Title: All inclusive Vacations in Winston - Salem 2026/2026 | Expedia.ca ![](https://images.trvl-media.com/place/602969/51663bd4-118f-488a-9b81-7b4a15a6063c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winston - Salem All inclusive Vacations ## 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 ## Flight and All inclusive hotel deals in Winston - Salem Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Greensboro Airport](https://images.trvl-media.com/lodging/1000000/180000/180000/179947/82545d4c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Greensboro Airport CA $704 per person Feb 25 - Feb 27 found 5 hours ago Roundtrip flight included Calgary (YYC) to Greensboro (GSO) 8.8/10 Excellent! (817 reviews) clean room, friendly staffs, decent gym. sink is slow even after service called and billing system is not smooth -- front desk had to manually override using my hilton membership to get my supposedly paid breakfast covered. I'm giving a 4-star due to friendly help from staffs, otherwise a 3 star at most. 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 5 hours ago Roundtrip flight included Calgary (YYC) to Greensboro (GSO) 9.8/10 Exceptional! (724 reviews) Room was spacious, clean and well appointed. The staff at the O'Henry are very courteous and attentive. When in Greensboro NC it is the best place to stay. Reviewed on Dec 5, 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 5 hours ago Roundtrip flight included Calgary (YYC) to Greensboro (GSO) 9.6/10 Exceptional! (879 reviews) Great experience from check in to evening meal, room facilities, gym and can’t forget the amazing breakfast before a pleasant check out. Will definitely come back if I’m in the area again. Reviewed on Dec 2, 2025 ![Marriott Greensboro Downtown](https://images.trvl-media.com/lodging/1000000/30000/28400/28374/505b8ec3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Greensboro Downtown Downtown Greensboro CA $1,011 per person Feb 25 - Feb 27 found 5 hours ago Roundtrip flight included Calgary (YYC) to Greensboro (GSO) 8.6/10 Excellent! (1,002 reviews) We thought overall the property and room was nice. However, I had reserved a room with a “roll” in shower because my husband is handicapped and can’t step over a tub edge. We were given room with tub. An outlet in our room was hanging by wires near bed. Room service food arrived cold. Then when we checked the hotel held TWICE the amount of my CC for our two night stay, that is unacceptable. Reviewed on Dec 6, 2025 Don't see what you're looking for? See all available trips from Columbus to Winston - Salem [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GSO&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Embark on an unforgettable all-inclusive trip to Winston - Salem including airfare with Expedia #### What are some benefits of booking an all-inclusive vacation? When you opt for an all-inclusive vacation to Winston - Salem, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget. #### Can I book all-inclusive packages with airfare and meals? Yes, all-inclusive vacation packages are readily available for Winston - Salem, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 0\. #### Why should I book Winston - Salem vacations that are all inclusive and adults only? Adults-only stays in Winston - Salem are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find. #### Can I book all-inclusive packages? Yes, all-inclusive packages are fairly standard in Winston - Salem. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive. #### Can I book cheap all-inclusive trips to Winston - Salem? If you're looking to save, you'll find a wide range of prices available, ranging from CA $704\. By booking your accommodations and flight together, you may be able to enjoy savings of up to 0\. Be sure to sort your search results by price to list the cheapest options first. #### What should I look for when booking a 5-star all-inclusive vacation in Winston - Salem? If you've implemented the 5-star filter when searching for your all-inclusive vacation in Winston - Salem, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group. #### What should I consider when booking Winston - Salem vacation packages that are all inclusive for the family? The most important thing to consider for all-inclusive family vacations to Winston - Salem is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Winston - Salem's nightlife. #### How can I find the best deals on all-inclusive vacations in Winston - Salem? You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters. #### Can I book an all-inclusive package that is fully refundable? Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify. #### Why should I book an all-inclusive vacation with Expedia? Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts. ## More vacations you might like ![](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) ### Top All inclusive Vacation Destinations > - [All inclusive vacations in Cozumel ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180033/Cozumel) > - [All inclusive vacations in Huatulco ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/553248621532629965/Huatulco) > - [All inclusive vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/179995/Cancun) > - [All inclusive vacations in Isla Mujeres ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/7925/Isla-Mujeres) > - [All inclusive vacations in Puerto Escondido ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/2918/Puerto-Escondido) > - [All inclusive vacations in Riviera Maya ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/602901/Riviera-Maya) > - [All inclusive vacations in Riviera Nayarit ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6085040/Riviera-Nayarit) > - [All inclusive vacations in Cabo San Lucas ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180032/Los-Cabos) > - [All inclusive vacations in Puerto Vallarta ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180016/Puerto-Vallarta) > - [All inclusive vacations Mazatlan ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180011/Mazatlan) > - [All inclusive vacations in Isla Holbox ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6046459/Isla-Holbox) > - [All inclusive vacations in Playa Mujeres ](https://www.expedia.ca/Playa-Mujeres.d6053874.Destination-Travel-Guides) > - [All inclusive vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/88/Jamaica) > - [All inclusive vacations in Montego Bay ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180106/Montego-Bay) > - [All inclusive vacations in Negril ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/2543/Negril) > - [All inclusive vacations in Ocho Rios ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/553248635209673480/Ocho-Rios) > - [All inclusive vacations in Runaway Bay ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/9336/Runaway-Bay) > - [All inclusive vacations in Whitehouse ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6227055/Whitehouse) > - [All inclusive vacations in Punta Cana ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/601906/Punta-Cana) > - [All inclusive vacations in Puerto Plata ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6048790/Puerto-Plata) > - [All inclusive vacations in La Romana ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6203604/La-Romana) > - [All inclusive vacations in Santo Domingo ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180024/Santo-Domingo) > - [All inclusive vacations in Samaná ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6046772/Samana) > - [All inclusive vacations in Sosúa ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/601998/Sosua) > - [All inclusive vacations in the Dominican Republic ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/50/Dominican-Republic) ## More Vacations Ideas [Flights to Winston - Salem ](https://expedia.ca/Cheap-Flights-To-Winston-Salem.d602969.Travel-Guide-Flights)[ Winston - Salem Hotels ](https://expedia.ca/Winston-Salem-Hotels.d602969.Travel-Guide-Hotels)[ Winston - Salem Vacation Rentals ](https://expedia.ca/Winston-Salem-Vacation-Rentals.d602969.Travel-Guide-VacationRentals)[ Winston - Salem Car Rentals ](https://expedia.ca/Car-Rentals-In-Winston-Salem.d602969.Car-Rental-Guide)[ Winston - Salem Vacations ](https://expedia.ca/Winston-Salem.d602969.Destination-Travel-Guides)[ Things to do in Winston - Salem ](https://expedia.ca/Things-To-Do-In-Winston-Salem.d602969.Travel-Guide-Activities) \* 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