Winchester

Culture4.8/5

Stonewall Jackson's Headquarters

Preserved Winchester home museum filled with Jackson’s belongings, Civil War artifacts and rare flags. Guides tell his personal story room by room.

Culture4.8/5

Museum of the Shenandoah Valley

Winchester's museum pairs Shenandoah Valley history and art with gardens, trails, and the Glen Burnie house. Water features run through its Asian garden.

Culture4.7/5

Shenandoah Valley Discovery Museum

Four floors of hands-on science and make-believe fill this children's museum. The top opens onto a rooftop playground overlooking Winchester.

Culture4.6/5

George Washington's Office

Frontier headquarters turned museum, this small office traces George Washington’s early military years in Winchester. Guides connect the room to the French and Indian War.

Eat4.3/5

Winchester Brew Works

This Winchester brewery has a spacious taproom and patio for drinking its beers. It also carries Athletic Brewing’s nonalcoholic seasonal releases.

Eat$$4.1/5

Paisano's Pizza

Thin-crust pizza place in Winchester, with hot honey pizza. Each pizza is made fresh when you order, and you can split the toppings.

Eat$$$$4.7/5

Violino Ristorante Italiano

Winchester Italian restaurant where dinner may come with live violin and the chef singing in Italian.

Eat$$$4.6/5

Bonnie Blue Southern Market & Bakery

Southern barbecue-and-breakfast restaurant with smoked meats, Southern staples, and giant bakery scones. High stools line the windows, with covered patio seating outside.

Eat$$$4.3/5

Piccadilly's Public House & Restaurant

Winchester pub with a covered outdoor bar and several open-air seating areas. An old boat serves as the stage, with a sand pit for dancing.

Eat$$$4.7/5

SabaiThaiWinchester Restaurant

Thai restaurant that adjusts dishes to order, including vegan versions and fried dumplings. Steamed dumplings can come out fried instead.

Eat$$$4.4/5

Village Square Restaurant

This Winchester restaurant pairs steakhouse mains with seafood. Its butternut squash caprese puts a new spin on the familiar combination.

Eat$$$4.6/5

Tropical Island Coffee & Cafe

Jamaican cafe with jerk chicken, curry, and oxtails. The jerk chicken arrives spicy and tender, falling off the bone with rice and vegetables.

Stay$$$$4.45/5

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/ Mall in Winchester offers comfortable rooms with air-conditioning, free WiFi, and amenities such as a tea and coffee maker, hairdryer, and free toiletries. Guests can enjoy a saltwater swimming pool, fitness centre, and free on-site private parking. Additional facilities include a fitness room, lift, 24-hour front desk, minimarket, business area, and luggage storage. A continental buffet breakfast is served daily, featuring warm dishes, juice, fresh pastries, cheese, and fruits. Nearby attractions include Glen Burnie Historic House And Gardens (3.5 km), Shenandoah Valley Civil War Museum (2.4 km), and Washington Dulles International Airport (69 km).

Stay$$4.25/5

Country Inn & Suites by Radisson, Winchester, VA

Prime Location: Easily accessed from I-81 in Winchester, Virginia, Country Inn & Suites is conveniently located near Shenandoah University, Valley Health Winchester Medical Center, historic downtown Winchester, and Shenandoah Valley attractions. Guests can enjoy walkable access to Alamo Drafthouse Cinema, restaurants, shopping, and entertainment venues at Kernstown Commons, including Outback Steakhouse and Carrabba’s Italian Grill, making it easy to enjoy dinner, drinks, and a movie without needing to drive. The hotel offers traditional guest rooms, and upgraded studio and suite accommodations with additional space for extended stays, families, and longer visits.

