Title: Montgomery Vacation Packages & Trips 2025/2026 from CA $546 | Expedia.ca [Hotels in Montgomery](https://expedia.ca/Montgomery-Hotels.d8728.Travel-Guide-Hotels)[Vacation Rentals in Montgomery](https://expedia.ca/Montgomery-Vacation-Rentals.d8728.Travel-Guide-VacationRentals)[Things to do in Montgomery](https://expedia.ca/Things-To-Do-In-Montgomery.d8728.Travel-Guide-Activities)[Montgomery Car Rentals](https://expedia.ca/Car-Rentals-In-Montgomery.d8728.Car-Rental-Guide) ![](https://images.trvl-media.com/place/8728/d5b50f96-b364-4937-ab55-555e72199f5b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Montgomery Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by ViajandoconAna Rustrian - ## 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 Montgomery Vacation The vibrant city of Montgomery is calling. Discover its highlights and hidden gems with a Montgomery vacation package that's customized to you. A trip to Montgomery is a terrific opportunity to sightsee. Be sure to visit big-name attractions such as [Angry Orchard](https://www.expedia.ca/Angry-Orchard-Walden.d553248635998039554.Vacation-Attraction), [Thomas Bull Memorial Park](https://www.expedia.ca/Thomas-Bull-Memorial-Park-Campbell-Hall.d553248621555565638.Vacation-Attraction) and [Orange County Arboretum](https://www.expedia.ca/Orange-County-Arboretum-Campbell-Hall.d553248621558786501.Vacation-Attraction). Whoever you're going away with and whether your budget is big or small, your dream Montgomery vacation is just a few clicks away with Expedia. ## Top Montgomery Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sleep Inn & Suites Middletown - Goshen CA $546 per person Dec 12 - Dec 15 found 1 day ago Roundtrip flight included Toronto (YYZ) to Newburgh (SWF) 8.4/10 Very Good! (1,031 reviews) My husband and I stayed at this property for one night. Very clean and spacious, exactly what we were looking for! Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YYZ&Destination=SWF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16700177&paandie=true&dealMarker=MN5QZfshemPtK6uIoOZH5L08HAHrEcHPmB7JGIapizg37d0f9X4Joncp3nJZ0cw0) ![Courtyard by Marriott Newburgh Stewart Airport](https://images.trvl-media.com/lodging/1000000/50000/42700/42673/7494afa4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Courtyard by Marriott Newburgh Stewart Airport CA $694 per person Dec 19 - Dec 22 found 24 hours ago Roundtrip flight included Toronto (YYZ) to Newburgh (SWF) 8.2/10 Very Good! (679 reviews) Property clean rooms clean front desk the Best Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-22/?FromAirport=YYZ&Destination=SWF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=42673&paandie=true&dealMarker=urO5r2JJkCVJXmbVkXT_ou93AuaQSBtm9Sued9jf6045mFTKjN6oeyPZ0uSzKFEo) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen CA $649 per person Jan 1 - Jan 4 found 1 day ago Roundtrip flight included Toronto (YYZ) to Newburgh (SWF) 9.4/10 Exceptional! (857 reviews) Friendly staff. Clean and quiet. A few restaurant options near by. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-04/?FromAirport=YYZ&Destination=SWF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4098&paandie=true&dealMarker=MN5QZfshemPtK6uIoOZH5Nw1BQa2-ntLUDpRALw4R-TS2NDS4sksJEN6NZJDMSRJ) ![Howard Johnson by Wyndham Newburgh/West Point](https://images.trvl-media.com/lodging/1000000/10000/7700/7652/8a35f36a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Howard Johnson by Wyndham Newburgh/West Point CA $611 per person Dec 24 - Dec 28 found 17 hours ago Roundtrip flight included Toronto (YTO) to Newburgh (SWF) 6/10 (1,009 reviews) Don't rely on breakfast Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YTO&Destination=SWF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=7652&paandie=true&dealMarker=urO5r2JJkCVJXmbVkXT_omo2zCpXfbuE-XYiOM2E7Y_rorGKUpZyVFd_m0AbLj_b) ![The Crossroads Hotel, Newburgh](https://images.trvl-media.com/lodging/1000000/20000/14500/14410/5440914b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Crossroads Hotel, Newburgh CA $691 per person Dec 20 - Dec 23 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Newburgh (SWF) 7.4/10 Good! (557 reviews) This hotel doesn’t offer breakfast and also a good connection to the WiFi Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-20/2025-12-23/?FromAirport=YOW&Destination=SWF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14410&paandie=true&dealMarker=MN5QZfshemPtK6uIoOZH5JkdM4jaPINjx2U73PwI8KMjBD_aTtPnfBN_CAEQWFkl) ## Ready to book your vacation to Montgomery? Choose your dates ## Montgomery Hotel Deals ![Holiday Inn Express & Suites Montgomery by IHG](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/98944f60_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express & Suites Montgomery by IHG 2105 Route 208, Montgomery, NY Fully refundable CA $134 CA $156 total Nov 9 - Nov 10 includes taxes & fees 8.6/10 Excellent! (771 reviews) "Location to venue we were attending. Room size was perfect and clean! Would definitely stay there again." Reviewed on Oct 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=7814618&PinnedHotelID=7814618&HadPinnedHotel=true®ionId=8728) ![Super 8 by Wyndham Montgomery Maybrook](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/7ac7ec53_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Super 8 by Wyndham Montgomery Maybrook 207 Montgomery Rd, Montgomery, NY Fully refundableReserve now, pay when you stay CA $116 CA $131 total Nov 16 - Nov 17 includes taxes & fees 6.2/10 (1,004 reviews) "Staff Registration person excellent. Aged property-Some furniture needs replacement. Clean bed and bathroom. Typical Super 8 property. Close to I 84. EZ off and on." Reviewed on Sep 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=855538&PinnedHotelID=855538&HadPinnedHotel=true®ionId=8728) ![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Kartrite Resort & Indoor Waterpark 555 Resorts World Drive, Monticello, NY CA $168 CA $279 total Oct 19 - Oct 20 includes taxes & fees 8/10 Very Good! (1,751 reviews) "It is a beautiful place to be with family. The room was clean." Reviewed on Oct 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=31681637&PinnedHotelID=31681637&HadPinnedHotel=true®ionId=8728) [See all 1,210 properties in Montgomery](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=8728) 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 Montgomery ![Beacon: Gourmet Beacon Food Tour](https://mediaim.expedia.com/localexpert/47933744/d5ebdd94-14f3-458e-99ae-cec1b149c342.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Beacon: Gourmet Beacon Food Tour CA $183 per adult [](https://expedia.ca/things-to-do/beacon-gourmet-beacon-food-tour.a47933744.activity-details) ![Taste the Hudson Valley with Gourmet Beacon Food Tour](https://mediaim.expedia.com/localexpert/47114856/926eef72-6f52-48c0-b208-d6928c05807f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Taste the Hudson Valley with Gourmet Beacon Food Tour CA $186 per adult [](https://expedia.ca/things-to-do/taste-the-hudson-valley-with-gourmet-beacon-food-tour.a47114856.activity-details) [See all activities in Montgomery](https://expedia.ca/things-to-do/search?rid=8728) ## 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 ![QR code to download the app](data:image/png;base64,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)