
Wayside Vacations from $555
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Your Wayside Vacation
When a city escape is calling your name, answer it with a vacation package to Wayside. With all your travel needs taken care of before you go, all you need to do here is concentrate on having the time of your life. Make your trip to Wayside even more exciting by including some sightseeing. Shirley Plantation, Berkeley Plantation and Historic Westover are among the major attractions you'll want to explore. Don't delay your visit to this city any longer. Your dream Wayside vacation is a few clicks away with Expedia.
The Latest Wayside vacation packages

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort
Reviewed on Jan 13, 2026

Griffin Hotel, an official Colonial Williamsburg Hotel
Reviewed on Mar 8, 2026

Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort
Reviewed on Feb 8, 2026

Graduate by Hilton Richmond
Reviewed on Mar 12, 2026

Kingsmill Resort
Reviewed on Mar 6, 2026
Discover the most popular places to visit in Wayside

Shirley Plantation
You can spend an afternoon browsing the exhibits at Shirley Plantation during your trip to Charles City. While in this family-friendly area, you can savor the top-notch restaurants.

Berkeley Plantation
You can learn about the history of Charles City with a visit to Berkeley Plantation. While in this family-friendly area, you can savor the top-notch restaurants.
Sherwood Forest Plantation
Learn about the local history of Charles City when you take a trip to Sherwood Forest Plantation. Amble around the area's gardens or visit its shops.
What to do in Wayside

Williamsburg: Colonial Ghosts Haunted Pub Crawl

Colonial Ghosts: Ghostly Whispers of Williamsburg Ghost Tour

Williamsburg: Secrets of Williamsburg Walking Tour
Wayside Hotel Deals

Omni Richmond Hotel
The Omni Richmond Hotel is a well-located downtown hotel known for its convenient access to restaurants, historic sites, and the Shockoe Slip area. The rooms are generally comfortable
Reviewed on Mar 12, 2026

Graduate by Hilton Richmond
Terrible
Reviewed on Mar 12, 2026

The Jefferson Hotel
1) Dodgy area. not sure I would walk the area at night. View from my room looked out on a graffiti covered building across a parking lot. Be prepared for ambulances and sirens blasting at least 2 or 3 times during the night. 2) rooms are all different, but my room was...less than optimal. The bed ...
Reviewed on Mar 9, 2026
Find the Best Wayside Vacation Packages
Wayside Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Richmond Intl. Airport (RIC) |
Top Sights | Piney Grove at Southalls Plantation, Evelynton Plantation and Kittiewan Plantation |



















