New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

Winston-Salem Adventure 5 Days

Winston-Salem Adventure 5 Days Itinerary

Last updated: 2024 Jun 14

Exploring Historic Downtown

Morning
Start your day with a hearty breakfast at The Katharine Brasserie & Bar. This elegant restaurant offers a delightful breakfast menu that will fuel you for the day ahead.
Afternoon
Dive into the city's rich history with the Downtown Winston-Salem Historic Guided Tour. This tour will take you through the historic sites and landmarks of downtown Winston-Salem, providing fascinating insights into the city's past.
Evening
For dinner, head to Mozelle's Fresh Southern Bistro. Known for its innovative take on Southern cuisine, this bistro is a local favorite and offers a cozy atmosphere to end your day.
Bedtime
Find amazing hotels in Winston-Salem, North Carolina, USA.
Visit Downtown Winston-Salem Historic Guided Tour in Winston-Salem, North Carolina, USA

Downtown Winston-Salem Historic Guided Tour

Book Now
next arrow

Scavenger Hunt and Local Flavors

Morning
Kick off your morning with a delicious breakfast at Milner's American Southern. Enjoy classic Southern dishes in a warm and inviting setting.
Afternoon
Embark on an exciting adventure with the Winston-Salem Private City Scavenger Hunt. This activity is perfect for those who love puzzles and exploring new places. You'll get to see different parts of the city while solving clues.
Evening
After an adventurous day, dine at Ryan's Restaurant. This upscale eatery offers a fine dining experience with a menu that features fresh seafood and prime steaks.
Bedtime
Find amazing hotels in Winston-Salem, North Carolina, USA.
Visit Winston-Salem Private City Scavenger Hunt in Winston-Salem, North Carolina, USA

Winston-Salem Private City Scavenger Hunt

Book Now
next arrow

Art and Culture Day

Morning
Begin your day with breakfast at Willows Bistro, where you can enjoy farm-to-table dishes in a charming setting.
Afternoon
Spend your afternoon exploring local art galleries and museums. Visit SECCA (Southeastern Center for Contemporary Art) or Reynolda House Museum of American Art to immerse yourself in art and culture.
Evening
For dinner, visit HakkaChow - Asian Eats to enjoy a variety of Asian fusion dishes. The vibrant atmosphere and diverse menu make it an excellent choice for ending your cultural day.
Bedtime
Find amazing hotels in Winston-Salem, North Carolina, USA.

Outdoor Adventures and Local Eats

Morning
Have breakfast at Jeffrey Adams on Fourth, known for its modern American cuisine made from locally sourced ingredients.
Afternoon
Enjoy some outdoor fun with the Highlights of Winston-Salem Outdoor Escape A Tobacco Trail. This activity combines outdoor exploration with puzzle-solving challenges along the historic Tobacco Trail.
Evening
Wrap up your day with dinner at Di Lisio's Italian Restaurant, where you can savor authentic Italian dishes in a cozy atmosphere.
Bedtime
Find amazing hotels in Winston-Salem, North Carolina, USA.
Visit Highlights of Winston-Salem Outdoor Escape A Tobacco Trail in Winston-Salem, North Carolina, USA
star5.00

Highlights of Winston-Salem Outdoor Escape A Tobacco Trail

Book Now
next arrow

Culinary Delights and Relaxation

Morning
Start your final day with a delightful breakfast at Mellow Mushroom Winston-Salem. Known for its eclectic decor and delicious breakfast options, it's the perfect spot to kick off your day.
Afternoon
Spend your afternoon at the Old Salem Museums & Gardens. This living history museum offers a glimpse into the Moravian settlement's past with beautifully preserved buildings and engaging exhibits.
Evening
End your trip with a memorable dinner at Foothills Brewpub. Enjoy craft beers brewed on-site and a menu filled with pub favorites in a lively atmosphere.
Bedtime
Find amazing hotels in Winston-Salem, North Carolina, USA.
kayakFind the right stay during your trip.
Got a question about your trip?