Title: Pinecrest Vacation Packages & Trips 2026 from CA $864 | Expedia.ca [Hotels in Pinecrest](https://expedia.ca/Pinecrest-Hotels.d553248635975870168.Travel-Guide-Hotels)[Vacation Rentals in Pinecrest](https://expedia.ca/Pinecrest-Vacation-Rentals.d553248635975870168.Travel-Guide-VacationRentals)[Pinecrest Car Rentals](https://expedia.ca/Car-Rentals-In-Pinecrest.d553248635975870168.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) # Pinecrest 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 Pinecrest Vacation Our vacation packages to Pinecrest let you customize your own adventure. Tailor your journey to your style and interests and make every moment count in this exciting city. Make your trip to Pinecrest even more fun by going sightseeing. [Richard Childress Vineyards](https://www.expedia.ca/Richard-Childress-Vineyards-Lexington.d553248621532657507.Vacation-Attraction), [The Candy Factory](https://www.expedia.ca/The-Candy-Factory-Lexington.d553248621532657506.Vacation-Attraction) and [Lexington Golf Club](https://www.expedia.ca/Lexington-Golf-Club-Lexington.d553248621554160437.Vacation-Attraction) are some of the most popular attractions worth exploring. Your ultimate Pinecrest vacation is just clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style. ## Top Pinecrest Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Holiday Inn Express Hotel & Suites High Point South by IHG](https://images.trvl-media.com/lodging/2000000/1080000/1077200/1077176/c1451887_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Hotel & Suites High Point South by IHG CA $864 per person Mar 27 - Mar 29 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Greensboro (GSO) 8.8/10 Excellent! (757 reviews) Even with snow storm… all went smoothly. Great breakfast Reviewed on Feb 1, 2026 ![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 $999 per person Mar 27 - Mar 29 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Greensboro (GSO) 9.6/10 Exceptional! (879 reviews) Clean room, amenities, good food Reviewed on Jan 31, 2026 ![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 $1,096 per person Mar 27 - Mar 29 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Greensboro (GSO) 9.8/10 Exceptional! (724 reviews) Green Valley Grill is fantastic, the hotel has charm, love it! Reviewed on Jan 18, 2026 ![Hyatt Place Greensboro](https://images.trvl-media.com/lodging/1000000/30000/27800/27773/05752b00_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Greensboro CA $918 per person Mar 27 - Mar 29 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Greensboro (GSO) 7.8/10 Good! (1,001 reviews) Great staff and room Reviewed on Jan 1, 2026 ![Hampton Inn & Suites Burlington, NC](https://images.trvl-media.com/lodging/2000000/1540000/1532700/1532631/e199401a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn & Suites Burlington, NC CA $879 per person Mar 27 - Mar 29 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Greensboro (GSO) 9.2/10 Wonderful! (858 reviews) The room was clean and the bed was comfortable. There were many choices for breakfast and it was really good. Everyone was super nice! Reviewed on Jan 27, 2026 ## Ready to book your vacation to Pinecrest? Choose your dates ## Pinecrest 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 $122 CA $138 total Mar 4 - Mar 5 includes taxes & fees 8.4/10 Very Good! (1,012 reviews) Good Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=04%2F03%2F2026&endDate=05%2F03%2F2026&selected=190495&PinnedHotelID=190495&HadPinnedHotel=true®ionId=553248635975870168) ![The Historic Brookstown Inn, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/30000/26500/26487/98220637_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Historic Brookstown Inn, Trademark Collection by Wyndham 200 Brookstown Ave Winston-Salem NC Fully refundableReserve now, pay when you stay CA $159 CA $180 total Feb 15 - Feb 16 includes taxes & fees 9.4/10 Exceptional! (1,002 reviews) Amazing room and atmosphere, beautiful hotel and amenities!!! Reviewed on Jan 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=26487&PinnedHotelID=26487&HadPinnedHotel=true®ionId=553248635975870168) ![La Quinta Inn & Suites by Wyndham Winston-Salem](https://images.trvl-media.com/lodging/1000000/290000/287500/287478/8634b3e9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Winston-Salem 2020 Griffith Rd Winston-Salem NC Fully refundableReserve now, pay when you stay CA $99 CA $112 total Feb 18 - Feb 19 includes taxes & fees 7.6/10 Good! (41 reviews) Room was clean. Beds were comfortable. Staff was nice. Disappointed that by 9 am there was nothing left for breakfast. The Village Tavern was a wonderful food and atmosphere experience!! Reviewed on Jan 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=287478&PinnedHotelID=287478&HadPinnedHotel=true®ionId=553248635975870168) [See all 542 properties in Pinecrest](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=553248635975870168) 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 Pinecrest ![An interesting cave with historical links. View a video overview of the cave here: https://www.hdcarolina.com/episode/boones-cave](https://images.trvl-media.com/place/553248621532657504/d64c1623-1cb5-47ba-b7b4-7ead582ee42e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boone's Cave Park Explore the great outdoors at Boone's Cave Park, a lovely green space in Lexington. While in this family-friendly area, you can savor the wineries and restaurants. [](https://expedia.ca/Boones-Cave-Park-Lexington.d553248621532657504.Vacation-Attraction) #### Richard Childress Vineyards You can enjoy a tasting or tour at Richard Childress Vineyards during your travels to Lexington. Stroll along this family-friendly area's lakeside, or simply enjoy its wineries. [](https://expedia.ca/Richard-Childress-Vineyards-Lexington.d553248621532657507.Vacation-Attraction) ## 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