Title: Marlboro Vacation Packages & Trips 2026 from CA $1,185 | Expedia.ca [Hotels in Marlboro](https://expedia.ca/Marlboro-Hotels.d6056722.Travel-Guide-Hotels)[Vacation Rentals in Marlboro](https://expedia.ca/Marlboro-Vacation-Rentals.d6056722.Travel-Guide-VacationRentals)[Marlboro Car Rentals](https://expedia.ca/Car-Rentals-In-Marlboro.d6056722.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6056722/334d5249-13ca-4348-a0f6-e105ec61dce3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Marlboro 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 Marlboro Vacation Our vacation packages to Marlboro provide endless opportunities to indulge in new sights, sounds and sensations. And with all the finer details worked out, you can breathe easy and enjoy your city escape without a care in the world. Every good trip to Marlboro should include some sightseeing. Where to go first? [Southern Vermont Natural History Museum](https://www.expedia.ca/Southern-Vermont-Natural-History-Museum-Brattleboro.d553248621533117108.Vacation-Attraction) and [Honora Winery](https://www.expedia.ca/Honora-Winery-Brattleboro.d6225106.Vacation-Attraction) are key attractions. Expedia is here to help you escape the everyday. Tailor your vacation to Marlboro to suit your style of travel, whatever that may be! ## Top Marlboro Vacation Deals Price found within the past 48 hours. Click for updated prices. ![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 1 day 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 ![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 1 day 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 1 day 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 1 day ago Roundtrip flight included Toronto (YYZ) to Springfield (VSF) 9.2/10 Wonderful! (567 reviews) Always an Amazing time when we stay here. Property well maintained, staff is super friendly and the food here is above and beyond. Did I mention I got married here 👍👍 Reviewed on Apr 5, 2026 ![Okemo Mountain Lodging by Vail Resorts](https://images.trvl-media.com/lodging/33000000/32350000/32342000/32341945/05713f89_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Okemo Mountain Lodging by Vail Resorts Clock Tower Base Area CA $1,469 per person May 16 - May 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Springfield (VSF) 7.8/10 Good! (28 reviews) Stayed at this resort for 4 nights while biking in the Vermont area. At check I had reserved a condo without ac but it was in the 90’s and the person checking me in offered to move me to the Inn which had same room set up with Kitchen etc and AC - That was Great!!! After morning riding my husband spent a few hours working while I enjoyed the fitness center as well as indoor and outdoor pools. Very few people here during June. Reviewed on Jun 26, 2025 ## Ready to book your vacation to Marlboro? Choose your dates ## Marlboro Hotel Deals ![Colonel Williams Inn](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/22815dbf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Colonel Williams Inn 111 Staver Road Brattleboro VT CA $215 CA $237 total Apr 9 - Apr 10 includes taxes & fees [](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=16817080&PinnedHotelID=16817080&HadPinnedHotel=true®ionId=6056722) ![The Studio with a View. Bring your dog, too!](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/5805ee12_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Studio with a View. Bring your dog, too! Brattleboro VT CA $184 CA $378 total Apr 6 - Apr 7 includes taxes & fees 10/10 Exceptional! (2 reviews) Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : ) Reviewed on Jan 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=123525991&PinnedHotelID=123525991&HadPinnedHotel=true®ionId=6056722) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/d239029a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Downstreet, an Ascend Collection Hotel 40 Main St North Adams MA Fully refundable CA $195 CA $218 total May 3 - May 4 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) Great location. Within walking distance to MOCA, and a few restaurants that were open during our stay. The town is post industrial and post manufacturing. Walking around MOCA is a wonderful experience in itself as much of the history of the building and surrounding area comes alive and is fascinating.The ... Reviewed on Mar 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F05%2F2026&endDate=04%2F05%2F2026&selected=2943&PinnedHotelID=2943&HadPinnedHotel=true®ionId=6056722) [See all 1,592 properties in Marlboro](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=06%2F04%2F2026&endDate=07%2F04%2F2026®ionId=6056722) 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 Marlboro ![Vermont RT 100 Self Guided Driving Audio Tour](https://mediaim.expedia.com/localexpert/48988132/fc006ec3-5e60-4c71-81f0-c520c3a7c8ec.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Vermont RT 100 Self Guided Driving Audio Tour CA $23 per traveller [](https://expedia.ca/things-to-do/vermont-rt-100-self-guided-driving-audio-tour.a48988132.activity-details) ![Mindful Forest Escape: Rebalance, reflect and connect](https://mediaim.expedia.com/localexpert/44866473/67b40b8c-155a-4931-8453-ea766bc2f5d7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mindful Forest Escape: Rebalance, reflect and connect CA $130 per adult [](https://expedia.ca/things-to-do/mindful-forest-escape-rebalance.a44866473.activity-details) [See all activities in Marlboro](https://expedia.ca/things-to-do/search?rid=6056722) ## 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