, and get started by putting on your gear and going through a specialized training session from an expert flight instructor. You’ll learn how to safely float in an 800-horsepower vertical wind tunnel that generates a wall-to-wall cushion of air - commonly used by professional skydivers - without having to jump from a plane. Just about anyone can fly, and no experience is necessary. Once you're inside the enclosed space of the flight chamber, a tunnel operator slowly increases the wind speed until you and your instructor are airborne. Feel the adrenaline rush as you float at wind speeds reaching 130 to 175 mph (209 to 282 kph). The stable wall-to-wall airflow keeps you from falling off the column of air, and your instructor is on hand at all times to guide you. The entire iFLY first-time flyer experience takes about 75 minutes from start to finish. Each session includes up to six people, but you fly one-on-one with your instructor for 60 seconds in the wind tunnel twice.

$95 Food, Wine & Nightlife

Westminster Region Wine Tour with Tastings, Collectible Glass

Westminster wine tours explore vineyards located in Western Maryland. The Civil War heritage and Maryland’s farming culture are celebrated here — reserving this rich history blends well with modern-day culture. The mix of old and new can be found in the vineyards in this region. This wine tour begins with a pickup at one of two locations: Parking and Ride Lot MD-32 and I-70 in West Friendship, MD at 10:45am and Lot MD-75 and I-70 in New Market, MD at 11:30am. Enjoy the comfort of an air-conditioned bus en route to the first winery.Winemakers use new and aged-old wine-making traditions. Some wines are grown in the Bordeaux style. Fans of Seyval Blanc, Cabernet, or Vidal Blanc will love the wineries on the Westminster wine tour. Some of the vineyards visited are Old Westminster Winery, Serpent Ridge Vineyard, Black Ankle Vineyard, Springfield Manor, and/or Linganore Wine Cellars.Meet the local winemakers and tour their vineyards. Light snacks, beverages, and all the tasting fees are included. Before departing, receive a collectible wine glass and tote bag as a lasting momento of the trip.