Title: Book the Best Hotels with POOL in Old Town Winter Park in 2025 | Expedia.ca [Vacation Rentals in Winter Park](https://expedia.ca/Winter-Park-Vacation-Rentals.d10819.Travel-Guide-VacationRentals)[Old Town Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Town-Winter-Park.d553248635976471105.Car-Rental-Guide)[Old Town Winter Park Vacations](https://expedia.ca/Old-Town-Winter-Park.d553248635976471105.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/269a07a14c0016830297e8d3b7409dc1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kayla Templin # Find Hotels with a Pool in Old Town Winter Park, CO from CA $128 ![](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 Old Town Winter Park Hotels with a Pool Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976471105&startDate=2025-10-13&endDate=2025-10-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976471105&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976471105&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471105&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Old Town Winter Park Hotels with a Pool ![Exterior](https://images.trvl-media.com/lodging/43000000/42080000/42070700/42070641/04862301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/43000000/42080000/42070700/42070641/aee605d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room](https://images.trvl-media.com/lodging/43000000/42080000/42070700/42070641/dc6d0b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/43000000/42080000/42070700/42070641/428d506c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monarch Casino Resort Spa Black Hawk Black Hawk 9.2/10 Wonderful (4155) "Great place to stay" CA $145 CA $220 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Georgetown-Hotels-Monarch-Casino-Resort-Spa-Black-Hawk.h42070641.Hotel-Information) ![Indoor pool, open 7:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2770000/2767300/2767297/6df7bf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/3000000/2770000/2767300/2767297/w810h1053x2y0-da652a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges](https://images.trvl-media.com/lodging/3000000/2770000/2767300/2767297/ee3ea112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2770000/2767300/2767297/15cf0668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ameristar Casino Resort Spa Black Hawk Black Hawk 8.6/10 Excellent (3399) "Great convenient place to stay." CA $112 CA $168 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Georgetown-Hotels-Ameristar-Casino-Resort-Spa-Black-Hawk.h2767297.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/60000000/59360000/59357900/59357864/9bf759ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59360000/59357900/59357864/8c5b939f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed, Non Smoking, Lakeside](https://images.trvl-media.com/lodging/60000000/59360000/59357900/59357864/8c54ab61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/60000000/59360000/59357900/59357864/8d96619c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Georgetown Lake Georgetown 9.2/10 Wonderful (1013) "Great place to stay. " CA $164 CA $184 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Georgetown-Hotels-Microtel-Inn-Suites-By-Wyndham-Georgetown-Lake.h59357864.Hotel-Information) ![Indoor pool, open 8:30 AM to 9:30 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/17000/16966/7f515f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/17000/16966/6385dd9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/17000/16966/c321cd96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17000/16966/33a0e08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Georgetown Mountain Inn Historic District 8.6/10 Excellent (1004) "Pet friendly rooms with dog park 1 minute away. Very friendly staff." CA $114 CA $128 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Georgetown-Hotels-Georgetown-Mountain-Inn.h16966.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/768c7c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/836a5238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/0b939265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/870000/866700/866603/a3aca4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Fraser - Winter Park Area by IHG Downtown 9.0/10 Wonderful (1008) "Nice stay" CA $150 CA $167 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Fraser-Hotels-Holiday-Inn-Express-Suites-Fraser-Winter-Park-Area.h866603.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/35da4131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/21df4d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Kitchenette](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/60101ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/28121c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vintage Hotel Winter Park 8.6/10 Excellent (1010) "The rest at this hotel was great" CA $167 CA $199 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Winter-Park-Hotels-The-Vintage-Hotel.h15193.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/570000/569700/569677/329955d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/570000/569700/569677/4c9b451c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/570000/569700/569677/cd332c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft (No Air Conditioning) | Balcony view](https://images.trvl-media.com/lodging/1000000/570000/569700/569677/17800b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at SilverCreek Granby 7.2/10 Good (1006) "The staff was extremely friendly and helpful throughout the check-in process, and the room was very nice and clean. Would definitely stay again." CA $131 CA $155 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Granby-Hotels-Inn-At-SilverCreek.h569677.