Title: Book the Best Middletown Hotels with smoking rooms in 2026 from CA $100 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d8864.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d8864.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.ca/Cheap-Flights-To-Middletown.d8864.Travel-Guide-Flights)[Things to do in Middletown](https://expedia.ca/Things-To-Do-In-Middletown.d8864.Travel-Guide-Activities)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d8864.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d8864.Destination-Travel-Guides) ![Route 17 in ny is a great road to view the fall foliage](https://images.trvl-media.com/place/8005/8b2c54c4-af30-4521-9b56-3bdf0a8d1a15.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Vincent Ramundo # Find Smoking Hotels in Middletown, NY from CA $100 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Middletown Hotels with smoking rooms Tonight [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-12-21&endDate=2025-12-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-12-22&endDate=2025-12-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown hotels with designated smoking areas ![BBQ/picnic area](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/747581be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1cbd6222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/cefa7296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Middletown - Goshen [](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) Middletown 8.6/10 Excellent (1004) "Love this hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $134 CA $158 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/9631af0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/903ceccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/da52c924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Harriman Woodbury [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) Central Valley 9.2/10 Wonderful (1014) "Great stay and room was very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emmanuel CA $135 CA $166 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/41b49dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/4070f19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/3b40d2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/9f488fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Monticello [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) Monticello 9.4/10 Exceptional (620) "Friendly staff, and room is big" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yujing CA $158 CA $178 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/5acfc319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/w5760h3835x0y5-98965903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/95f0eb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/709630fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Hunt's Landing Hotel Matamoras/Milford [](https://www.expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information) Matamoras 8.4/10 Very good (1001) "Was clean and staff was courteous " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Oneil CA $126 CA $137 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/6b6d035b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/1047d873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/51570973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point [](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) New Windsor 8.4/10 Very good (1005) "Love it, everytime we come this is the place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William [](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/debdefae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/e8396e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/4ea3828f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/61ae6b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn at Central Valley-Woodbury [](https://www.expedia.ca/Newburgh-Hotels-Americas-Best-Value-Inn-Central-Valley.h921510.Hotel-Information) Central Valley 7.2/10 Good (1000) "Room was perfect, motel in good location, excellent value" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $123 CA $151 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Americas-Best-Value-Inn-Central-Valley.h921510.Hotel-Information) ![7 bars/lounges](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/9db559da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/1bb15d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/a57b1b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/2696141a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alder at Resorts World Catskills [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) Monticello 8.2/10 Very good (204) "I love this hotel and the staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monica [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![Blackout drapes, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/771d3275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/945aae91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/d07e2b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/d51e63c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites Stewart Airport [](https://www.expedia.ca/Newburgh-Hotels-Homewood-Suites-Stewart-Airport.h1764709.Hotel-Information) New Windsor 9.2/10 Wonderful (1000) "Excellent room extremely clean and amazing and helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip CA $193 CA $218 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Homewood-Suites-Stewart-Airport.h1764709.Hotel-Information) ![Design Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/85000000/84170000/84161300/84161213/0dd25fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Room, 1 Double Bed, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/85000000/84170000/84161300/84161213/6f4faabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84170000/84161300/84161213/73ab946f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/85000000/84170000/84161300/84161213/a7fb94b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cobmin