Title: Book the Best Hotels with POOL in Smallwood in 2025 | Expedia.ca [Hotels in Smallwood](https://expedia.ca/Smallwood-Hotels.d3000449590.Travel-Guide-Hotels)[Vacation Rentals in Smallwood](https://expedia.ca/Smallwood-Vacation-Rentals.d3000449590.Travel-Guide-VacationRentals)[Smallwood Car Rentals](https://expedia.ca/Car-Rentals-In-Smallwood.d3000449590.Car-Rental-Guide)[Smallwood Vacation Packages](https://expedia.ca/Smallwood.d3000449590.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Smallwood, NY from CA $145 ![](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 Smallwood Hotels with a Pool Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=3000449590&startDate=2025-10-28&endDate=2025-10-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=3000449590&startDate=2025-10-29&endDate=2025-10-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000449590&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000449590&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Smallwood Hotels with a Pool ![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) ![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) ![Room amenity](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/262d6215.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 (1009) "Great staff&great area for touring. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina CA $133 CA $145 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/08fad23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/0feb1084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/e1440092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/6d597ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Matamoras/Milford Matamoras 8.8/10 Excellent (1005) "Love staying here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jo-Ann CA $143 CA $156 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/3c1f5497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/3073e3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/5efb2487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/4e850782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Wurtsboro Wurtsboro 7.6/10 Good (574) "Perfect for our stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ines CA $138 CA $156 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) ![Indoor pool, open 7 AM to 10 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/95ef3af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/d6b9765c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/e3c7f442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resorts World Catskills Casino Monticello 8.6/10 Excellent (1084) "It is a great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caonabo CA $219 CA $283 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Waterslide](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/w966h620x25y37-6819803f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/89050c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/2309e5e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kartrite Resort & Indoor Waterpark Monticello 8.2/10 Very good (1777) "The stay was amazing absolutely amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lashell CA $167 CA $278 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/3b40d2ee.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) ![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) ### Hampton Inn Monticello Monticello 9.4/10 Exceptional (600) "My mini vacation was excellent,staff was nice and friendly,clean room,very comfortable bed and breakfast good. Highly recommend that hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ZHANNA CA $206 CA $233 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/a57b1b84.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) ![Exterior](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/2696141a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### The Alder at Resorts World Catskills Monticello 8.2/10 Very good (190) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darshan CA $178 CA $237 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/1763e34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/dfb25a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/16673047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/8a31e774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 minutes from original Woodstock site. Mongaup Valley 9.8/10 Exceptional (61) "What a wonderful house, everything was clean and comfortable. Very convenient to Bethel Woods! The host was friendly and helpful. We would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $115 CA $281 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Mongaup-Valley-Hotels-5-Minutes-From-Original-Woodstock-Site.h65976354.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/115000000/114900000/114895700/114895692/3351ce41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/115000000/114900000/114895700/114895692/4da2a7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/115000000/114900000/114895700/114895692/71ce611c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Courtyard View](https://images.trvl-media.com/lodging/115000000/114900000/114895700/114895692/bec0d8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Lake Joseph Forestburgh 8.0/10 Very good (8) "Wonderful staff,comfortable stay,excellent variety at breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $348 CA $393 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Forestburgh-Hotels-Inn-At-Lake-Joseph.h114895692.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/14402dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/8817ba9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/95aef8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100070000/100066800/100066779/e3e5235b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SwimSpa | Sport Courts | Lake | Fishing | Firepit Highland Lake 9.6/10 Exceptional (8) "Enjoyed our stay very much! Would highly recommend for someone seeking a nice quite get-away. Very nice Swim-spa for relaxation, many board games. We look forward to returning!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dave M. CA $179 CA $813 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h100066779.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=2025-11-11&endDate=2025-11-12®ionId=3000449590&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Smallwood Hotel Reviews ![Hampton Inn Matamoras/Milford](//images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/e1440092_y.jpg) ### Hampton Inn Matamoras/Milford 10/10 Excellent "Nice staff, tasty breakfast. Clean rooms." [](https://expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.Hotel-Information) ![Best Western Hunt's Landing Hotel Matamoras/Milford](//images.trvl-media.com/lodging/1000000/30000/27300/27210/5acfc319_y.jpg) ### Best Western Hunt's Landing Hotel Matamoras/Milford 10/10 Excellent "Barbara does an excellent job with the breakfast! Plenty of hot food items and delirious options. She keeps it full and clean. She deserves a raise." [](https://expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information) ![Villa Roma Resort and Conference Center](//images.trvl-media.com/lodging/1000000/910000/902000/901998/2e43c618_y.jpg) ### Villa Roma Resort and Conference Center 10/10 Excellent "We had a great stay, large beautiful and well maintained area, lots of interesting activities, kids loved every moment" [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Best Western Monticello](//images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Parking was great...staff was very efficient and courteous. Very clean!!!" [](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Days Inn by Wyndham Wurtsboro](//images.trvl-media.com/lodging/1000000/40000/34300/34237/3073e3e0_y.jpg) ### Days Inn by Wyndham Wurtsboro 10/10 Excellent "We had a great experience and very nice hotel staff. Very comfortable clean and we loved the complimentary breakfast. We will go back again when we visit New York. Thanks again to the hotel owners and staff!" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) ![Days Inn by Wyndham Liberty](//images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869_y.jpg) ### Days Inn by Wyndham Liberty 10/10 Excellent "Place was quiet, clean and safe" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Smallwood? > [Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!](https://www.expedia.ca/Smallwood-Hotels-Charming-Cottage-W-A-Jacuzzi.h78323049.Hotel-Information): Hotel, 7-minute walk from Resorts World Catskills. Provides a children's pool, an indoor pool, and a water park. [Cozy Bethel Cabin Retreat with Private Hot Tub](https://www.expedia.ca/Smallwood-Hotels-Cozy-Bethel-Cabin-Retreat-With-Private-Hot-Tub.h104438154.Hotel-Information): Hotel, 4-minute walk from Resorts World Catskills. Features 6 restaurants, a pool, and a full-service spa. [The Kartrite Resort & Indoor Waterpark](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information): Offers buffet, an indoor pool, and free self parking. [Resorts World Catskills Casino](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information): Features a children's pool, a seasonal outdoor pool, and 3 restaurants. [Best Western Hunt's Landing Hotel Matamoras/Milford](https://www.expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information): Offers buffet, an indoor pool, and complimentary wired internet access. ### What is there to see and do in Smallwood? > Make a point to visit attractions like The Kartrite Resort & Indoor Waterpark and Oakland Valley Race Park. Discover sights such as Forest Reserve at Smallwood and Cliff Lake during your stay. ### When is the best time to book a hotel with a pool in Smallwood? > Taking into account the local weather in Smallwood can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Smallwood are January, February, December, and March, with each month seeing an average of 9 inches of snowfall. ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Cheap Hotels in Bethel](https://www.expedia.ca/Bethel-Hotels-Cheap-Hotels.0-0-d553248635077688906-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bethel](https://www.expedia.ca/Bethel-Hotels-Luxury-Hotel.0-0-d553248635077688906-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Bethel](https://www.expedia.ca/Bethel-Hotels-Pet-Friendly-Hotel.0-0-d553248635077688906-tPetfriendlyHotel.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) - [Beach Hotel Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Beach-Hotel.0-n553248633938969338-0-tBeachHotel.Travel-Guide-Filter-Hotels) - 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