Title: Gilsum Vacation Packages & Trips 2026 from CA $643 | Expedia.ca [Hotels in Gilsum](https://expedia.ca/Gilsum-Hotels.d3000446973.Travel-Guide-Hotels)[Vacation Rentals in Gilsum](https://expedia.ca/Gilsum-Vacation-Rentals.d3000446973.Travel-Guide-VacationRentals)[Gilsum Car Rentals](https://expedia.ca/Car-Rentals-In-Gilsum.d3000446973.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) # Gilsum 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 Gilsum Vacation With a Gilsum vacation package, say goodbye to endless planning and hello to stress-free adventure. Every detail of your escape has been taken care of before you depart, so you can enjoy each moment discovering this fantastic city. Make your trip to Gilsum even more exciting by going sightseeing. [Granite Gorge](https://www.expedia.ca/Granite-Gorge-Keene.d553248621587477427.Vacation-Attraction), [Brentwood Golf Course](https://www.expedia.ca/Brentwood-Golf-Course-Keene.d553248621556282420.Vacation-Attraction) and [Walpole Mountain View Winery](https://www.expedia.ca/Walpole-Mountain-View-Winery-Walpole.d553248621532666945.Vacation-Attraction) are some of the major attractions worth exploring. Your dream Gilsum vacation is a couple of clicks away. Browse hotels, flights and more on Expedia for an adventure that's tailored to suit your style. ## Top Gilsum Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/4c998aa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Latchis Hotel CA $643 per person Jun 19 - Jun 22 found 12 hours ago Roundtrip flight included Toronto (YYZ) to Springfield (VSF) 8.6/10 Excellent! (853 reviews) If you love retro/vintage/history/ quiet and pet friendly this place is wonderful for a short stay and lowkey weekend. So many cool local businesses and delicious food. We went for a show at the stone church- walking distance from hotel! And everything we could have needed was easily accessible. They have a bar downstairs and a movie theatre in the hotel! All rooms have record players and vinyls to play with more available. Big rooms. “Dated” but it’s keeping with the retro style- very clean and neat. Only negatives were the parking lot (really small but we got a spot! There’s plenty of on street parking and a nearby parking garage as well). Staff was so friendly and helpful! This would be a great “staycation” or mom night away as well. Stop at some of the amazing thrift/vintage/2nd hand stores for books, music, clothes and more. If you’re a crafter, Bobbins’and Skeins and Beadnik are great places to take a look at. I’d definitely come back! Reviewed on Mar 30, 2026 ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/c3cb22fe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Shire Woodstock CA $1,244 per person May 16 - May 23 found 3 hours ago Roundtrip flight included Toronto (YYZ) to Springfield (VSF) 8.8/10 Excellent! (914 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 ![The Vesper ](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/0ba93825_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Vesper CA $1,238 per person May 17 - May 24 found 3 hours ago Roundtrip flight included Toronto (YYZ) to Springfield (VSF) 9.2/10 Wonderful! (57 reviews) Uniqueness of rooms, breakfast options and walking distance to so many great spots! Reviewed on Feb 18, 2026 ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Woodstock Inn & Resort CA $3,174 per person May 17 - May 24 found 3 hours ago Roundtrip flight included Toronto (YYZ) to Springfield (VSF) 9.2/10 Wonderful! (567 reviews) Amazing restaurant and attentive staff Reviewed on Mar 4, 2026 ![Jackson Gore Village, A Vail Resorts Property](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Jackson Gore Village, A Vail Resorts Property Jackson Gore Base Area CA $1,185 per person May 16 - May 23 found 3 hours ago Roundtrip flight included Toronto (YYZ) to Springfield (VSF) 8.6/10 Excellent! (847 reviews) No inflatable mattress offered anymore. Reviewed on Mar 18, 2026 ## Ready to book your vacation to Gilsum? Choose your dates ## Gilsum Hotel Deals ![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/05f7e3bc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Colonial Motel And Spa 889 Putney Rd Brattleboro VT Fully refundableReserve now, pay when you stay CA $132 CA $145 total Apr 22 - Apr 23 includes taxes & fees 6.8/10 (1,001 reviews) The pictures an description are nothing what is at this motel. The pool was moldy and the kids couldn’t have fun. The room was old, dirty and the door didn’t close. Reviewed on Apr 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F04%2F2026&endDate=23%2F04%2F2026&selected=1070729&PinnedHotelID=1070729&HadPinnedHotel=true®ionId=3000446973) ![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Keene Hotel 401 Winchester St Keene NH Fully refundableReserve now, pay when you stay CA $214 CA $233 total Apr 16 - Apr 17 includes taxes & fees 8.4/10 Very Good! (1,001 reviews) One of the better franchise hotels I've stayed at for this price point. Reviewed on Mar 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=15916&PinnedHotelID=15916&HadPinnedHotel=true®ionId=3000446973) ![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/10a69b41_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Covered Bridge Inn 1043 Putney Road Brattleboro VT Fully refundableReserve now, pay when you stay CA $98 CA $108 total Apr 14 - Apr 15 includes taxes & fees 7.6/10 Good! (1,001 reviews) The rrooms were clean, shower was great. Hallways dark, parking lot not to much lighting. There is no breakfast just coffee. Reviewed on Mar 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=27661353&PinnedHotelID=27661353&HadPinnedHotel=true®ionId=3000446973) [See all 383 properties in Gilsum](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F04%2F2026&endDate=06%2F04%2F2026®ionId=3000446973) 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