Title: Pawling Vacation Packages & Trips 2026 from CA $1,118 | Expedia.ca [Hotels in Pawling](https://expedia.ca/Pawling-Hotels.d6278767.Travel-Guide-Hotels)[Vacation Rentals in Pawling](https://expedia.ca/Pawling-Vacation-Rentals.d6278767.Travel-Guide-VacationRentals)[Pawling Car Rentals](https://expedia.ca/Car-Rentals-In-Pawling.d6278767.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6278767/94e13aba-8a2e-4cf7-aa3e-3051ce7d8aec.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Pawling 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 Pawling Vacation Our vacation packages to Pawling give you countless opportunities to immerse yourself in new sights, sounds and flavors. And with all the travel planning taken care of, you can chill out and enjoy your city getaway in the way that you deserve. Love to explore your surroundings? [Thunder Ridge Ski Resort](https://www.expedia.ca/Thunder-Ridge-Ski-Resort-Patterson.d6087207.Vacation-Attraction), [Whaley Lake](https://www.expedia.ca/Whaley-Lake-Holmes.d553248621555565637.Vacation-Attraction) and [Lake Dutchess](https://www.expedia.ca/Lake-Dutchess-Holmes.d553248635976197011.Vacation-Attraction) are just three of the top-rated places to visit during your trip to Pawling. Whoever you're taking time off with and whatever your bank balance, your dream Pawling vacation is just a few clicks away with Expedia. ## Top Pawling Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Ridge Hotel](https://images.trvl-media.com/lodging/2000000/1790000/1785000/1784927/28d93ae4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ridge Hotel Manhattan CA $1,118 per person Jun 18 - Jun 21 found 5 hours ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 8.2/10 Very Good! (1,032 reviews) Great location, staff were friendly and I had no issues with the check in, and the roodto Only issue was AC was about 75-78F for the duration of the stay, no matter what settings I tried, it just wouldnt get cold in the room, if I stayed over summer it would be a real problem. Reviewed on Mar 31, 2026 ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/b1e6b86c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge CA $3,291 per person May 21 - May 26 found 1 day ago Roundtrip flight included Vancouver (YVR) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,000 reviews) Fantastic staycation! The spa was awesome and experience overall was solid. Would definitely stay here again! Reviewed on Mar 31, 2026 ![WestHouse New York](https://images.trvl-media.com/lodging/7000000/6470000/6468000/6467973/a11ba963_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### WestHouse New York Manhattan CA $1,689 per person May 10 - May 16 found 1 day ago Roundtrip flight included Montreal (YMQ) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,003 reviews) The staff was very friendly and the amenities were fantastic. Reviewed on Mar 30, 2026 ![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/183802ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fifth Avenue Hotel Manhattan CA $4,077 per person Jun 5 - Jun 12 found 19 hours ago Roundtrip flight included Montreal (YMQ) to Newark Liberty Intl. Airport (EWR) 9.6/10 Exceptional! (201 reviews) Absolutely everything. Amazingly appointed room, very friendly stafff. Reviewed on Mar 1, 2026 ![Interfaith 21](https://images.trvl-media.com/lodging/116000000/115480000/115476300/115476207/fd36e851_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Interfaith 21 Manhattan CA $1,373 per person Jun 12 - Jun 16 found 1 day ago Roundtrip flight included Montreal (YUL) to Newark Liberty Intl. Airport (EWR) 8.6/10 Excellent! (32 reviews) The room was very clean and staff super friendly! Recommended! Reviewed on Mar 20, 2026 ## Ready to book your vacation to Pawling? Choose your dates ## Pawling Hotel Deals ![Best Western Danbury/Bethel](https://images.trvl-media.com/lodging/1000000/10000/4900/4841/b09513bc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Danbury/Bethel 11 Stony Hill Road Bethel CT Fully refundableReserve now, pay when you stay CA $104 CA $119 total Apr 26 - Apr 27 includes taxes & fees 7.8/10 Good! (1,000 reviews) There is no option for breakfast. For someone allergic to dairy is extremely limited. Overall the place need a uplift. Almost got struck in the elevator. Reviewed on Mar 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F04%2F2026&endDate=27%2F04%2F2026&selected=4841&PinnedHotelID=4841&HadPinnedHotel=true®ionId=6278767) ![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/8667a2b4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Zero Degrees Danbury 15 Milestone Road Danbury CT Fully refundableReserve now, pay when you stay CA $249 CA $287 total Apr 5 - Apr 6 includes taxes & fees 9.2/10 Wonderful! (1,002 reviews) Parking safe & close. Great restaurant inside the hotel. Reviewed on Apr 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=16263812&PinnedHotelID=16263812&HadPinnedHotel=true®ionId=6278767) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Poughkeepsie 2361 South Rd Poughkeepsie NY Fully refundableReserve now, pay when you stay CA $166 CA $193 total Apr 16 - Apr 17 includes taxes & fees 9/10 Wonderful! (1,005 reviews) The breakfast menu was fresh and the coffee at all times was a nice perk. The staff at checkout was rude and even though we had asked for adjoining rooms, we were not provided that at check in. We were instead given rooms on opposite floors. There was something spilled on the side table and something ... Reviewed on Mar 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=1927088&PinnedHotelID=1927088&HadPinnedHotel=true®ionId=6278767) [See all 831 properties in Pawling](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026®ionId=6278767) 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 Pawling #### John Kane House Find out about the history of Pawling with a stop at John Kane House. While in this trendy area, you can savor the top-notch restaurants. [](https://expedia.ca/John-Kane-House-Pawling.d6258690.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