The Sights & Tastes of Winston Salem

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Overview

The Sights & Tastes of Winston Salem
Winston-Salem, United States
Nov 11 - 13, 2026
Patty image
Patty
$730
Deposit: $365

About this trip

Experience iconic North Carolina tastes and culture during this 3 day/2 night trip to Winston Salem.  The cultural feature offers a day at one of America’s most authentic historical attractions, Old Salem.  Established in 1766 by the Moravian people, time spent in this restored village offers an immersive experience into how Old Salem was conceived and created.   Throughout the day, you can tour historic buildings and interact with costumed interpreters as they demonstrate the trades and decorative crafts of early inhabitants.  You can experience ancient liturgy, old hymns and learn about their unique social order.  The tastes offered during this trip begin when we arrive in Winston Salem with a narrated historic tour and gift of the famous doughnut, first baked in this town. We also enjoy a wine tasting, dinner and gorgeous scenery in neighboring Pilot Mountain at award-winning JoLo Winery & Vineyards. Meeting the "Rockin Rollers" during a tour of the seventh generation handmade cookie factory, Mrs Hanes Moravian Cookies, is a "taste" highlight.  The trip also includes a stop in Hillsborough known for its fascinating legacy as a preserved colonial American town. 

Activity Level

The trip is best enjoyed if guests can stand and walk comfortably.

Cancellation Policy

Trips by Patty adheres to the Compass Pointe Day Trippers committee "no refund" policy.  In the event of cancellation, it is the responsibility of the participant to find a replacement for their trip purchase.  Trips by Patty maintains a wait list as a resource to participants. 

Wine Tasting, Appetizers and Dinner

Not a wine drinker? Send an email to Patty at tripsbypatty@gmail.com for a trip price that does not include the wine tasting portion of our dinner at Jolo Winery & Vineyards. You will still enjoy the view, appetizers and Italian inspired buffet dinner!

What's included

Transportation

On a modern, comfortable 56 passenger coach

Accommodations

At the Embassy Suites Downtown Winston Salem

Admission

Old Salem Museums & Gardens

Admission & Tour

Mrs Hanes Handmade Moravian Cookie Factory Tour

Narrated Bus Tour

Of Winston Salem

Breakfast

Full hot breakfast at the hotel each morning

Wine Tasting & Dinner

Wine tasting, appetizers and Italian Buffet Dinner at Jolo Winery & Vineyards

Tour Host

Extras

Bottled water & snacks provided on the coach

What's not included

Lunch

Lunch in Hillsborough with nice options throughout the historic district.

Lunch

In Old Salem with several options in this preserved village

Lunch

En route back to the coast

Dinner

On night one in Downtown Winston Salem. There are plentiful options near the hotel

Driver gratuity

Not required but appreciated!

Winston Salem

Winston Salem image

Sights & Tastes of Winston Salem

Day One - November 11

8am - Departure from the Compass Pointe Wellness Center parking lot

Approx. 11am - Stop in Hillsborough for a "history lesson", time for lunch and exploring the Historic District.

3:30pm - Narrated historic bus tour of Winston Salem followed by hotel check-in.

Day Two - November 12

10am - 2pm - Experience Old Salem! After time at Old Salem, there will be a return to the hotel for a "freshen-Up" before making the 30 minute drive to Pilot Mountain for sunset, wine-tasting and dinner. Anticipated return time to the hotel is 7:30pm.

Day Three-November 13

10am - Tour of Mrs Hanes Moravian Cookie Factory. Lunch in the Winston Salem/Greensboro area before making the journey back to the coast.

Estimated 6:30pm - Return to Compass Pointe

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1. Winston-Salem, United States

Winston-Salem, United States

About your organizer

P
Patty
I love to travel so in my partially retired life I decided to adapt my passion for travel along with 25 years of experience in Travel & Tourism to create Trips by Patty. I received a BA in American History from UNC-Chapel Hill. Not knowing what I was going to do with that degree, I started working as a desk clerk at a hotel in Raleigh. I enjoyed the hotel business and the career path began. Hotel operations and sales, Convention Center operations and marketing, destination marketing with a Convention Visitors Bureau and even a stint as a tour guide. What happened to the history degree? Well, many times when I am escorting my trips I share the history of the destinations we visit. It's a great feeling to take your career skills and adapt them to your own small business. I love what I do and hope you'll join me on a trip one day!

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© 2026 Patty