Title: Pawling Vacation Packages & Trips 2026 from CA $1,367 | 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 $1,367 per person Jun 8 - Jun 14 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 8.2/10 Very Good! (1,032 reviews) Room small but clean. Staff were great, friendly and helpful. Reviewed on Mar 21, 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 $1,812 per person Jun 19 - Jun 21 found 8 hours ago Roundtrip flight included Toronto (YYZ) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,000 reviews) Excellent staff, clean room, fantastic onsite restaurants. Reviewed on Mar 10, 2026 ![Arthouse Hotel New York City](https://images.trvl-media.com/lodging/1000000/20000/12200/12117/0e6cbb94_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arthouse Hotel New York City Manhattan CA $1,662 per person Jun 8 - Jun 14 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,843 reviews) Wish there were fridges in all of the rooms. Front desk were super polite and helpful. Reviewed on Mar 25, 2026 ![Park Central Hotel New York](https://images.trvl-media.com/lodging/1000000/10000/4200/4164/cb48c512_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Central Hotel New York Manhattan CA $1,569 per person Jun 8 - Jun 14 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 7.6/10 Good! (3,962 reviews) The carpet stunk other than that good. Reviewed on Mar 25, 2026 ![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/136f5a69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza New York Times Square Manhattan CA $2,576 per person Jun 8 - Jun 14 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (2,931 reviews) Very clean room, amazing staff! They were extremely polite and quick to check in! The cleaning staff was great and friendly and everyone there seemed to enjoy their jobs which makes for a great environment! Will definitely stay again, the only downside is parking which is out of their control. I highly recommend staying and getting a room with a view! Reviewed on Mar 24, 2026 ## Ready to book your vacation to Pawling? Choose your dates ## Pawling Hotel Deals ![Station Inn Pawling](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/1f1a24f6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Station Inn Pawling 7 Memorial Avenue Pawling NY CA $178 CA $202 total Apr 23 - Apr 24 includes taxes & fees 9/10 Wonderful! (188 reviews) We’ve stayed at Station Inn several times and have always enjoyed our stay. Very homey and convenient location. Reviewed on Jan 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F04%2F2026&endDate=24%2F04%2F2026&selected=20155827&PinnedHotelID=20155827&HadPinnedHotel=true®ionId=6278767) ![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 $114 CA $131 total Apr 12 - Apr 13 includes taxes & fees 7.8/10 Good! (1,006 reviews) Location Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%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 $246 CA $283 total Mar 29 - Mar 30 includes taxes & fees 9.2/10 Wonderful! (1,000 reviews) Room insulation was extremely poor for a remolded hotel You could hear everything from floor to floor and room to room Even the sweeking beds when they are F…ing It was disrespectful discussing and poorly designed If you have children in the room what do you say the noise was ???? Do not book if ... Reviewed on Mar 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=16263812&PinnedHotelID=16263812&HadPinnedHotel=true®ionId=6278767) [See all 826 properties in Pawling](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F03%2F2026&endDate=27%2F03%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