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/58000000/57320000/57310400/57310326/715be97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57320000/57310400/57310326/9a81c757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57320000/57310400/57310326/8876da35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57320000/57310400/57310326/2bdb32fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hiker's Haven / Close to Slopes / Georgetown Georgetown 8.4/10 Very good (34) "Georgetown is the cutest location, and this home was right at the heart. It had all needed amenities, and was perfect for my husband and I. The location was our favorite part!! The bed was super comfy. The carpet has stains, but we understand that the property is used as a rental, so given the price, we weren’t upset by that. " CA $106 CA $488 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Georgetown-Hotels-Hikers-Haven-Close-To-Slopes-Georgetown.h57310326.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57320000/57310500/57310449/5d9e4899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57320000/57310500/57310449/f051c3b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57320000/57310500/57310449/c59dd5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57320000/57310500/57310449/6a30b199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hollyhock Hideaway / Close to Slopes Georgetown 9.4/10 Exceptional (36) "What a great place that's close to everything! Thanks for a great stay!" CA $106 CA $553 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Georgetown-Hotels-The-Hollyhock-Hideaway-Close-To-Slopes.h57310449.Hotel-Information) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/67000000/66400000/66395600/66395507/f53e029d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/67000000/66400000/66395600/66395507/e0304c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66400000/66395600/66395507/d96b642e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/67000000/66400000/66395600/66395507/50c98663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iconic Log Cabin Escape | Idaho Springs | Hot Tub Idaho Springs 9.8/10 Exceptional (35) "This place was beautiful. Lots of space, a beautiful view and a great location close to town. I will definitely be staying there again when back in town. " CA $247 CA $1,232 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Idaho-Springs-Hotels-Iconic-Log-Cabin-Escape-Idaho-Springs-Hot-Tub.h66395507.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=2025-10-28&endDate=2025-10-29®ionId=553248635976471105&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Old Town Winter Park Hotel Reviews ![Holiday Inn Express & Suites Fraser - Winter Park Area by IHG](//images.trvl-media.com/lodging/1000000/870000/866700/866603/0b939265_y.jpg) ### Holiday Inn Express & Suites Fraser - Winter Park Area by IHG 10/10 Excellent "Hotel is clean and up-to-date. Comfortable rooms. Loved the pool and hot tub. The free breakfast is the best you will find at a hotel! Will definitely stay again. " [](https://expedia.ca/Fraser-Hotels-Holiday-Inn-Express-Suites-Fraser-Winter-Park-Area.h866603.Hotel-Information) ![Ameristar Casino Resort Spa Black Hawk](//images.trvl-media.com/lodging/3000000/2770000/2767300/2767297/4f559d7c_y.jpg) ### Ameristar Casino Resort Spa Black Hawk 10/10 Excellent "Very nice location " [](https://expedia.ca/Georgetown-Hotels-Ameristar-Casino-Resort-Spa-Black-Hawk.h2767297.Hotel-Information) ![The Vintage Hotel](//images.trvl-media.com/lodging/1000000/20000/15200/15193/21df4d30_y.jpg) ### The Vintage Hotel 10/10 Excellent "Great!" [](https://expedia.ca/Winter-Park-Hotels-The-Vintage-Hotel.h15193.Hotel-Information) ![Inn at SilverCreek](//images.trvl-media.com/lodging/1000000/570000/569700/569677/7df6ed8d_y.jpg) ### Inn at SilverCreek 10/10 Excellent "Friendly staff. Clean room. Had dinner at the Lost & Found ... great pizza!! Lots of things to keep you busy!" [](https://expedia.ca/Granby-Hotels-Inn-At-SilverCreek.h569677.Hotel-Information) ![Georgetown Mountain Inn](//images.trvl-media.com/lodging/1000000/20000/17000/16966/4d6c6ecf_y.jpg) ### Georgetown Mountain Inn 10/10 Excellent "Pet friendly rooms with dog park 1 minute away. Very friendly staff." [](https://expedia.ca/Georgetown-Hotels-Georgetown-Mountain-Inn.h16966.Hotel-Information) ![Zephyr Mountain Lodge](//images.trvl-media.com/lodging/1000000/610000/603300/603255/01c15ba7_y.jpg) ### Zephyr Mountain Lodge 10/10 Excellent "Zephyr is always a great choice! Located right in the square, this property is close to everything " [](https://expedia.ca/Winter-Park-Hotels-Zephyr-Mountain-Lodge.h603255.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Old Town Winter Park? > [A Frame Club](https://www.expedia.ca/Winter-Park-Hotels-A-Frame-Club.h90173966.Hotel-Information): Resort steps from Ameristar Casino Black Hawk. Offers 5 restaurants, an indoor pool, and a full-service spa. [Ameristar Casino Resort Spa Black Hawk](https://www.expedia.ca/Georgetown-Hotels-Ameristar-Casino-Resort-Spa-Black-Hawk.h2767297.Hotel-Information): Hotel steps from Monarch Casino Black Hawk. Provides 5 restaurants, an indoor pool, and a full-service spa. [Monarch Casino Resort Spa Black Hawk](https://www.expedia.ca/Georgetown-Hotels-Monarch-Casino-Resort-Spa-Black-Hawk.h42070641.Hotel-Information): Hotel located near Winter Park Ski Resort. Features free self parking, a pool, and complimentary wireless internet access. [The Vintage Hotel](https://www.expedia.ca/Winter-Park-Hotels-The-Vintage-Hotel.h15193.Hotel-Information): Offers daily, an indoor pool, and free self parking. [Lady Luck Casino Black Hawk](https://www.expedia.ca/Georgetown-Hotels-Lady-Luck-Casino-Black-Hawk.h1525132.Hotel-Information): Features 2 outdoor tennis courts, an outdoor pool, and a steam room. ### What is there to see and do in Old Town Winter Park? > Explore places like Winter Park Ski Resort while you're in Old Town Winter Park. 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