Osprey's Dominion Tours and Activities

Plan a trip to see Osprey's Dominion

Price found within the past 48 hours. Click for updated prices.
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 4
found 1 hour ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (474 reviews)
This hotel is a pure gem. The service is fantastic, the front desk team works to make sure you are truly taken care of, including our dog. Very calm vibe, its super clean, quiet and perfect. Already looking at another couple of nights in August!

Reviewed on Jul. 11, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
per person
Aug 28 - Sep 4
found 1 hour ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.4/10 Very Good! (531 reviews)
Right on the water. Private beach with chair and umbrellas.they will serve you right on the beach bye getting you food and drinks also has a outdoor swimming pool..nice staff..nothing special about the continental breakfast..bagels, fruit, small croissants, small danish and some hard boiled eggs..coffee and oj..i was pleased with my stay. King deluxe room..small table with chairs on the shared deck..could sit outside til about 2pm and the sun starts to beat on you but no biggy..was very humid out when my wife and i was there..a/ c really could not cool the room as much as we would have liked. Nothing wrong with the a/c it just because the sun beating on the hotel all day..luckily i brought a couple of small usb fans to help keep cool at night while we slept did the trick..overall i enjoy my stay and you could not ask for anything more when it comes to the scenery..

Reviewed on Jul. 10, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 16
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)
What a great place! The location was fantastic, the staff was great, and the views were unbelievable. Definitely want to come back some day!

Reviewed on Jul. 12, 2025

Popular places to visit

Sparkling Pointe

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.

Sparkling Pointe

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.

Corey Creek Winery

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.

Sannino's Bella Vita Vineyard

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.

Mattebella Vineyards

Croteaux Vineyards

You can enjoy a tasting or tour at Croteaux Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

Croteaux Vineyards

Raphael Winery

You can enjoy a tasting or tour at Raphael Winery during your travels to Peconic. Wander the beaches or discover the area's sunsets.

Raphael Winery

Best Lodging Options Near Osprey's Dominion

Vine & Sand
Vine & Sand
3 out of 5
47100 New York 25, Southold, NY
Vine & Sand
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Peconic
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
White Blossom House Inn
White Blossom House Inn
2.5 out of 5
695 Pine Neck Rd, Southold, NY
White Blossom House Inn
Fabulous Waterfront Property in the Heart of Wine Country
Fabulous Waterfront Property in the Heart of Wine Country
Peconic
Fabulous Waterfront Property in the Heart of Wine Country
The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 out of 5
61600 Main Rd, Southold, NY
The Shoals Suites and Slips
Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
Sound View Greenport
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Cutchogue
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Spacious and Modern North Fork Home Close to Multiple Wineries, Perfect for...
Spacious and Modern North Fork Home Close to Multiple Wineries, Perfect for...
Cutchogue
Spacious and Modern North Fork Home Close to Multiple Wineries, Perfect for...
Beautifully farmhouse
Beautifully farmhouse
Southold
Beautifully farmhouse
See all 2,303 properties in Osprey's Dominion
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.