Title: Wayside Vacation Packages & Trips 2026 from CA $891 | Expedia.ca [Hotels in Wayside](https://expedia.ca/Wayside-Hotels.d553248635975846903.Travel-Guide-Hotels)[Vacation Rentals in Wayside](https://expedia.ca/Wayside-Vacation-Rentals.d553248635975846903.Travel-Guide-VacationRentals)[Wayside Car Rentals](https://expedia.ca/Car-Rentals-In-Wayside.d553248635975846903.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Wayside Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### 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](https://www.expedia.ca/Shirley-Plantation-Charles-City.d553248621532661617.Vacation-Attraction), [Berkeley Plantation](https://www.expedia.ca/Berkeley-Plantation-Charles-City.d553248621532661619.Vacation-Attraction) and [Historic Westover](https://www.expedia.ca/Historic-Westover-Charles-City.d553248621532661622.Vacation-Attraction) 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. ## Top Wayside Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hilton Vacation Club The Historic Powhatan Williamsburg](https://images.trvl-media.com/lodging/1000000/870000/864100/864071/683f098a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Vacation Club The Historic Powhatan Williamsburg CA $891 per person Apr 9 - Apr 13 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 9/10 Wonderful! (3,188 reviews) The washer was broken, but the dryer worked. I also went to use one of the spare blankets they leave in the closet and once I unfolded it, a bunch of pieces of used up + bloody tissues came out. Other than those two things, it was a pretty nice stay. Reviewed on Jan 30, 2026 ![Griffin Hotel, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/14000000/13500000/13499000/13498945/56adda1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Griffin Hotel, an official Colonial Williamsburg Hotel Colonial Williamsburg CA $1,178 per person Apr 9 - Apr 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 8.8/10 Excellent! (765 reviews) Great hotel, bathroom was was out dated Reviewed on Feb 2, 2026 ![Hilton Vacation Club Greensprings Williamsburg](https://images.trvl-media.com/lodging/1000000/870000/863100/863025/3f11083f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Vacation Club Greensprings Williamsburg CA $1,033 per person Apr 9 - Apr 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 8.4/10 Very Good! (1,004 reviews) Staff was very helpful and griendly. Rooms were very clean and spacious only wish there were a gew more poys an serving dishes Reviewed on Feb 9, 2026 ![Vacation Village At Williamsburg](https://images.trvl-media.com/lodging/1000000/1000000/994900/994848/cfc6b534_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Vacation Village At Williamsburg CA $924 per person Apr 9 - Apr 13 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 8.8/10 Excellent! (1,922 reviews) Yes it was spacious and beautiful Reviewed on Feb 2, 2026 ![Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort](https://images.trvl-media.com/lodging/1000000/10000/5200/5105/223b911c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort CA $987 per person Apr 9 - Apr 13 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 8.8/10 Excellent! (427 reviews) Staff was very helpful and friendly. The room was very clean and comfortable. My kids loved the game room and pool! We would absolutely stay here again. Reviewed on Feb 8, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248635975846903) ## Ready to book your vacation to Wayside? Choose your dates ## Wayside Hotel Deals ![Omni Richmond Hotel](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni Richmond Hotel 100 S 12th St Richmond VA Fully refundableReserve now, pay when you stay CA $206 CA $239 total Mar 1 - Mar 2 includes taxes & fees 9/10 Wonderful! (1,332 reviews) The room is clean and comfortable. The location is great, love the easy access to Starbucks and Chick Fil A for quick bites and coffee right downstairs. Logging into free wifi a little tricky but quickly resolved. Reviewed on Feb 9, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=13817&PinnedHotelID=13817&HadPinnedHotel=true®ionId=553248635975846903) ![The Jefferson Hotel](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Jefferson Hotel 101 West Franklin Street Richmond VA Fully refundableReserve now, pay when you stay CA $402 CA $467 total Mar 8 - Mar 9 includes taxes & fees 9.8/10 Exceptional! (1,011 reviews) Beautiful property we visit often. Reviewed on Feb 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=9868548&PinnedHotelID=9868548&HadPinnedHotel=true®ionId=553248635975846903) ![Graduate by Hilton Richmond](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/88437c87_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Graduate by Hilton Richmond 301 West Franklin Street Richmond VA Fully refundableReserve now, pay when you stay CA $200 CA $232 total Feb 23 - Feb 24 includes taxes & fees 8.4/10 Very Good! (1,390 reviews) The bathroom was impressively clean! Love the unique decor of the halls, rooms and lobby! Walls are a bit on the thin side but luckily most neighbors were pretty quiet at night! Reviewed on Feb 9, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=17725982&PinnedHotelID=17725982&HadPinnedHotel=true®ionId=553248635975846903) [See all 582 properties in Wayside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F02%2F2026&endDate=16%2F02%2F2026®ionId=553248635975846903) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Wayside #### 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. [](https://expedia.ca/Sherwood-Forest-Plantation-Charles-City.d553248621532661623.Vacation-Attraction) ### What to do in Wayside ![Williamsburg: The Patriots Historical Walking Tour](https://mediaim.expedia.com/localexpert/45944024/6ba39f5b-a4e4-4089-b7d1-333da71e949e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Williamsburg: The Patriots Historical Walking Tour CA $34 per adult [](https://expedia.ca/things-to-do/williamsburg-the-patriots-historical-walking-tour.a45944024.activity-details) ![Get ready to travel back in time as our tours transport you to pivotal moments in history. ](https://mediaim.expedia.com/localexpert/1245743/0bd969c0-1431-4344-98fb-d8da47726b69.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Colonial Ghosts: Ghostly Whispers of Williamsburg Ghost Tour CA $30 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/colonial-ghosts-ghostly-whispers-of-williamsburg-ghost-tour.a1245743.activity-details) ![Williamsburg: Pirate Tour](https://mediaim.expedia.com/localexpert/47869026/0234ecfd-47c6-452d-9d0b-8cc94c7e0bfa.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Williamsburg: Pirate Tour CA $34 per adult [](https://expedia.ca/things-to-do/williamsburg-pirate-tour.a47869026.activity-details) [See all activities in Wayside](https://expedia.ca/things-to-do/search?rid=553248635975846903) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app