Hotels near Osprey's Dominion Southold

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Where to stay near Osprey's Dominion?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night near Osprey's Dominion on Hotels.com. These hotels close to Osprey's Dominion consistently deliver on quality, location and traveler experience. Last updated on September 26, 2026.

A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.

A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

1. The Bentley Hotel Southampton

16.8 km from Osprey's Dominion

Julian

CNY967

CNY1,272 total

includes taxes & fees

Oct 4 - Oct 5

A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.

A beach scene with a sunset, calm sea, and a few people fishing.

2. Hamlet Inn

17.8 km from Osprey's Dominion

Bryan

CNY851

CNY1,100 total

includes taxes & fees

Sep 27 - Sep 28

An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.

A bathtub surrounded by candles and flower petals.

3. A Room At The Beach

17.6 km from Osprey's Dominion

Brian

CNY1,987

CNY2,270 total

includes taxes & fees

Oct 4 - Oct 5

A poolside area with lounge chairs and yellow umbrellas.

A cozy interior with a wooden bench, a sofa, and a bar area.

A cozy interior with a bar area, seating, and a fireplace.

A bedroom with a large bed, bedside tables, a window with curtains, and wooden shelving with various items.

4. Oyster Estate

9.6 km from Osprey's Dominion

Allen

CNY2,121

CNY2,672 total

includes taxes & fees

Oct 5 - Oct 6

A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.

A cozy room with a large window, a sofa, a small table with a tray, and a pair of slippers on the floor.

A beach chair with a towel labeled "CANOE PLACE" and a wicker basket with bottles and a container on the sand.

5. Canoe Place Inn and Cottages

18.3 km from Osprey's Dominion

Micheal

CNY3,188

CNY3,861 total

includes taxes & fees

Oct 20 - Oct 21

A spacious room with wicker furniture, large windows, and a view of the sea.

A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

A beach bar with wooden chairs and a small table, overlooking the sea.

A coastal building with large windows, a deck, and a view of the sea at sunset.

6. Sound View Greenport

7.2 km from Osprey's Dominion

Hristos

CNY1,680

CNY2,111 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.

Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.

A house with a dark blue exterior, a white porch railing, and a red door.

A window with a view of a building and trees, a small table with a lamp, and a curtain partially covering the window.

7. Ocean View Terrace Inn

18.3 km from Osprey's Dominion

Gus

CNY738

CNY1,213 total

includes taxes & fees

Sep 29 - Sep 30

A beachside lounge with wicker furniture, a fire pit, and string lights.

A beach with thatched umbrellas and a wooden walkway leading to the water.

A modern bathroom with a large bathtub, a seating area with a sofa and chairs, a dining table, and a view of the water.

A room with a large window overlooking a body of water, featuring two wicker chairs and a table.

8. Aqua by American Beech - Adults Only

17.5 km from Osprey's Dominion

Dorene

CNY1,384

CNY1,816 total

includes taxes & fees

Sep 27 - Sep 28

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

A room with a bed, a wooden bench, a blue bag, a straw hat, and a towel on the wall.

A bathroom with a bathtub, a sink, and a shower area.

A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

9. The Harbor Front Inn

9.7 km from Osprey's Dominion

Diane

CNY1,504

CNY1,911 total

includes taxes & fees

Oct 25 - Oct 26

A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

A breakfast bar with cereal, coffee, and fresh milk.

A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

A bedroom with a bed, a door, and a framed picture on the wall.

10. Shorewood Inn

15.9 km from Osprey's Dominion

Shelley

CNY574

CNY656 total

includes taxes & fees

Sep 27 - Sep 28

A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.

A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.

11. American Beech Hotel

10.1 km from Osprey's Dominion

Mary

CNY1,537

CNY2,024 total

includes taxes & fees

Oct 1 - Oct 2

A staircase with a white railing, a white chandelier, and framed artwork on the walls.

A covered outdoor seating area with white canopies and brown furniture.

A wooden bed with white and red pillows, a blue throw, and a nightstand with drawers.

A dining area with tables set for guests, a fireplace, and large colorful paintings on the walls.

12. Harpoon House

18.2 km from Osprey's Dominion

Kyle

CNY1,636

CNY1,869 total

includes taxes & fees

Oct 1 - Oct 2

A bedroom with a bed, bedside table, lamp, and a view of the outdoors through a window.

A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.

A living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.

A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.

13. Southampton Long Island Hotel

16.8 km from Osprey's Dominion

Daryllyn

CNY1,067

CNY1,273 total

includes taxes & fees

Oct 4 - Oct 5

A building with a wooden exterior and a small porch, surrounded by a well-maintained lawn and a hedge.

