Experience the best of the best with this Top 8 list of things to do and see in Portsmouth.
Walk through history and see Olde Towne’s origins and it’s continued evolution.
Plan for your visit and explore Portsmouth with the Visitor Directory.
The Olde Towne Holiday Music Festival began in 1998 and has become the signature holiday event for the City of Portsmouth. In 2021, this special day of music and friendship takes place on Saturday December 11th, from 11 AM until 5 PM. You’ll find even more music in restaurants, bars, and churches after the festival officially ends. The Farmer’s Market opens at 10 AM. So, spend the day and enjoy the sounds of the holiday season and support the local shops and restaurants.
Stellar Wine: Sip and Soul Saturday 8 p.m. – 10 p.m.
Baron’s Pub: Diamond Hall, 8:30 pm – 11 pm
Portsmouth Art & Cultural Center: Winter Wonderland, 6 pm – 8 pm
Jeans & Jerseys Presented by Showtyme Entertainment at Roger Brown’s 10 p.m. – 2 a.m.
Trinity Christmas Shoppe was started in 1994 in Portsmouth at Trinity Episcopal Church.
Our plan was to teach children to give as well as receive at Christmas time. We started out small and have grown to serving approximately 200 children each year.
The Shoppe is held on the second Saturday in December each year. It is open to children between the ages of three and twelve years old. Each child may select a maximum of ten gifts with the help of an elf (usually a teenager) who assists in selecting an appropriate gift for the names on their list. The gifts are then wrapped in order to be a surprise on Christmas morning. The children pay $4 for each gift which is used to donate to children’s charities each year. Out of an abundance of caution this year, the event is by reservation only. Reserve your visit today.
Following a two-year absence, Winter Wonderland: The Coleman Nursery Collection returns to the Portsmouth Art & Cultural Center. The galleries will soon be brimming with twinkling lights and animated yuletide displays that have drawn generations of visitors from across the region to join in the holiday traditions that began at the Coleman Nursery in Portsmouth. The exhibit offers a visual treat of animated scenes, busy elves and enchanted forest with woodland animals.
Visit some of your favorites, Sleeping Santa, the candy factory, toy shop, and bakery. On weekends, visit with Olde Towne Santa in the Victorian chalet, and enjoy seasonal activities of holiday crafts, activities, and music, that begins opening weekend November 26- 28th and continues on weekends through December 31st. Tickets are $3 each. Out of an abundance of caution, we require you to reserve your tickets and times in advance. Everyone must have a ticket. Under two is free but the space must be reserved with the rest of your party. Most people spend between 45 minutes to an hour at the exhibit.
The Renaissance Portsmouth-Norfolk Waterfront Hotel has a special offer for holiday getaways. Get a special rate on a king or queen waterfront room that includes breakfast for two and a S’mores kit for roasting on the patio fire pits. The view is the best city lights view in all of Hampton Roads! Book your special weekend getaway directly with the Renaissance. CLICK HERE TO CHECK AVAILABILITY AND TO BOOK YOUR ROOM.
You will find the Renaissance Portsmouth-Norfolk Waterfront Hotel where charming local history meets modern comfort. Ideally located in the heart of the historic arts and culture district, our hotel near Norfolk, VA wows guests with impressive Elizabeth River views, best enjoyed from each of our immaculately appointed guest rooms.