Wayside Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Wayside

Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
100 S 12th St, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is S$238 per night from 1 Sept to 2 Sept
S$238
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,170 reviews)
"Everything is perfect for our short stay. Quiet & friendly team members"

Reviewed on 18 Aug, 2025

Omni Richmond Hotel
The Jefferson Hotel

The Jefferson Hotel

5 out of 5
101 West Franklin Street, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is S$426 per night from 1 Sept to 2 Sept
S$426
1 Sept - 2 Sept
includes taxes & fees
9.8/10 Exceptional! (1,002 reviews)
"Room was great!"

Reviewed on 18 Aug, 2025

The Jefferson Hotel
Studio 6 Richmond, VA - Airport

Studio 6 Richmond, VA - Airport

2 out of 5
580 Trampton Road, Sandston, VA
Fully refundableReserve now, pay when you stay
The price is S$114 per night from 5 Sept to 6 Sept
S$114
5 Sept - 6 Sept
includes taxes & fees
8.6/10 Excellent! (236 reviews)
"Great for contractors and employees"

Reviewed on 18 Aug, 2025

Studio 6 Richmond, VA - Airport
See all 514 properties in Wayside
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.

What to do in Wayside

Full-Day Tour in Washington DC

Full-Day Tour in Washington DC

S$161
per adult
Full-Day Tour in Washington DC
Colonial Williamsburg: Colonial History Guided Walking Tour

Colonial Williamsburg: Colonial History Guided Walking Tour

S$32
per adult
100% of travellers recommend
Colonial Williamsburg: Colonial History Guided Walking Tour
Get ready to travel back in time as our tours transport you to pivotal moments in history.

Colonial Ghosts Ultimate Dead of Night Haunted Ghost Tour

S$35
per adult
90% of travellers recommend
Colonial Ghosts Ultimate Dead of Night Haunted Ghost Tour
See all activities in Wayside

Frequently asked questions

How much does a Wayside holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday 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 reduced prices and better availability in January, February and June. Check out our cheap Wayside holiday packages and you could land some great off-season deals.
How many days is enough for Wayside?
The ideal duration of your Wayside holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to visit all the main sights and discover some hidden spots along the way.
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 holiday as a package?
Expedia holiday 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 customised Wayside holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to Wayside?

  1. Choose your travel dates: What you want to do in Wayside and your preferred season will help you decide when to get away.
  2. Plan your budget wisely: On top of the cost of your accommodation, you'll need to factor in other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Wayside.
  3. Decide your trip length: Consider how much time you want to spend exploring Wayside. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Wayside holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.