Title: Book the Best Middletown Hotels with smoking rooms in 2025 from CA $133 | 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) ![](https://mediaim.expedia.com/destination/2/b3592d5854c5ebf058517b7fb1df474d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Vincent Ramundo # Find Smoking Hotels in Middletown, NY from CA $133 ![](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 [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middletown Hotels with smoking rooms ![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) ![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) ![Lobby](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/747581be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Middletown - Goshen Middletown 8.4/10 Very good (1031) "The hotel was great it was very clean, had plenty of parking, the staff was very friendly. Continental breakfast was great and fresh. " CA $141 CA $167 total includes taxes & fees Nov 9 - Nov 10 [](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) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/6459dee3.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) ### Hampton Inn Harriman Woodbury Central Valley 9.2/10 Wonderful (1014) "Great place to stay, very clean and conveniently located" CA $160 CA $197 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/1047d873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38401260.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 New Windsor 8.4/10 Very good (1016) "Great hotel!" CA $138 CA $156 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/1ff4f5d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/70c821f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/fc920cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Hunt's Landing Hotel Matamoras/Milford Matamoras 8.4/10 Very good (1013) "Great staff&great area for touring. " CA $140 CA $152 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.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) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/9f488fb9.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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/5214096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Monticello Monticello 9.4/10 Exceptional (597) "The hotel was clean and comfortable. The staff were uniformly polite, friendly and helpful. The breakfast had a wide variety of options and was quite good. We would definitely stay there again." CA $212 CA $239 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/4ea3828f.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) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/08c3cc7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn at Central Valley-Woodbury Central Valley 7.0/10 Good (1002) "Would stay here again very convenient " CA $132 CA $163 total includes taxes & fees Oct 19 - Oct 20 [](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) ![Exterior](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/2696141a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, steam room, body treatments](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/af635e5a.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) ### The Alder at Resorts World Catskills Monticello 8.2/10 Very good (182) "Great place to stay " CA $148 CA $203 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![Mexican cuisine](https://images.trvl-media.com/lodging/84000000/83500000/83498500/83498486/b71b0f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83500000/83498500/83498486/faebceec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Bedroom Apartment Suite | Private kitchen](https://images.trvl-media.com/lodging/84000000/83500000/83498500/83498486/6cb88022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/84000000/83500000/83498500/83498486/74e369c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Posada Milford 8.8/10 Excellent (92) "Fun historic hotel, with good access to town and river." CA $202 CA $223 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Milford-Hotels-La-Posada.h83498486.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 Queen Bed, Non Smoking, Refrigerator & Microwave | Bathroom](https://images.trvl-media.com/lodging/85000000/84170000/84161300/84161213/6e39adc2.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 Branchville 8.8/10 Excellent (207) "Clean and quiet. Convenient location " CA $119 CA $133 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Branchville-Hotels-Cobmin-Ridge-Motel.h84161213.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/91000000/90240000/90233900/90233861/3ea39c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90240000/90233900/90233861/60761b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/91000000/90240000/90233900/90233861/53f48deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Studio Suite, 1 Queen Bed with Sofa bed](https://images.trvl-media.com/lodging/91000000/90240000/90233900/90233861/568700e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Orange Inn Boutique Hotel Goshen 9.6/10 Exceptional (145) "Very spacious room, friendly staff, modern touches" CA $263 CA $324 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Goshen-Hotels-The-Orange-Inn-Boutique-Hotel.h90233861.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=2025-10-29&endDate=2025-10-30®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 ![Home2 Suites by Hilton Middletown](//images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/3c35a288_y.jpg) ### Home2 Suites by Hilton Middletown 10/10 Excellent "the room was very clean, friendly staff " [](https://expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information) ![Hampton Inn Harriman Woodbury](//images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "The stay was great. Front desk was super friendly. " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](//images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "Great Views, very convenient " [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Bloomingburg](https://www.expedia.ca/Bloomingburg-Hotels-Cheap-Hotels.0-0-d3000448043-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Bloomingburg](https://www.expedia.ca/Bloomingburg-Hotels-Hotel-With-Pool.0-0-d3000448043-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Campbell Hall](https://www.expedia.ca/Campbell-Hall-Hotels-Cheap-Hotels.0-0-d6338665-tCheapHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Adults-Only-Resorts.0-n553248633938969338-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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