A person standing on a beach, looking at a smartphone.

A well-maintained lawn in front of a building with a brick facade, multiple windows, and outdoor seating.

A bedroom with two beds, each with a checkered bedspread and pillows, a nightstand with a lamp, and a wall-mounted shelf.

14. Sea Haven Resort Motel

16.9 km from Osprey's Dominion

Douglas

CNY868

CNY1,111 total

includes taxes & fees

Sep 27 - Sep 28

A covered outdoor seating area with white chairs and blue cushions, potted plants, and a stone floor.

A motel sign with a flag, surrounded by greenery and a building with a white facade.

A row of bicycles with baskets, parked in front of a building.

A row of bicycles with baskets, parked in front of a building with columns and a red door.

15. Southampton Village Motel

18 km from Osprey's Dominion

Lucas

CNY2,958

CNY3,379 total

includes taxes & fees

Sep 29 - Sep 30

A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.

A modern hotel room with a bed, bedside table, and a view of the garden.

A large, white, two-story building with a covered porch and a bicycle parked in front.

16. Topping Rose House

17.4 km from Osprey's Dominion

Rachelle

CNY4,198

CNY4,819 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.

17. The Atlantic Hotel

16.6 km from Osprey's Dominion

"This property is a lovely option if you want to be near to central Southampton but not in the middle of it. the room was really nicely appointed, they have a lovely grounds area near the pool, and a really nice pool deck with a pretty big heated pool. We really enjoyed the pool. Only negative is that It's located on a 2 lane highway without much close buy in the way of restaurants or other necessities; getting around was awkward and costly without a car. However, the place we stayed at was...

Nancy

CNY650

CNY910 total

includes taxes & fees

Oct 25 - Oct 26

A modern hotel room with a large bed, a framed picture on the wall, and a wooden floor.

A two-story building with a sign reading "Squiretown Rd" and a storefront with a sign that says "B&B."

A spacious bar area with a long counter and multiple stools, a brick wall with a mural, and exposed pipes on the ceiling.

A compact kitchen with white cabinetry, a built-in dishwasher, and a coffee maker on the countertop.

18. Hampton Bays Hotel on Main

19.5 km from Osprey's Dominion

George

CNY792

CNY905 total

includes taxes & fees

Sep 27 - Sep 28

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.

A room with a large bay window, a chandelier, and wall sconces.

A beach with pebbles and sand, a sunset, and a calm sea.

19. The Sagaponack

19.5 km from Osprey's Dominion

Anne

CNY1,459

CNY1,935 total

includes taxes & fees

Sep 28 - Sep 29

View all properties

Compare popular hotels close to Osprey's Dominion

Property	Property class	Guest rating
The Bentley Hotel Southampton	9.6 Exceptional 590 reviews	View
Hamlet Inn	8.6 Excellent 508 reviews	View
A Room At The Beach	9.2 Wonderful 101 reviews	View
Oyster Estate	9.2 Wonderful 291 reviews	View
Canoe Place Inn and Cottages	9.8 Exceptional 73 reviews	View

Other landmarks near Osprey's Dominion

Pindar Vineyards

8.4/10 (8 reviews)

Travelers might want a tour of Pindar Vineyards, just one of the places to visit, and located 1.1 mi (1.8 km) from central Peconic. If you enjoy your tour, head to Bedell Cellars or Raphael Winery, both within a short walk.

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Corey Creek Winery

9.6/10 (5 reviews)

Travelers might want a tour of Corey Creek Winery, just one of the places to visit, and located 1.7 mi (2.7 km) from central Southold. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Croteaux Vineyards or Mattebella Vineyards, both within a short walk.

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Sannino's Bella Vita Vineyard

9.6/10 (4 reviews)

Travelers might want a tour of Sannino's Bella Vita Vineyard, just one of the places to visit, and located 2.2 mi (3.5 km) from central Southold. If you enjoy your tour, head to Osprey's Dominion, just a short walk away.

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Mattebella Vineyards

8.0/10 (4 reviews)

Travelers might want a tour of Mattebella Vineyards, just one of the places to visit, and located 1.4 mi (2.3 km) from central Southold. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Croteaux Vineyards or Corey Creek Winery, both within a short walk.

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Croteaux Vineyards

10.0/10 (12 reviews)

Travelers might want a tour of Croteaux Vineyards, just one of the places to visit, and located 1.5 mi (2.4 km) from central Southold. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Mattebella Vineyards or Corey Creek Winery, both within a short walk.

