Title: Winston - Salem Vacation Packages & Trips 2026/2026 from CA $850 | Expedia.ca [Winston - Salem Travel Guide](https://expedia.ca/Winston-Salem.dx602969)[Hotels in Winston - Salem](https://expedia.ca/Winston-Salem-Hotels.d602969.Travel-Guide-Hotels)[Vacation Rentals in Winston - Salem](https://expedia.ca/Winston-Salem-Vacation-Rentals.d602969.Travel-Guide-VacationRentals)[Flights to Winston - Salem](https://expedia.ca/Cheap-Flights-To-Winston-Salem.d602969.Travel-Guide-Flights)[Things to do in Winston - Salem](https://expedia.ca/Things-To-Do-In-Winston-Salem.d602969.Travel-Guide-Activities)[Winston - Salem Car Rentals](https://expedia.ca/Car-Rentals-In-Winston-Salem.d602969.Car-Rental-Guide) ![](https://images.trvl-media.com/place/602969/51663bd4-118f-488a-9b81-7b4a15a6063c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winston - Salem Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Visit Winston Salem - ## 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 ## Top Winston - Salem Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Historic Magnolia House](https://images.trvl-media.com/lodging/73000000/72470000/72464600/72464524/5580fe60_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Historic Magnolia House CA $850 per person Feb 25 - Feb 27 found 20 hours ago Roundtrip flight included Calgary (YYC) to Greensboro (GSO) 6/10 (2 reviews) ![Hotel Denim](https://images.trvl-media.com/lodging/10000000/9680000/9674800/9674787/c57a0ab8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Denim CA $943 per person Feb 14 - Feb 17 found 1 day ago Roundtrip flight included Calgary (YYC) to Greensboro (GSO) 9/10 Wonderful! (1,015 reviews) Everything was wonderful! It is a very cute place. It was clean. The staff was very friendly. The bagel and coffee in the morning was a very nice touch. Reviewed on Dec 5, 2025 ![O.Henry Hotel](https://images.trvl-media.com/lodging/1000000/210000/200700/200643/c925edd0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### O.Henry Hotel CA $919 per person Feb 25 - Feb 27 found 20 hours ago Roundtrip flight included Calgary (YYC) to Greensboro (GSO) 9.8/10 Exceptional! (724 reviews) Nice place to Stay in Greensboro, NC. I didn’t anticipate the country club warm vibe in a Metropolitan area. Reviewed on Dec 6, 2025 ![Proximity Hotel](https://images.trvl-media.com/lodging/2000000/1730000/1725300/1725222/69182f7e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Proximity Hotel CA $1,003 per person Feb 25 - Feb 27 found 20 hours ago Roundtrip flight included Calgary (YYC) to Greensboro (GSO) 9.6/10 Exceptional! (879 reviews) Very nice stay for 25th Anniversary. Reviewed on Dec 6, 2025 ![Hyatt Place Greensboro/Downtown](https://images.trvl-media.com/lodging/32000000/31710000/31708900/31708841/dcd4cbb8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Greensboro/Downtown Downtown Greensboro CA $875 per person Feb 25 - Feb 27 found 20 hours ago Roundtrip flight included Calgary (YYC) to Greensboro (GSO) 8.8/10 Excellent! (977 reviews) Room was very clean. The staff was awesome! Everything we needed. Reviewed on Nov 15, 2025 ## Ready to book your vacation to Winston - Salem? Choose your dates ## Winston - Salem Hotel Deals ![Hawthorne Inn and Conference Center](https://images.trvl-media.com/lodging/1000000/200000/190500/190495/da4ccf2c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hawthorne Inn and Conference Center 420 High St Winston-Salem NC Fully refundableReserve now, pay when you stay CA $89 CA $100 total Dec 17 - Dec 18 includes taxes & fees 8.2/10 Very Good! (1,003 reviews) It was a good stay for a 3rd shift worker Reviewed on Dec 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F12%2F2025&endDate=18%2F12%2F2025&selected=190495&PinnedHotelID=190495&HadPinnedHotel=true®ionId=602969) ![Courtyard by Marriott Winston-Salem University](https://images.trvl-media.com/lodging/1000000/10000/8000/7930/a6c41252_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Winston-Salem University 3111 University Pkwy Winston-Salem NC Fully refundableReserve now, pay when you stay CA $119 CA $134 total Dec 15 - Dec 16 includes taxes & fees 8.4/10 Very Good! (760 reviews) Excellent, helpful