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Welcome to the HBC Williamsburg event page! Look below to see the list of scheduled rides ordered by pace or go to the Ride Calendar to see the rides ordered by day. If you plan to join a ride, click on the "Book This Event!" button. This way everyone will be able to see who else is joining a particular ride.
WhatsApp – Trip Communication – Please sign up today and check messages.
We will use “WhatsApp” to communicate with all trip participants about rides and events, share pictures, and chat during the trip. Please download “WhatsApp” to your phone. Please click the link to join the 2026 Williamsburg, VA Trip General Group to chat and receive trip announcements, and join the 2026 Williamsburg Pictures group to share pictures during the trip. https://chat.whatsapp.com/I5r5P0JV3N9AFxSs8vnBFe?s=cl&p=a&mlu=0&ilr=4
Recommended Ride With GPS Routes are in the HBC Club Account in a collection called "Williamsburg, Virginia". Here is the link to the Ride With GPS Routes for Williamsburg.
Please click on the "Book this Event" button on the ride to indicate if you plan to join that ride. NOTE: this is not mean to be the ONLY rides offered. These are just the rides that the local Williamsburg Area Bicyclists members have volunteered to lead. As always, and similar to the Finger Lakes Rides, there will be solicitations for other rides to be led by HBC members as well.
Important Dates and Times:
Thursday, 09/24
- 4:00 PM – 6:00 PM - Hospitality in the HBC Townhouse - Appetizers, healthy snacks, sweets, and non-alcoholic drinks will be available. This trip is BYOB; please feel free to bring your own drinks.
- 5:00 PM – HBC GROUP MEETING to review weekend plans, rides, and add-ons. Please try to attend.
Friday, 09/25
- 7:00 AM – 8:30 AM - Coffee, tea, and light breakfast items will be available in the HBC townhouse starting at 7:00 AM.
- Bike Rides – see schedule below or on the Ride Calendar.
- 3:30 PM – 5:00 PM – Happy Hour at Spoke & Art Provisions with "The Wheelmen" band (R. Nevins is a member) https://www.spokeandart.com
Address: 3449 John Tyler Highway, Williamsburg, VA 23185 – Phone: 757-808-5278
Participants are responsible for their own purchases.
There will be no hospitality time at the HBC townhouse this evening.
Saturday, 09/26
- 7:00 AM – 8:00 AM - Coffee, tea, and light breakfast items will be available in the HBC townhouse.
- Bike Rides – see schedule below or on the Ride Calendar. Jamestown Ferry and Surry County highlights
- 8:00 PM - Whispers of Williamsburg Haunted Ghost Tour with add-ons – 90 Minutes
- Price: $33 per person – payable to Sue Casto- HBC Group Reservation
- Saturday, September 26th – Starts at 8:00 PM (Please arrive by 7:45 PM)
- Meeting Point: West Duke of Gloucester Street, Williamsburg, VA.
- All ghost tours meet on Duke of Gloucester Street, in front of the Kimball Theater, located at 424 W. Duke of Gloucester Street in Colonial Williamsburg’s Merchants Square.
- Join us for an exciting and spooky interactive walking tour as we learn about the town's history and uncover little-known stories about Colonial Williamsburg. Paranormal stories and candlelight add an interesting twist to this walking tour.
Sunday, 09/27 – Last Day of trip
- 7:00 AM – 8:00 AM - Coffee, tea, and light breakfast items will be available in the HBC townhouse.
- Bike Rides – see schedule below or on the Ride Calendar.
- 10:00 AM – you may request a later check-out time; it is up to the hotel to approve.
Entire Trip Agenda: Williamsburg VA Trip_ Revised Agenda
Thanks for joining us on the Williamsburg Trip!
Sue Casto and Rick Nevins / Trip Organizers
Sue Cell – 717-891-6348
There are a growing number of wineries and breweries in the Williamsburg Area. Some of the suggested routes go by or feature these establishments.
Following are some you may want to visit:
- Williamsburg Winery - largest winery in Virginia. Lunch is available at the Gabriel Archer’s Tavern.
- Upper Shirley Vineyards - winery, restaurant and wedding venue perched above one of the most scenic bends on the James River. Located 30 minutes from downtown Richmond, and 35 minutes from Williamsburg, located just off Route 5 and the Virginia Capital Trail. Great wines and excellent restaurant (lunch only). This is probably the most scenic of the local wineries.
- Billsburg Brewery - Features a deck overlooking the Jamestown Marina - just across from the Jamestown Settlement Parking lot. No restaurant but a food truck is always on-hand, especially on weekends. Check their Facebook Page.
- Amber Ox - located on Prince George St, very near to Colonial Williamsburg Merchant Square, about 1.5 miles from the hotel. Serves lunch and dinner as well.
- Alewerks - about 6 miles from the hotel on Ewell Rd, just off of Mooretown Rd. This is probably the most established brewery in town with a great assortment of beers. No restaurant but food trucks are often available on the weekends.
- Virginia Beer Company - located on 2nd street. Also an excellent, established local brewery. No restaurant but food trucks are often available on the weekends.
