Title: Kent Vacation Packages & Trips 2026 from CA $550 | Expedia.ca [Hotels in Kent](https://expedia.ca/Kent-Hotels.d121233.Travel-Guide-Hotels)[Vacation Rentals in Kent](https://expedia.ca/Kent-Vacation-Rentals.d121233.Travel-Guide-VacationRentals)[Kent Car Rentals](https://expedia.ca/Car-Rentals-In-Kent.d121233.Car-Rental-Guide) ![](https://images.trvl-media.com/place/121233/e8da8112-b351-4e59-acf3-9e7d33a08bf3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Kent Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Richard Miska - ## 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 Kent Vacation When a city getaway is calling, answer it with a Kent vacation package. The neighborhood of Washington, which is good for nature, history and views, makes a fantastic base for your adventures. A trip to Kent is a wonderful opportunity to see the sights. Be sure to stop by big-name attractions such as [Kent Falls State Park](https://www.expedia.ca/Kent-Falls-State-Park-Cornwall-Bridge.d6232405.Vacation-Attraction), [Lake Waramaug State Park](https://www.expedia.ca/Lake-Waramaug-State-Park-Kent.d553248621561735287.Vacation-Attraction) and [Macedonia Brook State Park](https://www.expedia.ca/Macedonia-Brook-State-Park-Kent.d553248621559724909.Vacation-Attraction). A couple of quick clicks is all it takes to build your ideal Kent vacation on Expedia. ## Top Kent Vacation Deals Price found within the past 48 hours. Click for updated prices. ![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 $550 per person Apr 25 - Apr 27 found 21 hours ago Roundtrip flight included Toronto (YTO) to Newburgh (SWF) 8.2/10 Very Good! (691 reviews) it was great room and i would go back Reviewed on Jan 14, 2026 ![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 $640 per person Apr 16 - Apr 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Newburgh (SWF) 8.6/10 Excellent! (1,002 reviews) Easy check in, clean and smoke free, friendly staff, nice rooms, hot breakfast; would stay again!!!! Reviewed on Jan 20, 2026 ![Caldwell House Bed & Breakfast](https://images.trvl-media.com/lodging/6000000/5120000/5112000/5111988/fdae1673_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Caldwell House Bed & Breakfast CA $1,819 per person Apr 25 - May 1 found 1 hour ago Roundtrip flight included Toronto (YYZ) to Newburgh (SWF) 9/10 Wonderful! (474 reviews) Great place to stay. Wonderful breakfasts. Gracious and warm hospitality. Reviewed on May 28, 2024 ![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Hotel & Suites Chester by IHG CA $783 per person Apr 16 - Apr 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Newburgh (SWF) 8.4/10 Very Good! (1,003 reviews) Everything was perfect Reviewed on Feb 6, 2026 ![Holiday Inn Express & Suites Montgomery by IHG](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/98944f60_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express & Suites Montgomery by IHG CA $864 per person May 1 - May 5 found 4 hours ago Roundtrip flight included Toronto (YYZ) to Newburgh (SWF) 8.8/10 Excellent! (786 reviews) Very clean and generously sized room. Staff was very courteous and helpful Reviewed on Jan 21, 2026 ## Ready to book your vacation to Kent? Choose your dates ## Kent Hotel Deals ![The Kent Collection - The Firefly Inn](https://images.trvl-media.com/lodging/118000000/117880000/117878700/117878697/d01cbbb2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Kent Collection - The Firefly Inn 88 N Main St Kent CT CA $388 CA $447 total Feb 19 - Feb 20 includes taxes & fees 10/10 Exceptional! (2 reviews) Would like tohave had a chair in the room. All else excellent. Reviewed on Oct 22, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F02%2F2026&endDate=20%2F02%2F2026&selected=117878697&PinnedHotelID=117878697&HadPinnedHotel=true®ionId=121233) ![Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/d1cdaed7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection 522 Heritage Rd Southbury CT Fully refundableReserve now, pay when you stay CA $162 CA $209 total Feb 8 - Feb 9 includes taxes & fees 8.4/10 Very Good! (1,004 reviews) The place was very nice. Was surprised that there was a resort fee. I thought our reservation was all inclusive. Reviewed on Jan 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=35389&PinnedHotelID=35389&HadPinnedHotel=true®ionId=121233) ![La Quinta Inn & Suites by Wyndham Danbury](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Danbury 116 Newtown Road Danbury CT Fully refundableReserve now, pay when you stay CA $146 CA $168 total Mar 1 - Mar 2 includes taxes & fees 8.2/10 Very Good! (1,000 reviews) Parking was very easy… unfortunately we overslept so we didn’t had breakfast 😓 Reviewed on Jan 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=15069&PinnedHotelID=15069&HadPinnedHotel=true®ionId=121233) [See all 762 properties in Kent](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=121233) 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) ### Discover the most popular places to visit in Kent ![macedonia ridge trail kent connecticut](https://images.trvl-media.com/place/553248621559724909/d8a6d8cd-ad18-4673-848e-ce6ecca71656.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Macedonia Brook State Park You can take time to visit Macedonia Brook State Park during your travels to Kent. Wander the parks or discover the area's waterfalls. [](https://expedia.ca/Macedonia-Brook-State-Park-Kent.d553248621559724909.Vacation-Attraction) #### Morrison Gallery You can spend time exploring the galleries in Morrison Gallery in Kent. Discover the waterfalls while you're in the area. [](https://expedia.ca/Morrison-Gallery-Kent.d553248621561735304.Vacation-Attraction) ## 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