Title: Book the Best ROMANTIC Hotels in Windsor Park, St. Petersburg - Clearwater from CA $77 - Windsor Park Romantic Getaways | Expedia.ca [Vacation Rentals in St. Petersburg - Clearwater](https://expedia.ca/St-Petersburg-Clearwater-Vacation-Rentals.d178310.Travel-Guide-VacationRentals)[Flights to St. Petersburg - Clearwater](https://expedia.ca/Cheap-Flights-To-St-Petersburg-Clearwater.d178310.Travel-Guide-Flights)[Things to do in St. Petersburg - Clearwater](https://expedia.ca/Things-To-Do-In-St-Petersburg-Clearwater.d178310.Travel-Guide-Activities)[Windsor Park Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor-Park.d553248635976480784.Car-Rental-Guide)[Windsor Park Vacations](https://expedia.ca/Windsor-Park.d553248635976480784.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/romantic.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Windsor Park, St. Petersburg - Clearwater from CA $77 - ![](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 Windsor Park Romantic Hotels Tonight [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976480784&startDate=2025-11-20&endDate=2025-11-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976480784&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976480784&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976480784&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Windsor Park Romantic Hotels ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/13b2550b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/1907db38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, Multiple Beds, Non Smoking | Living area](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/9094284d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Grand Clearwater Beach Clearwater Beach 9.4/10 Exceptional (2808) "Excellent accommodation, staff were friendly & so helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) maureen CA $199 CA $280 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/24300/24258/12cb1f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Single Bed (Parlor, No Bed)](https://images.trvl-media.com/lodging/1000000/30000/24300/24258/28240463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/30000/24300/24258/bec0f0bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/24300/24258/3c0d2ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton St. Petersburg Bayfront Downtown St. Petersburg 7.8/10 Good (1002) "Great staff, great rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adenike CA $95 CA $107 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-St-Petersburg-Bayfront.h24258.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/78697dd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/735cf8c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/abdd10d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Alba, Tapestry Collection by Hilton Westshore 8.8/10 Excellent (2378) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maurice CA $136 CA $154 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Tampa-Hotels-Hotel-Alba.h13705.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/546cd88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/0070872c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; pool views](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/a05e0fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Tampa Rocky Point Waterfront Rocky Point 8.2/10 Very good (1005) "The breakfast was good and the food was fresh. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle Marie CA $172 CA $195 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2190000/2182800/2182721/5dde6011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2190000/2182800/2182721/08b172f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2190000/2182800/2182721/b078080c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2190000/2182800/2182721/c370aac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Tampa Airport Westshore Westshore 9.0/10 Wonderful (1965) "Very nice stay. Rooms and staff were great. Would stay there again in the future" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $151 CA $171 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Tampa-Hotels-Hilton-Garden-Inn-Tampa-Airport-Westshore.h2182721.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/700000/694700/694664/0ec065c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/700000/694700/694664/88fc0af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/700000/694700/694664/a4946849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/694700/694664/35638258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn & Suites by Wyndham Tampa/Raymond James Stadium Pinecrest West Park 7.0/10 Good (18) "Building is just old needs work but the staff were great and do the best with what they got" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) shannon CA $68 CA $77 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Tampa-Hotels-Days-Inn-Suites-By-Wyndham-TampaRaymond-James-Stadium.h694664.Hotel-Information) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/af119682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, cribs/infant beds, bed sheets](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/414abed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, One Queen and One Sofa Bed, Beachfront | Living room](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/2cc38c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/f353eb77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot Beach Club Madeira Beach 9.4/10 Exceptional (1102) "Everything was great love the place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg CA $214 CA $290 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/1812cec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/d5785a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/19599799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/8c2c8e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hacienda Downtown 9.6/10 Exceptional (656) "What a great place to stay , stuff is amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucas [](https://www.expedia.ca/New-Port-Richey-Hotels-The-Hacienda.h83129912.Hotel-Information) ![Private beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16500/16488/w2877h1920x3y0-af2c5ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/16500/16488/52ecbaec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/1000000/20000/16500/16488/9e36d8fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16500/16488/81d555a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dolphin Sands Clearwater Beach, an Ascend Collection Hotel Clearwater Beach 8.6/10 Excellent (1088) "Staff and location was excellent " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Maurice CA $166 CA $202 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Winter-The-Dolphins-Beach-Club.h16488.Hotel-Information) ![City view](https://images.trvl-media.com/lodging/1000000/30000/26000/25911/a950245e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/30000/26000/25911/afd3e08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/26000/25911/fcfbda90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/30000/26000/25911/7891875b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Tampa Westshore Westshore 8.8/10 Excellent (1010) "Will stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi CA $226 CA $257 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Tampa-Hotels-Marriott-Tampa-Westshore.h25911.