Title: South Woodstock Vacation Packages 2026 from $463 | Expedia.com [South Woodstock Travel Guide](https://expedia.com/South-Woodstock.dx6149659)[Hotels in South Woodstock](https://expedia.com/South-Woodstock-Hotels.d6149659.Travel-Guide-Hotels)[Vacation Rentals in South Woodstock](https://expedia.com/South-Woodstock-Vacation-Rentals.d6149659.Travel-Guide-VacationRentals)[Flights to South Woodstock](https://expedia.com/Cheap-Flights-To-South-Woodstock.d6149659.Travel-Guide-Flights)[Car Rentals in South Woodstock](https://expedia.com/Car-Rentals-In-South-Woodstock.d6149659.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6149659/6448d351-3188-4fc5-8deb-8fd9cb2661e8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South Woodstock Vacations from $463 ## Book a Hotel + Flight or Car together to unlock savings ## Your South Woodstock Vacation When you book a vacation package to South Woodstock, you can relax and enjoy your getaway knowing your travel plans are under control. Discover the wonders of this amazing city while staying in a neighborhood like West Bridgewater, which is good for skiing. You'll want to do a little exploring during your trip to South Woodstock. Don't miss famous attractions like [Billings Farm and Museum](https://www.expedia.com/Billings-Farm-And-Museum-Woodstock.d6175222.Vacation-Attraction), [Marsh-Billings-Rockefeller National Historical Park](https://www.expedia.com/Marsh-Billings-Rockefeller-National-Historical-Park-Woodstock.d6115922.Vacation-Attraction) and [Woodstock Town Hall Theatre](https://www.expedia.com/Woodstock-Town-Hall-Theatre-Woodstock.d6329612.Vacation-Attraction). That dream South Woodstock vacation is a few clicks away. Explore accommodations, flights and more on Expedia for a getaway that's tailored to suit your travel style. ## The Latest South Woodstock vacation packages Price found within the past 48 hours. Click for updated prices. ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### North Star Lodge and Resort $463 per person May 13 - May 17 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Rutland (RUT) 8.6/10 Excellent! (1,001 reviews) Yes, staff members were helpful and friendly. Reviewed on Feb 26, 2026 ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Shire Woodstock $596 per person May 13 - May 17 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Springfield (VSF) 8.8/10 Excellent! (881 reviews) Woodstock is a magical place! We love staying at the Shire! They really make it feel like home! So cozy! The staff is very friendly and accommodating! We will always stay at the Shire! Reviewed on Jan 30, 2026 ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG $489 per person May 13 - May 17 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Lebanon (LEB) 9/10 Wonderful! (774 reviews) The room was clean but the plumbing in the bathrooms is so outdated and needs replacement. We love staying at this place and this was our first time at Bennington. It looks upgraded compared to Hanover and was really well done. Reviewed on Feb 19, 2026 ![Jackson Gore Village](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Jackson Gore Village Jackson Gore Base Area $578 per person May 13 - May 17 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Springfield (VSF) 8.6/10 Excellent! (834 reviews) Clean, staff was great. Reviewed on Dec 23, 2025 Don't see what you're looking for? See all available trips from Columbus to South Woodstock [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-27/2026-04-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=VSF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](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.com/deals?rfrr=PKG_SPRING_PROMO_6149659) ## South Woodstock Hotel Deals ![Kedron Valley Inn](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/7e388eb9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kedron Valley Inn 4778 South Road South Woodstock VT $168 nightly $185 total Mar 1 - Mar 2 Total with taxes and fees 9/10 Wonderful! (333 reviews) Nice pla e, well maintained, inn itswlf is fantastic. Reviewed on Feb 22, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=4603194&PinnedHotelID=4603194&HadPinnedHotel=true®ionId=6149659) ![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn Rutland - Killington 19 Allen St Rutland VT Fully refundableReserve now, pay when you stay $132 nightly $145 total Mar 22 - Mar 23 Total with taxes and fees 8/10 Very Good! (1,003 reviews) Nice front desk staff. Pretty good breakfast. Reviewed on Feb 24, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=4621&PinnedHotelID=4621&HadPinnedHotel=true®ionId=6149659) ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Killington Mountain Lodge, Tapestry Collection by Hilton 2617 Killington Rd Killington VT Fully refundableReserve now, pay when you stay $204 nightly $225 total Mar 4 - Mar 5 Total with taxes and fees 7.4/10 Good! (1,003 reviews) The staff was really accommodating especially Jess at the front desk. My wife was in pain and she was able to get us an early check in which was so helpful for us. Besides that the hot tub was excellent and the rest of the staff were super friendly. Reviewed on Feb 27, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=103640&PinnedHotelID=103640&HadPinnedHotel=true®ionId=6149659) [See all 2,653 properties in South Woodstock](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F28%2F2026&endDate=3%2F1%2F2026®ionId=6149659) 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. ## Find the Best South Woodstock Vacation Packages ## South Woodstock Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Lebanon Municipal Airport (LEB) | | Max Temp Winter | 30ºF | | Max Temp Summer | 75ºF | | Top Sights | [Mt Ascutney State Park](https://www.expedia.com/Mt-Ascutney-State-Park-Vermont.d6175264.Vacation-Attraction), [Saskadena Six Ski Area](https://www.expedia.com/Suicide-Six-Ski-Area-Woodstock.d6115924.Vacation-Attraction) and [Harpoon Brewery](https://www.expedia.com/Harpoon-Brewery-Windsor.d553248635975913439.Vacation-Attraction) | ## More vacations 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](https://www.expedia.com/Things-To-Do-In-Woodstock.d10868.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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