Stay$$$4.4/5

Fairfield by Marriott Inn & Suites Winchester

Rooms feature air-conditioning, private bathrooms, tea and coffee makers, hairdryers, and free toiletries. Additional amenities include refrigerators, work desks, seating areas, and TVs. Guests can enjoy an indoor swimming pool, fitness centre, and free use of bicycles. The hotel offers a 24-hour front desk, electric vehicle charging station, and continental and American breakfast options. Located in Winchester, the property is 4.8 km from Glen Burnie Historic House And Gardens and 68 km from Washington Dulles International Airport. Nearby attractions include Shenandoah Valley Civil War Museum and Alamo Drafthouse Cinema. Highly rated for its attentive staff, clean rooms, and quality breakfast.

Stay$$$$4.4/5

Hilton Garden Inn Winchester

Rooms feature air-conditioning, free toiletries, and modern amenities such as a work desk and TV. Guests appreciate the room cleanliness and bed comfort. The hotel offers an indoor swimming pool, fitness centre, sun terrace, restaurant, and bar. Additional facilities include a lounge, coffee shop, and outdoor seating area. Located in Winchester, the hotel is 4 km from Glen Burnie Historic House And Gardens and 69 km from Washington Dulles International Airport. Nearby attractions include Shenandoah Valley Civil War Museum and Alamo Drafthouse Cinema.

Stay$$$4.2/5

Courtyard by Marriott Winchester Medical Center

Rooms feature carpeted floors, hypoallergenic bedding, and modern amenities including a work desk, TV, and wardrobe. Guests appreciate the room cleanliness and comfort. The hotel offers an indoor swimming pool, hot tub, and free bicycles. Additional facilities include a lounge, lift, and electric vehicle charging station. An American restaurant serves breakfast, lunch, and dinner. Streaming services and a business area enhance the guest experience. Nearby attractions include Glen Burnie Historic House And Gardens (2.6 km), Shenandoah Valley Civil War Museum (4.1 km), and Alamo Drafthouse Cinema - Winchester (9 km). Hagerstown Regional Airport is 77 km away.

Stay$$3.45/5

Sleep Inn & Suites Winchester near University

The Sleep Inn & Suites Winchester near University hotel is conveniently located in the town of Winchester, less than one mile from Shenandoah University. This Winchester VA hotel is close to the Winchester Medical Center, the Winchester Regional Airport, Dinosaur Land theme park and Summit Point Raceway. All decorated guest rooms come equipped with coffee makers, hair dryers, irons, ironing boards and cable television with HBO. Suites feature additional amenities like microwaves and refrigerators. Whirlpool suites and handicap accessible and non-smoking rooms are also available. Guests of this Winchester VA hotel will wake up each morning to a Free Morning Medley Hot Breakfast, including hard-boiled eggs, hot and cold cereals, Danishes, assorted breads and muffins, fresh Belgian waffles, fresh fruits, juice and, of course, the selective coffee. The hotel also offers additional amenities and features, such as free local calls, a free weekday newspaper and free wireless high-speed Internet access. Those traveling on business will appreciate conveniences like data ports, voice mail, two-line telephones and the business center, complete with computer, Internet access and fax and copy machines. For a special treat, take a dip in the indoor heated pool. To keep everyone in shape, the on-site fitness center features a variety of cardiovascular and weight training equipment. Coin-operated laundry facilities and valet cleaning services are provided for guest convenience. Be sure to ask about special travel packages. For history buffs, the Winchester area is home to George Washington's Office Museum, the Stonewall Jackson House, the Stonewall Jackson Museum at Hupp's Hill, the Old Court House Civil War Museum, the historic Belle Grove Plantation and Cedar Creek Battlefield. For shoppers, Millwood Crossing, a renovated apple-packing warehouse, is home to several specialty shops, galleries and apple products. Visitors will enjoy an array of restaurants and cocktail lounges located in the surrounding area.

Stay4.5/5

The George Washington A Wyndham Grand Hotel

Old-world hotel in Winchester’s historic district, with spacious rooms and a bar. Live music, including piano, has filled the bar.

Stay4.3/5

Holiday Inn Winchester SE-Historic Gateway by IHG

Winchester hotel with spacious rooms, a heated pool and a breakfast buffet.