Title: Osprey's Dominion in Southold - Tours and Activities | Expedia.ca [Osprey's Dominion Hotels](https://expedia.ca/Ospreys-Dominion-Hotels.0-l6326243-0.Travel-Guide-Filter-Hotels)[Flights to Southold](https://expedia.ca/Cheap-Flights-To-Southold.d183719.Travel-Guide-Flights)[Things to do in Southold](https://expedia.ca/Things-To-Do-In-Southold.d183719.Travel-Guide-Activities)[Osprey's Dominion Car Rentals](https://expedia.ca/Car-Rentals-In-Ospreys-Dominion.d6326243.Car-Rental-Guide)[Southold Vacation Packages](https://expedia.ca/Southold.d183719.Destination-Travel-Guides) # Osprey's Dominion Tours and Activities ## Visit Osprey's Dominion Activities [Southold travel guide](https://expedia.ca/Southold.dx183719) --- --- ## Plan a trip to see Osprey's Dominion Price found within the past 48 hours. Click for updated prices. ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge CA $1,469 per person Apr 25 - Apr 27 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.8/10 Excellent! (1,000 reviews) The entire stay was exceptional! From the point of entry to departure 10/10 Reviewed on Jan 29, 2026 ![1 Hotel Central Park](https://images.trvl-media.com/lodging/10000000/9220000/9215600/9215515/524d3c3f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Central Park Manhattan CA $2,010 per person Apr 25 - Apr 29 found 24 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9/10 Wonderful! (1,001 reviews) Excellent stay! Friendly staff, comfortable, beautiful rooms & lobby. Reviewed on Feb 2, 2026 ![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/d0a5c1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fifth Avenue Hotel Manhattan CA $2,194 per person Apr 25 - Apr 29 found 24 hours ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.6/10 Exceptional! (159 reviews) Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping. Reviewed on Jan 3, 2026 ### Popular places to visit ![Pindar winery, our favorite place](https://images.trvl-media.com/place/144477/4b175985-65c2-4c03-ae9b-531d5c0ee68b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pindar Vineyards You can enjoy a tasting or tour at Pindar Vineyards during your travels to Peconic. Discover the area's sunsets and wineries. [](https://expedia.ca/Pindar-Vineyards-Peconic.d6326965.Vacation-Attraction) ![Cleanest, prettiest winery on the east end of Long Island! Try the Cuvee' Rose!](https://images.trvl-media.com/place/183719/1c666367-92bc-4b18-b16d-e60341a06481.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sparkling Pointe You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area. [](https://expedia.ca/Sparkling-Pointe-Southold.d6327589.Vacation-Attraction) ![Wine on the vine!](https://images.trvl-media.com/place/144477/097a28ec-b48b-4a02-aef3-3c165612407a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bedell Cellars You can enjoy a tasting or tour at Bedell Cellars during your travels to Cutchogue. While you're in the area, stroll along the beautiful beaches. [](https://expedia.ca/Bedell-Cellars-Cutchogue.d553248621532665643.Vacation-Attraction) #### Corey Creek Winery You can enjoy a tasting or tour at Corey Creek Winery during your travels to Southold. Wander the beautiful beaches in this family-friendly area. [](https://expedia.ca/Corey-Creek-Winery-Southold.d6326844.Vacation-Attraction) #### Sannino's Bella Vita Vineyard You can enjoy a tasting or tour at Sannino's Bella Vita Vineyard during your travels to Southold. Wander the beaches or discover the sunsets in this family-friendly area. [](https://expedia.ca/Sanninos-Bella-Vita-Vineyard-Southold.d6327435.Vacation-Attraction) #### Mattebella Vineyards You can enjoy a tasting or tour at Mattebella Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area. [](https://expedia.ca/Mattebella-Vineyards-Southold.d6326068.Vacation-Attraction) --- ## Best Lodging Options Near Osprey's Dominion ## Check availability on hotels close to Osprey's Dominion [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6326243&startDate=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6326243&startDate=2026-02-07&endDate=2026-02-08) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6326243&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6326243&startDate=2026-02-08&endDate=2026-02-09) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6326243&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[Feb 13 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6326243&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026) ![Vine & Sand](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/a9ca389a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vine & Sand 47100 New York 25 Southold NY [](https://expedia.ca/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) ![Gorgeous Historical 6 bdrm House close to vineyards and breweries,](https://images.trvl-media.com/lodging/35000000/34280000/34279500/34279494/bf4fe8ac_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Gorgeous Historical 6 bdrm House close to vineyards and breweries, Peconic NY [](https://expedia.ca/Peconic-Hotels-Gorgeous-Historical-6-Bdrm-House-Close-To-Vineyards-And-Breweries.h34279494.Hotel-Information) ![Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...](https://images.trvl-media.com/lodging/119000000/118740000/118737900/118737819/854c1d63_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,... Peconic NY [](https://expedia.ca/Peconic-Hotels-Newly-Renovated.h118737819.Hotel-Information) ![Fabulous Waterfront Property in the Heart of Wine Country](https://images.trvl-media.com/lodging/34000000/33510000/33504800/33504750/10ac0400_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fabulous Waterfront Property in the Heart of Wine Country Peconic NY [](https://expedia.ca/Peconic-Hotels-Fabulous-Waterfront-Property-In-The-Heart-Of-Wine-Country.h33504750.Hotel-Information) ![Country BEACH home!](https://images.trvl-media.com/lodging/110000000/109920000/109916000/109915956/2b070e66_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Country BEACH home! Southold NY [](https://expedia.ca/Southold-Hotels-Country-BEACH-Home.h109915956.Hotel-Information) ![Lovely Cottage in the Heart of Long Island Wine country](https://images.trvl-media.com/lodging/33000000/32630000/32625000/32624902/cbe1e5ba_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lovely Cottage in the Heart of Long Island Wine country Southold NY [](https://expedia.ca/Southold-Hotels-Lovely-Waterview-Cottage-In-The-Heart-Of-Long-Island-Wine-Country.h32624902.Hotel-Information) ![Luxury by the Sea](https://images.trvl-media.com/lodging/74000000/73220000/73212500/73212455/647896b8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury by the Sea Southold NY [](https://expedia.ca/Southold-Hotels-Luxury-By-The-Sea.h73212455.Hotel-Information) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sound View Greenport 58775 County Rd 48 Greenport NY [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Southold Soundfront Private Beach](https://images.trvl-media.com/lodging/55000000/54010000/54006600/54006553/w734h494x0y0-fc856931_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Southold Soundfront Private Beach Southold NY [](https://expedia.ca/Southold-Hotels-Southold-Soundfront-Private-Beach.h54006553.Hotel-Information) [See all 2,283 properties in Osprey's Dominion](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6326243) 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.