Fun things to do in Winchester (US)

Best and most fun things to do in Winchester : Follow the crowd or avoid the queues by visiting the most popular attractions during the quiet hours as indicated below.

Adjust the filters to find for example your desired busy, quiet, expensive, or highly rated things to do.

Big Lots (Shopping)
1090 Millwood Pike
4.2

Big Lots is most popular around 2 PM on Saturdays. Visitors usually stay 25 min here. It's most quiet on Thursdays.

Looking for a new mattress or living room sectional? Winchester's Big Lots offers crazy good deals on furniture to favorite household brands. We also offer furniture delivery and leasing programs for your convenience! Find us just a few blocks from Shenandoah University.

For more info visit the website or checkout Google Maps.

Hideaway Café (Coffee)
141 S Loudoun St
4.7

Hideaway Café is most popular around 11 AM on Sundays. It's most quiet on Thursdays.

Voted Best Coffeehouse in the 2019, 2020 and 2021 Winchester Star Awards, Best Locally Owned Coffee Shop by Virginia Living Magazine in 2017, National Best Business Top-Ten Finalist 2017 by IndependentWeStand.Org, and more. The Hideaway sits as a welcome center of sorts, greeting folks visiting Winchester’s beautiful Old Town pedestrian walking mall. Located at the intersection of West Cork and South Loudoun (right next to Cork Street Tavern), the café has become the community’s living room.

For more info visit the website or checkout Google Maps.

Tropical Island Coffee & Cafe (Restaurant)
39 W Piccadilly St
4.6

Tropical Island Coffee & Cafe is most popular around 1 PM on Thursdays. Visitors usually stay 10-45 min here. It's most quiet on Tuesdays.

Google Maps

Bright Box Theater (Performing arts)
15 N Loudoun St
4.6

Bright Box Theater is most popular around 9 PM on Fridays. It's most quiet on Mondays.

For more info visit the website or checkout Google Maps.

Pizza Hut (Pizza restaurant)
814 S Cameron St
3.8

Pizza Hut is most popular around 5 PM on Fridays. It's most quiet on Mondays.

Find your nearby Pizza Hut® at 814 S Cameron St in Winchester, VA. You can try, but you can’t OutPizza the Hut. We’re serving up classics like Meat Lovers® and Original Stuffed Crust® as well as signature wings, pastas and desserts at many of our locations. Order online or on the mobile app for carryout, curbside or delivery.

For more info visit the website or checkout Google Maps.

Piccadilly Grill Diner (Breakfast restaurant)
46 E Piccadilly St
4.7



Little hole in the wall with outstanding service and food ! The Piccadilly grill has been in business for nearly 80 years ! Me and my family have owned it since may 1 , 2019. I run the restaurant as a one man operation , my name is Abed or as the regulars say “diesel”. I grew up in a restaurant it is in my dna. I love what I do and I believe it shows in the food . If you’re looking for a hearty flavor full breakfast or lunch .

Google Maps

Missing venues? This is a free, but limited tool. Use the BestTime software get more world wide foot traffic data in Winchester, United States. Filter points of interest (venues) on foot traffic levels, day, time, dwell time, location, ratings, etc. BestTime provides retail foot traffic and foot traffic analytics.