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=2025-12-05&endDate=2025-12-06®ionId=553248635976480784&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Park Hotel Reviews ![Hilton Tampa Airport Westshore](https://images.trvl-media.com/lodging/1000000/10000/5900/5870/13bee16f_y.jpg) ### Hilton Tampa Airport Westshore 10/10 Excellent "Great place " [](https://expedia.ca/Tampa-Hotels-Hilton-Tampa-Airport-Westshore.h5870.Hotel-Information) ![Hotel Alba, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c_y.jpg) ### Hotel Alba, Tapestry Collection by Hilton 10/10 Excellent " very clean and a great staff" [](https://expedia.ca/Tampa-Hotels-Hotel-Alba.h13705.Hotel-Information) ![Hilton St. Petersburg Carillon Park](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/38c82250_y.jpg) ### Hilton St. Petersburg Carillon Park 10/10 Excellent "Great stay as always" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-St-Petersburg-Carillon-Park.h1363982.Hotel-Information) ![The Westshore Grand, A Tribute Portfolio Hotel, Tampa](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/bb4afd26_y.jpg) ### The Westshore Grand, A Tribute Portfolio Hotel, Tampa 10/10 Excellent "The grand entrance I loved! Clean room. I loved the whole layout of the hotel! Everything was so nice!" [](https://expedia.ca/Tampa-Hotels-The-Westshore-Grand.h5781.Hotel-Information) ![DoubleTree by Hilton Tampa Rocky Point Waterfront](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef_y.jpg) ### DoubleTree by Hilton Tampa Rocky Point Waterfront 10/10 Excellent "Room was clean and very quiet, with very comfortable beds and very fast internet connection. Convenient location for our agenda in Tampa. " [](https://expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Ramada by Wyndham Tampa Westshore Airport South](https://images.trvl-media.com/lodging/1000000/30000/27400/27302/cfa6c456_y.jpg) ### Ramada by Wyndham Tampa Westshore Airport South 10/10 Excellent "Breakfast could be better but overall nice place " [](https://expedia.ca/Tampa-Hotels-Ramada-By-Wyndham-Tampa-Airport-Westshore.h27302.Hotel-Information) ![RumFish Beach at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec_y.jpg) ### RumFish Beach at TradeWinds 10/10 Excellent "Great amenities - pools and hot tub were perfect. We spent time in the hammocks shaded by beautiful trees. The beach was exceptionally clean and sand was super soft and white. Loved the beach loungers. Clean newly decorated rooms." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-RumFish-Beach-Resort-By-TradeWinds.h8544.Hotel-Information) ![Hyatt Regency Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/c3ff81f1_y.jpg) ### Hyatt Regency Clearwater Beach Resort & Spa 10/10 Excellent "As much as you pay for the room, you should offer free parking. It shouldn’t be charged. It should be easier to get access and figure out how to come in and out of the garage then be in told you can’t come in and out when you paid to stay there." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.Hotel-Information) ![The Westin Tampa Bay](https://images.trvl-media.com/lodging/1000000/10000/1600/1557/5e6ee943_y.jpg) ### The Westin Tampa Bay 10/10 Excellent "👍" [](https://expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Windsor Park? > Are you in need of a romantic escape? If you want to get out and explore the larger area, you might head to TD Ballpark, Westfield Countryside Mall, or BayCare Ballpark. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list. ### What is there to do in Windsor Park? > There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that Windsor Park has to offer. There's plenty to see in the greater Clearwater area, so you might plan to visit TD Ballpark, Westfield Countryside Mall, or BayCare Ballpark. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Hotels & Resorts for Couples in Barrington Hills](https://www.expedia.ca/Barrington-Hills-St-Petersburg-Clearwater-Hotels-Couples-Resorts-Hotels.0-n553248635976482316-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Charter Oaks](https://www.expedia.ca/Charter-Oaks-St-Petersburg-Clearwater-Hotels-All-Inclusive-Hotel.0-n553248635976474129-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Clearwater Beach](https://www.expedia.ca/Clearwater-Beach-Hotels-Hotels-With-Childcare.0-0-d10759-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Golf Hotels in Clearwater](https://www.expedia.ca/Clearwater-Hotels-Golf-Hotel.0-0-d6033-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Clearwater](https://www.expedia.ca/Clearwater-Hotels-Hotel-With-Early-Check-In.0-0-d6033-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - 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[Pet-Friendly Hotels in On Top of The World](https://www.expedia.ca/On-Top-Of-The-World-St-Petersburg-Clearwater-Hotels-Pet-Friendly-Hotel.0-n553248635976472441-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in On Top of The World](https://www.expedia.ca/On-Top-Of-The-World-St-Petersburg-Clearwater-Hotels-Scuba-Diving-Vacations.0-n553248635976472441-0-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [Ski Hotels in On Top of The World](https://www.expedia.ca/On-Top-Of-The-World-St-Petersburg-Clearwater-Hotels-Ski-Hotel.0-n553248635976472441-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Adults-Only-Resorts.0-n553248635976473287-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-All-Inclusive-Hotel.0-n553248635976473287-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Beach-Hotel.0-n553248635976473287-0-tBeachHotel.Travel-Guide-Filter-Hotels) - 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