Ridge Motel [](https://www.expedia.ca/Branchville-Hotels-Cobmin-Ridge-Motel.h84161213.Hotel-Information) Branchville 8.8/10 Excellent (219) "Stay here twice a year when I’m in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $117 CA $131 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Branchville-Hotels-Cobmin-Ridge-Motel.h84161213.Hotel-Information) ![Free self parking](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/45d9ec54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/420a5df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/6a619585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/11731bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appalachian Motel [](https://www.expedia.ca/Vernon-Hotels-Appalachian-Motel.h9665655.Hotel-Information) Vernon 7.6/10 Good (515) "I would stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lyanlex CA $87 CA $100 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Vernon-Hotels-Appalachian-Motel.h9665655.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-04&endDate=2026-01-05®ionId=8864&adults=2&property_amenities_group_explore=designated_smoking_areas&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Middletown ### Discover top Middletown attractions Middletown, New York, offers a delightful blend of natural beauty and activities perfect for quality-seeking travellers. First, explore the vibrant Orange County Choppers Cafe, where motorbike enthusiasts can admire custom bikes while enjoying a hearty meal. For a taste of history, the historic Paramount Theatre showcases an array of performances, from concerts to films, set in a beautifully restored venue. Nature lovers will appreciate the scenic vistas at the nearby Wawayanda State Park, which boasts hiking trails and serene lakes ideal for family picnics and outdoor adventures. Don’t miss the Galleria at Crystal Run, a shopping haven featuring diverse retail options and eateries, perfect for indulging in some retail therapy. Finally, for a unique experience, the interactive Museum Village provides a glimpse into 19th-century life with its engaging exhibits and costumed interpreters. For a comfortable stay, the hotels in the heart of Middletown offer convenient access to these attractions while ensuring a pampered experience with attentive service. Enjoy spacious rooms and modern amenities, all while being just moments away from the town's bustling activities and natural attractions. ### Find the best hotels with smoking rooms in Middletown For smokers visiting Middletown, New York, these two hotels provide designated smoking areas along with comfortable accommodations and various amenities to enhance your stay. [**Hampton Inn by Hilton Middletown**](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) - **Why it's great for smokers:** The Hampton Inn by Hilton Middletown is an excellent choice for smokers, featuring designated smoking areas to ensure a comfortable experience. With an excellent traveler review rating of 8.6, this hotel combines convenience with welcoming amenities. Guests can enjoy a complimentary breakfast each day, as well as access to a refreshing pool for relaxation after a day of exploring the area. - **Other amenities:** In addition to its smoking-friendly offerings, the hotel provides various services for a pleasant stay, including free self-parking and accessible van parking. Guests can take advantage of the fitness centre to maintain their routine, while the hotel's terrace offers a pleasant outdoor space to unwind. Daily housekeeping services ensure a tidy environment, and the hotel also features premium bedding for a restful night’s sleep. For those travelling with pets, the hotel welcomes furry companions, making it a versatile option for all travelers. - **Nearby attractions:** Galleria at Crystal Run - 2.3 km, Highland Lakes State Park - 4.3 km [**Sleep Inn & Suites Middletown - Goshen**](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) - **Why it's great for smokers:** The Sleep Inn & Suites Middletown - Goshen caters to smokers with designated smoking areas, making it a great choice for those who prefer to light up during their stay. With a solid traveler review rating of 8.4, this hotel offers a comfortable and accommodating environment complemented by essential amenities. Guests can look forward to a complimentary breakfast that sets the tone for a pleasant day ahead. - **Other amenities:** In addition to its smoking provisions, the hotel features an indoor pool, perfect for relaxation and leisure. The 24-hour fitness facilities cater to health-conscious travelers, while the availability of in-room microwaves adds convenience for meal preparation. Daily housekeeping keeps rooms clean and inviting, and the presence of a fireplace creates a warm and welcoming atmosphere. Self-parking is available for added ease, making this hotel a practical choice for visitors to Middletown. - **Nearby attractions:** Soons Orchards - 3.2 km, Paramount Theatre - 3.2 km ## Top Middletown Hotel Reviews ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Great location, friendly staff. Highly recommend " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "Love it, everytime we come this is the place to stay" [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Home2 Suites by Hilton Middletown](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/3c35a288_y.jpg) ### Home2 Suites by Hilton Middletown 10/10 Excellent "Overall, it was a good one-night stay. The room was clean and spacious, and parking was convenient. However, the breakfast needs significant improvement; the coffee, eggs, and bacon were all served cold. Additionally, the dining area lacked short tables for children to comfortably sit and eat." 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