Title: Greenwood Vacation Packages & Trips 2026 from CA $695 | Expedia.ca [Hotels in Greenwood](https://expedia.ca/Greenwood-Hotels.d6353665.Travel-Guide-Hotels)[Vacation Rentals in Greenwood](https://expedia.ca/Greenwood-Vacation-Rentals.d6353665.Travel-Guide-VacationRentals)[Things to do in Greenwood](https://expedia.ca/Things-To-Do-In-Greenwood.d6353665.Travel-Guide-Activities)[Greenwood Car Rentals](https://expedia.ca/Car-Rentals-In-Greenwood.d6353665.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Greenwood 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 Greenwood Vacation Amazing adventures await when you reserve a vacation package to Greenwood. Whether you're a foodie, art buff or just a traveler who appreciates new places, there's something for everyone in this lively city. You'll want to do some exploring during your trip to Greenwood. Carve out some time for famous attractions like [Veritas Vineyard and Winery](https://www.expedia.ca/Veritas-Vineyard-And-Winery-Afton.d6093181.Vacation-Attraction), [King Family Vineyards](https://www.expedia.ca/King-Family-Vineyards-Crozet.d6208338.Vacation-Attraction) and [Afton Mountain Vineyards](https://www.expedia.ca/Afton-Mountain-Vineyards-Afton.d553248621532658244.Vacation-Attraction). Don't delay exploring this city any longer. The perfect Greenwood vacation is just a few clicks away with Expedia. ## Top Greenwood Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Round Hill Inn](https://images.trvl-media.com/lodging/1000000/540000/538600/538582/549cb4ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Round Hill Inn CA $695 per person Mar 20 - Mar 22 found 1 day ago Roundtrip flight included Montreal (YMQ) to Charlottesville (CHO) 9.4/10 Exceptional! (676 reviews) Wonderful little Gem in orange. The lady at the front desk was so nice and very helpful in checking us in. We had a two night stay and it was wonderful. Room was very clean and quiet. We felt very safe the entire trip. There was still a lot of snow on the ground which added to the beauty of this place. Would definitely recommend. Reviewed on Feb 8, 2026 ![Mayhurst Inn](https://images.trvl-media.com/lodging/3000000/2160000/2152200/2152117/4eec44bc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mayhurst Inn CA $729 per person Mar 20 - Mar 22 found 1 day ago Roundtrip flight included Montreal (YMQ) to Charlottesville (CHO) 9.2/10 Wonderful! (288 reviews) A perfect spot with the delicious breakfast. Highly recommend staying here. Reviewed on Sep 4, 2025 ![Inn and Tavern at Meander](https://images.trvl-media.com/lodging/30000000/29990000/29990000/29989913/a001e7f2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn and Tavern at Meander CA $742 per person Mar 20 - Mar 22 found 1 day ago Roundtrip flight included Montreal (YMQ) to Charlottesville (CHO) 9.2/10 Wonderful! (152 reviews) I stayed in the Summer Kitchen and it was so cozy and comfy, just what i was looking for. Only issue was that the jets in the bathtub didn't work, and when I drained the tub, water came up in the shower. But it wasn't a big deal. It was spacious, and quiet and full of antique treasures. Very cool. Reviewed on Jan 22, 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_6353665) ## Ready to book your vacation to Greenwood? Choose your dates ## Greenwood Hotel Deals ![English Inn of Charlottesville](https://images.trvl-media.com/lodging/13000000/12380000/12372000/12371944/a0bf784d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### English Inn of Charlottesville 2000 Morton Drive Charlottesville VA Fully refundableReserve now, pay when you stay CA $126 CA $149 total Feb 18 - Feb 19 includes taxes & fees 9.2/10 Wonderful! (2,716 reviews) Great all the way around. Only flaw was one elevator button light was out (1 inside the car). Reviewed on Feb 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=12371944&PinnedHotelID=12371944&HadPinnedHotel=true®ionId=6353665) ![Omni Charlottesville Hotel](https://images.trvl-media.com/lodging/1000000/30000/21600/21589/39d36ee6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni Charlottesville Hotel 212 Ridge McIntire Rd Charlottesville VA Fully refundableReserve now, pay when you stay CA $206 CA $235 total Feb 22 - Feb 23 includes taxes & fees 9.2/10 Wonderful! (1,000 reviews) Gorgeous hotel. Clean and attractive room. Surrounding shopping and dining is fantastic. Had a lovely brunch on site. Reviewed on Feb 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=21589&PinnedHotelID=21589&HadPinnedHotel=true®ionId=6353665) ![Graduate by Hilton Charlottesville](https://images.trvl-media.com/lodging/1000000/20000/18600/18522/5dba0fe7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Graduate by Hilton Charlottesville 1309 W Main St Charlottesville VA Fully refundable CA $160 CA $183 total Feb 23 - Feb 24 includes taxes & fees 9/10 Wonderful! (31 reviews) The room was clean and beautiful The staff was amazing Barry in the Valet parking area was so helpful Sean at the Front Desk was always friendly and courteous Tim who I think usually works at the coffee bar , but he was working at the bar on 2nd floor on 2/6 was so friendly and very helpful when ... Reviewed on Feb 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=18522&PinnedHotelID=18522&HadPinnedHotel=true®ionId=6353665) [See all 1,589 properties in Greenwood](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F02%2F2026&endDate=18%2F02%2F2026®ionId=6353665) 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) ### What to do in Greenwood ![Blue Ridge Parkway Bundle](https://mediaim.expedia.com/localexpert/47424635/e747fbdf-9fe0-482b-911d-12645246395c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Blue Ridge Parkway Self-Guided Audio Tour Bundle CA $33 per traveller [](https://expedia.ca/things-to-do/blue-ridge-parkway-self-guided-audio-tour-bundle.a47424635.activity-details) ![Shenandoah National Park Self-Guided Driving Audio Tour](https://mediaim.expedia.com/localexpert/5066297/1f266f9b-f03d-4876-806a-2a9705814289.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Shenandoah National Park Self-Guided Driving Audio Tour CA $23 per traveller **100%** of travellers recommend [](https://expedia.ca/things-to-do/shenandoah-national-park-self-guided-driving-audio-tour.a5066297.activity-details) ![Shenandoah Lake](https://mediaim.expedia.com/localexpert/47415968/ffaf144c-664b-4d45-9bf0-3ac119bef216.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Blue Ridge Parkway Virginia Self-Guided Audio Tour CA $18 per traveller [](https://expedia.ca/things-to-do/blue-ridge-parkway-virginia-self-guided-audio-tour.a47415968.activity-details) [See all activities in Greenwood](https://expedia.ca/things-to-do/search?rid=6353665) ## 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