staff, great location, clean and comfortable room Reviewed on Nov 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=15%2F12%2F2025&endDate=16%2F12%2F2025&selected=7930&PinnedHotelID=7930&HadPinnedHotel=true®ionId=602969) ![Hampton Inn & Suites Winston-Salem Downtown](https://images.trvl-media.com/lodging/33000000/32610000/32608600/32608579/044d0b30_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Winston-Salem Downtown 235 North Cherry Street Winston-Salem NC Fully refundableReserve now, pay when you stay CA $107 CA $121 total Dec 14 - Dec 15 includes taxes & fees 9/10 Wonderful! (630 reviews) Yes it was Reviewed on Dec 5, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F12%2F2025&endDate=15%2F12%2F2025&selected=32608579&PinnedHotelID=32608579&HadPinnedHotel=true®ionId=602969) [See all 602 properties in Winston - Salem](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F12%2F2025&endDate=10%2F12%2F2025®ionId=602969) 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 Winston - Salem ![Bowman Gray Stadium](https://mediaim.expedia.com/destination/2/fcf1e71b0b750a1a4fb325503ae6bec9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bowman Gray Stadium Catch an event at Bowman Gray Stadium during your trip to Winston-Salem. Amble around this family-friendly area's lush forest or attend a sporting event. [](https://expedia.ca/Bowman-Gray-Stadium-Winston-Salem.d6066213.Vacation-Attraction) #### Wake Forest University Baptist Medical Center Though Wake Forest University Baptist Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Winston-Salem while you are here. [](https://expedia.ca/Wake-Forest-University-Baptist-Medical-Center-Winston-Salem.d6066217.Vacation-Attraction) #### Tanglewood Park Explore the great outdoors at Tanglewood Park, a lovely green space in Clemmons. Attend a sporting event or simply enjoy the local cheese shops while you're in the area. [](https://expedia.ca/Tanglewood-Park-Clemmons.d6066221.Vacation-Attraction) ## Frequently asked questions ### Can I cancel my flight booking to Winston - Salem due to COVID-19? ### What's the best way to find cheap flights to Winston - Salem that have flexible change policies? ### What are some of the general tips for travelers to Winston - Salem during the COVID-19 outbreak? > - Before you lock in a flight, find out if any travel bans or restrictions apply — in both your destination and origin. Stay informed with the latest updates by reviewing government and airport websites. > - You must wear a face mask throughout your travel experience, even at screening checkpoints. Be prepared to lower your mask for ID verification when asked. > - Rather than handing a TSA officer your boarding pass, position it straight on the scanner yourself. Then, hold it up for inspection. > - TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will need to be removed from your bag and presented for screening. > - To minimize handling during the screening process, put items such as your phone, keys and wallet into your carry-on rather than into the bins. > - Transport your food items in a clear plastic bag and also put them in a screening bin. Keeping your food separate from your carry-on means it's less likely a TSA agent will need to open and touch your bag for inspection. ### Which airlines fly to Winston - Salem? ### How can I find cheap tickets to Winston - Salem? ### How much is a flight to Winston - Salem? ### How many airlines fly to Winston - Salem? ### Which airlines fly to Winston - Salem? ### How many nonstop flights are there to Winston - Salem? ### Where are the most popular flights to Winston - Salem departing from? ### How long is the flight to Winston - Salem Airport? ### How to book the cheapest flight to Winston - Salem? ### How to survive the flight to Winston - Salem? > - A plane ride can be easy if you've got all the right gear. First things first, you'll need basic toiletry items, such as a toothbrush and lip balm, a fresh change of clothes and a magazine or two. Secondly, make room in your carry-on bag for your mobile phone, a charger, your important medications and maybe a proper neck pillow too. Lastly, don't forget to bring your passport, travel