Wayside Vacations from $333
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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
Price found within the past 48 hours. Click for updated prices.
Westgate Historic Williamsburg Resort
Midtown
$745
per person
Dec 27 - Jan 1
found 8 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Richmond (RIC)
8.6/10 Excellent! (1,000 reviews)
the staff, the building/facilities itself, and cleanliness were great
two things that could use some work though:
water took a long time to get warm and didn't stay warm all the time
television even when watching regular "live TV" often froze and needed to load/buffer
Reviewed on Oct 2, 2026
What to do in Wayside
Virginia: speakeasy-themed murder mystery dinner at King ́s C
$60
per adult
Wayside Hotel Deals
The Jefferson Hotel
101 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
$315 nightly
$366 total
Oct 18 - Oct 19
Total with taxes and fees
9.8/10 Exceptional! (1,002 reviews)
"I have never stayed at the Jefferson before, so I was knocked out by the room, the service, and the quality of everything. We had in-suite dining and were highly impressed by both the food and the promptness of delivery. The parking staff, bell hops, and doormen were outstanding. We were mightily ..."
Reviewed on Oct 13, 2026
Graduate by Hilton Richmond
301 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
$147 nightly
$171 total
Oct 19 - Oct 20
Total with taxes and fees
Omni Richmond Hotel
100 S 12th St Richmond VA
Fully refundableReserve now, pay when you stay
$151 nightly
$176 total
Nov 8 - Nov 9
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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 |
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Frequently asked questions
How much does a Wayside vacation package cost?
Offering excellent value package deals from $333 on Expedia, you'll be thrilled with how little a vacation to Wayside costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Wayside?
You can typically find lower rates and better availability in November, December and January. Explore our cheap Wayside vacation packages and you could get some great off-season discounts.
How many days is enough for Wayside?
With a well-planned itinerary, you can easily visit the most popular Wayside attractions in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, consider booking your Wayside vacation for longer.
How to find the best Wayside package deals?
Finding a cheap Wayside package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Wayside package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Wayside vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still have the freedom to create a customized Wayside vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Wayside?
Secure incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Wayside adventure.
Does Expedia offer Book Now, Pay Later Wayside vacation packages?
Your Wayside getaway should be a relaxing escape from your busy life, not a source of money-related stress. So to give you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