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Raphael Winery

Travelers might want a tour of Raphael Winery, just one of the places to visit, and located 0.9 mi (1.5 km) from central Peconic. If you enjoy your tour, head to Pindar Vineyards or Lenz Winery, both within a short walk.

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Custer Institute and Observatory

Custer Institute and Observatory is 1 mi (1.6 km) from central Southold, why not stop by during your stay. If you have fun at Custer Institute and Observatory, you'll love 8 Hands Farm and Railroad Museum of Long Island, both located nearby.

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Lenz Winery

10.0/10 (3 reviews)

Travelers might want a tour of Lenz Winery, just one of the places to visit, and located 0.9 mi (1.5 km) from central Peconic. If you enjoy your tour, head to Raphael Winery or Pindar Vineyards, both within a short walk.

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Frequently Asked Questions

What are the best hotels near Osprey's Dominion?

Guests love staying at Vine & Sand, which is a bed & breakfast near Osprey's Dominion.
Also highly rated is The Farmhouse Bed and Breakfast, which is a short drive away.
In fact, you’ll have plenty of options to choose from with 5,809 hotels, vacation rentals, and other accommodations in the area.

How much does it cost to stay in a hotel near Osprey's Dominion?

Visit Hotels.com, enter your search criteria, and sort by price to see the lowest rates. You'll find a variety of room prices depending on when and where you plan to go.

Take a look at the lowest price per night from CNY573

Can I find hotels close to Osprey's Dominion that are fully refundable?

Yes, many hotels offer refundable room reservations if you cancel prior to the cancellation deadline. Find refundable rates using the "Fully refundable" filter when you search for hotels.

A couple of highly rated hotels close to Osprey's Dominion that offer these rates are Canoe Place Inn and Cottages and The Shoals Suites and Slips.

What are the best romantic hotels near Osprey's Dominion?

For travelers looking for a romantic stay, Silver Sands Motel & Beach Bungalows offers a beach, an ocean-view restaurant, and couples/private dining. It's a short 12-minute drive from Osprey's Dominion.
Another great option is The Pridwin Hotel, which is 36 minutes away by car.

What are the best hotels close to Osprey's Dominion with free breakfast?

Enjoy a free buffet breakfast to begin your day at Vine & Sand, which is a short 2-minute drive from Osprey's Dominion.
The Farmhouse Bed and Breakfast is also a recommended place to stay with a free full breakfast, and it's located a short drive away.

Which hotels near Osprey's Dominion have rooms with great views?

Enjoy rooms with garden or vineyard views at Vine & Sand, which is a short 2-minute drive from Osprey's Dominion.
Another great choice nearby is Silver Sands Motel & Beach Bungalows, which has rooms with sea or garden views.

What are the best family hotels close to Osprey's Dominion?

For travelers looking for a family-friendly stay, Sound View Greenport offers free cribs, a private beach, and a seasonal outdoor pool. Osprey's Dominion is a short drive away.
Another great option for your family's trip is The Pridwin Hotel.

What are the best luxury hotels near Osprey's Dominion?

Indulge yourself when you stay at Arbor View House B&B, which is a short 17-minute drive from Osprey's Dominion and offers 2 hot tubs, private wine tours, and Swedish massages.
Another luxe option is Topping Rose House, which is in the larger area.

What are the best hotels near Osprey's Dominion with free parking?

Drive and park with ease when you stay at Vine & Sand, which offers free parking. You'll be a short 2-minute drive from Osprey's Dominion.
The Farmhouse Bed and Breakfast also has free parking and is a short drive away.

What are the best hotels near Osprey's Dominion with a pool?

Travelers can enjoy the seasonal outdoor pool at Vine & Sand. Osprey's Dominion is a short 2-minute drive from the hotel.
Another great choice for a hotel with a pool is Sound View Greenport.

What cheap motels can I book close to Osprey's Dominion?

To stay economically near Osprey's Dominion, you can book Shorewood Inn, which offers parking and concierge services.
Another affordable motel to consider is Sea Haven Resort Motel.

What are the best things to see and do around my hotel near Osprey's Dominion?

You can check out sights near Osprey's Dominion like 67 Steps Beach, Kontokosta Winery, and Macari Vineyards.
Other places in the area are Harbes Family Farm, Raphael Winery, and Pindar Vineyards.

What are the best pet-friendly hotels close to Osprey's Dominion?

Bring your four-legged friend to Sound View Greenport, which is a short 10-minute drive from Osprey's Dominion.
Canoe Place Inn and Cottages is another pet-friendly option. The hotel provides food and water bowls.

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