- Precarious Beer Project - located adjacent to Merchant Square. In addition to a selection of beers, a menu featuring tacos and other Mexican dishes is available in a beer-hall type atmosphere. Plus pinball machines if that is your thing!
- Silver Hand Meadery - if you’d like to try something different, you might want to stop in and do a tasting of various meads made from honey. Reservations for tastings can be made on their website at silverhandmeadery.com. Located at 224 Monticello Ave, just a few miles from the hotel.
- Frothy Moon Brewhouse - the newest local brewery and cafe located not far from the Powhatan along John Tyler Hwy. Has a nice outdoor patio area and usually has a food truck on weekends.
Routes are provided to and from the key historic attractions in Colonial Williamsburg and Jamestown. Unfortunately due to construction on the Colonial Parkway, major sections will be closed for the next year or so. However, Yorktown is an easy drive down either Rt. 143 or Rt. 64. To help you get a "lay of the land", following are some of the key attractions in the area:
Colonial Williamsburg - the historic area is about 1 mile long and 1/2 mile wide. There are approximately 90 original structures and reconstructed buildings. You may walk the streets without an admission ticket but to gain access to many of the facilities you will need to purchase tickets. They are available at the Visitor's Center, in Merchant's Square in Colonial Williamsburg or online.
Historic Jamestowne Island is part of the Colonial National Historic Park and sits on the west end of the Colonial Parkway. It was the site of the first capital of Virginia and there are ongoing digs in process. There is a fee to get access, which includes access to the Yorktown Battlefield as well. Tickets can be purchased at the Visitor Center which is located on the right as you enter the Island. Lifetime National Park Service Senior passes are honored and can be purchased at the Visitor Center for $80. Annual Senior passes are $20. (must be 62 or older). However, it is highly unlikely you will be asked for a pass if you are just cycling the Island or the Battlefield.
Jamestown Settlement- lies next to the Historic Jamestowne on the James River. It is a museum of 17th century Virginia History and includes an outdoor re-creation of a Powhatan Indian Village, three English ships and a colonial Fort. We will be using the Parking lot of the Jamestown Settlement as one of our start points for rides.
Yorktown - founded in 1691 with many original buildings still standing. Lies along the York River with a scenic waterfront and a couple of nice waterfront restaurants. We will use the Yorktown Riverfront as one of our start points.
Yorktown Battlefield - located on the eastern end of the Colonial Parkway, is administered by the National Park Service and is the site of the last major battle of the Revolutionary War in 1781. The battlefield makes a nice bicycling route.
Revolutionary War Museum (formally Yorktown Victory Center) - is a museum of the American Revolution. Completely renovated and expanded in 2017. Entrance fee can be combined with Jamestown Settlement.
James River Plantations - There are a number of plantations located along Rt. 5 West towards Richmond located along the James River. The most popular are Shirley Plantation, Berkeley Plantation, Piney Grove at South Hall's Plantation, Westover and Sherwood Forest Plantation.
Busch Gardens - amusement park about 3 miles from Williamsburg. NOTE: Busch Gardens will be setup for "Howl-o-scream" during this period. The park is specially decorated for Halloween.
College of William & Mary - second oldest institution of higher learning in the US.
Williamsburg Winery- largest winery in Virginia and is along a couple of the routes that go from the Powhatan resort.
Colonial Parkway - Runs from Jamestown, through Williamsburg and on to Yorktown, it is a 23 mile scenic roadway operated by the National Park Service. It is "bicycle friendly" since the speed limit is 45 mph. One of our bicycle routes going to/from Jamestown will use the Colonial Parkway for at least part of the route. The surface, consisting of concrete aggregate can be a bit jarring after awhile, especially on a "skinny tire" bicycle. Also be aware of open seams between the concrete sections. NOTE: major sections of the Colonial Parkway will be closed during the 2024 event for rehabilitation. HERE is a good summary of the closures and dates.
Chippokes Plantation State Park - Just across the James River from historic Jamestown, Chippokes Plantation is one of the oldest continually farmed plantations in the country. A working farm since 1619, the park offers modern recreational activities and a glimpse of life in a bygone era. Visitors tour the historic area with its antebellum mansion and outbuildings, stroll through formal gardens, and view antique equipment at the Chippokes Farm and Forestry Museum. The Chippokes Plantation State Park is on all the bicycle routes which go over the ferry to Surry County.
Williamsburg Premium Outlets - there are a couple different outlet plazas in Williamsburg but this is the biggest and best.
All routes are contained in the HBC Ride With GPS Club account. Here is a direct link to this years routes on Ride With GPS. Routes are organized by starting location. The Powhatan Resorts is very convenient to many routes, especially those that explore Charles City and Surry Counties, as well as the Virginia Capital Trail.
In addition to a variety of routes starting from the Powhatan Resorts, also included are rides starting from the Jamestown Settlement, Chickahominy Riverfront Park, Chippokes Plantation State Park, Charles City, Colonial Williamsburg and Four Mile Creek Park. Routes from the Powhatan to these other starting locations are also included to enable you to combine routes if you like.
For those that have ordered a route book, they will be available upon check-in at the Powhatan. HERE is a pdf of the route book (minus the cover).