Olde Towne Holiday Homes Tour
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Artistic rendering – Event may differ

Olde Towne Holiday Homes Tour

Historic homes decorated for the holidays with live music and market.

About

Experience the enchanting spirit of olde world charm as historic homes in Portsmouth's Olde Towne are beautifully decorated for the holidays. This self-guided walking tour offers a unique glimpse into the past, featuring select homes open on Friday evening with refreshments and lights, and all homes open on Saturday. Enjoy a festive holiday market, live music, caroling, and historical re-enactors along the way. Admission to the historic Hill House Museum is also included.

Our Take

Family Friendly

🎄 🎄 🎄 🎄 (4/5)

Best For

History buffs, holiday decorators, families

Vibe

Historic, festive, charming

Energy Level

Moderate

Budget

$$

Photo Friendly

📷 📷 📷 📷 📷 (4/5)

Weather Sensitivity

Low

Special Events & Promotions

  • Friday night includes select homes offering holiday refreshments and a chance to see the homes with all their Holiday lights.
  • Saturday offers admission to all homes.
  • Includes admission to the Hill House Museum.

Tags

holiday light displaysholiday markets and shoppingfamily friendlyguided tourslive musiccarolshistorical re-enactorscommunity celebrationseasonal activitiesholiday tradition

Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.

Location

Portsmouth, VA
23704

Event Details

Pricing

$15

Duration

Friday: 3 hours; Saturday: 5 hours

Ages

Children 10 and younger are free

Neighborhood

Olde Towne

Timed Entry

No

Featured Performers

  • Carolers
  • Local musicians
  • School choirs

Organizer

City of Portsmouth

Practical Information

Parking

Free parking is available in any city parking lot or garage. The nearest garage is located on the corner of Middle and London streets. There is also a residential lot on Court and Glasgow St. and near Washington and Glasgow St. You may park in the residential lot for about 2 hours without a parking decal.

Accessibility

Some of our historic brick sidewalks can be uneven, so please walk with care.

Pet Policy

No pets allowed

Food & Drink

Holiday refreshments offered on Friday night; local restaurants recommended for meals and drinks.

Quick Actions

Tips & Advice

  • Wear comfortable, layered clothing and walking shoes, as you'll be moving between homes and the event is rain or shine. Protective shoe covers may be required inside homes.
  • Arrive early on Friday evening to enjoy select homes offering holiday refreshments and to see them illuminated by their holiday lights.
  • Consider visiting the Portsmouth Olde Towne Farmers Market on Saturday morning for local produce and crafts before or after the tour.
  • Check the Olde Towne Business Association's website for a list of local restaurants if you plan to stop for a meal or drink.
  • Take advantage of the free parking in city lots and garages, with specific recommendations for lots near the check-in location.

Frequently Asked Questions

Where should I park?

Free parking is available in any city parking lot or garage. The nearest garage is on the corner of Middle and London streets, and residential lots are available on Court and Glasgow St., and near Washington and Glasgow St.

How long is the tour?

The self-guided tour includes over 10 homes in close proximity. You can choose how long you spend at each location.

What does self-guided mean?

A map will be provided to guide you to the participating homes. You can set your own pace and direction, with homeowners and volunteers potentially available to share information.

What should I wear?

Dress in layers and wear comfortable walking shoes, as you will be walking outdoors between homes and touring indoors. Protective shoe cover booties may be required.

Are children free?

Yes, children 10 and younger are admitted for free.

Nearby Places (10 total)

Contributors & Updates

Last Updated: Oct 23, 2025
Original Submitter: Sep 17, 2025 The ChristmasLocal.com editorial team

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