Title: Charlestown Vacation Packages & Trips 2026 from CA $1,176 | Expedia.ca [Hotels in Charlestown](https://expedia.ca/Charlestown-Hotels.d183558.Travel-Guide-Hotels)[Vacation Rentals in Charlestown](https://expedia.ca/Charlestown-Vacation-Rentals.d183558.Travel-Guide-VacationRentals)[Charlestown Car Rentals](https://expedia.ca/Car-Rentals-In-Charlestown.d183558.Car-Rental-Guide) ![](https://images.trvl-media.com/place/183558/9b219d89-29b3-4995-b437-b8a272d0a8ca.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Charlestown 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 Charlestown Vacation When a city break is calling your name, answer it with a vacation package to Charlestown. With all your travel arrangements taken care of before you go, all you need to do here is concentrate on enjoying yourself. When it's time to head out and explore, be sure to put [Vermont Country Store](https://www.expedia.ca/Vermont-Country-Store-Bellows-Falls.d553248621532666908.Vacation-Attraction) and [The Fort at No.4 Open Air Museum](https://www.expedia.ca/The-Fort-At-No4-Open-Air-Museum-Charlestown.d553248621532666924.Vacation-Attraction) on the itinerary for your trip to Charlestown. Stop dreaming and start doing. Check out the broad range of options on Expedia today and put your Charlestown vacation plans into action! ## Top Charlestown Vacation Deals Price found within the past 48 hours. Click for updated prices. ![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 CA $1,176 per person Mar 19 - Mar 26 found 1 day ago Roundtrip flight included Toronto (YYZ) to Lebanon (LEB) 9/10 Wonderful! (774 reviews) Big, clean, friendly, great Reviewed on Feb 6, 2026 ![Mountain Green Resort](https://images.trvl-media.com/lodging/122000000/121430000/121423100/121423013/473634af_edited_6bd7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mountain Green Resort CA $2,430 per person Mar 19 - Mar 26 found 1 day ago Roundtrip flight included Toronto (YYZ) to Rutland (RUT) No reviews Clean room, elevator broken and not enough bathroom towels. Reviewed on Dec 28, 2025 ![The Suites at Killington Center](https://images.trvl-media.com/lodging/122000000/121200000/121193900/121193871/668c2f83_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Suites at Killington Center CA $2,016 per person Mar 19 - Mar 26 found 1 day ago Roundtrip flight included Toronto (YYZ) to Rutland (RUT) No reviews ![The Mountain Top Inn & Resort](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/53dd6cd4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Mountain Top Inn & Resort CA $1,917 per person Mar 19 - Mar 26 found 1 day ago Roundtrip flight included Toronto (YYZ) to Rutland (RUT) 9/10 Wonderful! (93 reviews) Location is excellent. Room is dated. Reviewed on Jan 26, 2026 ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Woodstock Inn & Resort CA $2,287 per person Mar 19 - Mar 26 found 1 day ago Roundtrip flight included Toronto (YYZ) to Springfield (VSF) 9.2/10 Wonderful! (549 reviews) Excellent hotel, staff well trained. Reviewed on Jan 21, 2026 ## Ready to book your vacation to Charlestown? Choose your dates ## Charlestown Hotel Deals ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pointe at Castle Hill Resort 2940 State Route 103 Cavendish VT CA $192 CA $219 total Mar 9 - Mar 10 includes taxes & fees 8.8/10 Excellent! (970 reviews) Clean room! Great food! Reviewed on Jan 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F03%2F2026&endDate=10%2F03%2F2026&selected=1823093&PinnedHotelID=1823093&HadPinnedHotel=true®ionId=183558) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 485 Hotel Road Brownsville VT Fully refundable CA $176 CA $215 total Feb 8 - Feb 9 includes taxes & fees 8.8/10 Excellent! (789 reviews) Good rooms Reviewed on Jan 20, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=425171&PinnedHotelID=425171&HadPinnedHotel=true®ionId=183558) ![Hideaway Inn Mt.Sunapee](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hideaway Inn Mt.Sunapee 1403 New Hampshire Rte 103 Newbury NH CA $186 CA $202 total Feb 12 - Feb 13 includes taxes & fees 8.6/10 Excellent! (101 reviews) Love the no contact, online check in/out. We got the room number and code texted to us, so we could go straight in. The room was spacious enough for our equipment (two snowboards + gear) and clean. The bed was comfortable. I also appreciated the little coffee bar set up in the common area. Plus the ... Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F02%2F2026&endDate=13%2F02%2F2026&selected=120341253&PinnedHotelID=120341253&HadPinnedHotel=true®ionId=183558) [See all 1,503 properties in Charlestown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=183558) 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) ## 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