docs and some cash. > - Put all your full-sized bottles of hair gel and hairspray in your checked baggage. Any liquids or gels in your carry-on bag larger than 3.4 ounces (100 milliliters) will be confiscated by authorities. Pointed or sharp objects, like your precious Swiss Army knife, and dangerous goods which are flammable or explosive, such as spray paint, flares and fuels, are also restricted. > - The aisles of your aircraft are no fashion runway. Don comfortable layers and remember to bring a cardigan as it can get chilly inside the cabin during long-haul flights. Closed-toed, flat shoes are always a good idea too. > - Most travelers are aware of DVT (deep vein thrombosis), a blood clotting condition caused by long periods of inactivity. There are plenty of ways to reduce your risk. Wear a pair of compression tights or socks, stay hydrated and move your legs and feet. Wander around the cabin or try out some simple stretches in your seat. ### How to get through airport security fast when flying to Winston - Salem? > - Airport security personnel first need to see that you have a valid ID and boarding pass before anything else. Have them ready for inspection. > - The X-ray machine is up next. Remove anything on you that is likely to set off the scanner's alarm. This includes things like headphones or earphones, as well as heavy coats or jackets. They'll all need to go on the X-ray conveyor belt. > - For just a few moments, you'll have to unplug from technology. Your phone, laptop and any other electronics must also be sent through the scanner. > - Want to bring along your favorite perfume? No problem. As long as the volume is no larger than 3.4 ounces (100 milliliters) and it's stored in a clear zip-lock bag, you're allowed to bring it with you in your carry-on. > - It's also likely that you'll need to remove your shoes to be X-rayed, so wearing slip-on shoes is always a smart idea. > - Sharp or pointed objects (like knives and scissors) are not allowed on board. 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Koury Convention Center ](https://www.expedia.ca/Joseph-S-Koury-Convention-Center-Greensboro.d6247628.Vacation-Attraction) - [Liberty Vacations ](https://www.expedia.ca/Liberty.d177482.Destination-Travel-Guides) - [Love Valley Vacations ](https://www.expedia.ca/Love-Valley.d553248634999425798.Destination-Travel-Guides) - [Mayo River State Park ](https://www.expedia.ca/Mayo-River-State-Park-Mayodan.d553248621532657737.Vacation-Attraction) - [Mccrary Park ](https://www.expedia.ca/McCrary-Park-Asheboro.d6179727.Vacation-Attraction) - [Medaloni Cellars and Vinyards ](https://www.expedia.ca/Medaloni-Cellars-And-Vinyards-Lewisville.d553248621532657550.Vacation-Attraction) - [North Carolina Zoo ](https://www.expedia.ca/North-Carolina-Zoo-Asheboro.d6179759.Vacation-Attraction) - [Pilot Mountain Vacations ](https://www.expedia.ca/Pilot-Mountain.d177443.Destination-Travel-Guides) - [Richard Childress Vineyards ](https://www.expedia.ca/Richard-Childress-Vineyards-Lexington.d553248621532657507.Vacation-Attraction) - [Salisbury National Cemetery ](https://www.expedia.ca/Salisbury-National-Cemetery-Salisbury.d553248621532657499.Vacation-Attraction) - [Snow Camp Vacations ](https://www.expedia.ca/Snow-Camp.d3000450925.Destination-Travel-Guides) - [Tanglewood Park ](https://www.expedia.ca/Tanglewood-Park-Clemmons.d6066221.Vacation-Attraction) - [Wake Forest University Baptist Medical Center ](https://www.expedia.ca/Wake-Forest-University-Baptist-Medical-Center-Winston-Salem.d6066217.Vacation-Attraction) - [Car rentals near Wake Forest University Baptist Medical Center ](https://www.expedia.ca/Car-Rentals-In-Wake-Forest-University-Baptist-Medical-Center.d6066217.Car-Rental-Guide) - [Car rental Winston-Salem ](https://www.expedia.ca/Car-Rentals-In-Winston-Salem.d1605.Car-Rental-Guide) - [Economy Car Rentals in Winston-Salem ](https://www.expedia.ca/Economy-Car-Rentals-In-Winston-Salem.d1605-tEconomy.Car-Rental-Guide-Class) - [Things to do in Winston-Salem ](https://www.expedia.ca/Things-To-Do-In-Winston-Salem.d1605.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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