The Best Hotels Closest to Osprey's Dominion in Southold - 2026 Updated Prices

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Our top choices for Osprey's Dominion hotels

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

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

A modern living room with a flat-screen TV, a dining area with a round table and chairs, a sofa with cushions, and a small side table with a lamp.

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.

1. The Bentley Hotel Southampton

10.4 mi from Osprey's Dominion

Frank

£156

includes taxes & fees

5 Oct - 6 Oct

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 bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.

2. A Room At The Beach

10.9 mi from Osprey's Dominion

"I absolutely loved my stay at **A Room at the Beach** in Bridgehampton. Every detail of the property feels thoughtfully designed, creating an atmosphere that is both elegant and incredibly relaxing. The rooms are stylish, comfortable, and well appointed. They strike the perfect balance between luxury and warmth. What really sets this property apart, though, are the charming grounds. They've created gathering spaces that invite you to pause, read, enjoy a morning coffee, and take in the...

Barbara

£255

includes taxes & fees

4 Oct - 5 Oct

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 room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

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

3. Hamlet Inn

11 mi from Osprey's Dominion

Thomas

£124

includes taxes & fees

27 Sept - 28 Sept

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

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

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

A breakfast buffet with various food items and beverages.

4. Canoe Place Inn and Cottages

11.4 mi from Osprey's Dominion

Carol

£413

includes taxes & fees

5 Oct - 6 Oct

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

A white closet with shelves, a robe hanging on a wooden hanger, and a pair of black straps on a rack.

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.

5. Shorewood Inn

9.9 mi from Osprey's Dominion

KAREN

£74

includes taxes & fees

28 Sept - 29 Sept

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

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

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

Two wine bottles with labels on a counter.

6. Harpoon House

11.3 mi from Osprey's Dominion

Yuliya V

£210

includes taxes & fees

11 Oct - 12 Oct

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 spacious room with a large bed, a round table, and a wicker chair.

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

7. Aqua by American Beech - Adults Only

10.9 mi from Osprey's Dominion

Monique

£204

includes taxes & fees

27 Sept - 28 Sept

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

A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

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

A coastal building with a deck extending over the water, featuring large windows and a dining area.

8. Sound View Greenport

4.5 mi from Osprey's Dominion

Irene

£221

includes taxes & fees

26 Oct - 27 Oct

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

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

A large building with multiple floors, surrounded by a residential area with houses and a body of water.

A wooden pier extending into a body of water with a cloudy sky above.

9. The Harbor Front Inn

6.1 mi from Osprey's Dominion

Jordan

£204

includes taxes & fees

26 Oct - 27 Oct

A poolside area with lounge chairs and yellow umbrellas.

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

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

A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

10. Oyster Estate

6 mi from Osprey's Dominion

Elizabeth

£301

includes taxes & fees

5 Oct - 6 Oct

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.

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

A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.

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

11. Ocean View Terrace Inn

11.4 mi from Osprey's Dominion

Timothy

£136

includes taxes & fees

29 Sept - 30 Sept

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 with columns and a red door.

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

12. Southampton Village Motel

11.2 mi from Osprey's Dominion

Lucas

£380

includes taxes & fees

29 Sept - 30 Sept

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

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.

An outdoor dining area with tables and chairs, string lights, and hanging lanterns.

13. American Beech Hotel

6.3 mi from Osprey's Dominion

Mary

£228

includes taxes & fees

1 Oct - 2 Oct

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

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

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.

14. Southampton Long Island Hotel

10.4 mi from Osprey's Dominion

William

£143

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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

15. Sea Haven Resort Motel

10.5 mi from Osprey's Dominion

Urvashi

£124

includes taxes & fees

26 Oct - 27 Oct

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

A hotel room with a bed, bedside tables, a desk with a chair, and a window with a view of greenery.

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

16. The Atlantic Hotel

10.3 mi from Osprey's Dominion

Jessa

£103

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

17. Hampton Bays Hotel on Main

12.1 mi from Osprey's Dominion

Greg

£102

includes taxes & fees

27 Sept - 28 Sept

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

A bar area with shelves stocked with various bottles and glasses.

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

18. Topping Rose House

10.8 mi from Osprey's Dominion

Adam

£516

includes taxes & fees

4 Oct - 5 Oct

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

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

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

A wooden building with a white window and a balcony.

19. The Sagaponack

12.1 mi from Osprey's Dominion

Jane

£218

includes taxes & fees

28 Sept - 29 Sept

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Compare popular hotels close to Osprey's Dominion

Property	Property class	Guest rating
The Bentley Hotel Southampton	9.6 Exceptional 589 reviews	View
A Room At The Beach	9.2 Wonderful 101 reviews	View
Hamlet Inn	8.6 Excellent 507 reviews	View
Canoe Place Inn and Cottages	9.8 Exceptional 73 reviews	View
Shorewood Inn	8.4 Very good 820 reviews	View

Top Osprey's Dominion Hotel Reviews

The Shoals Suites and Slips

10/10 Excellent

"This place is awesome! It is very well appointed and very comfortable beds. It's a beautiful space with lots of outdoor space and lovely views of the small marina next door. We were in town for just one night, wish we could have stayed longer. I'd go back in a heartbeat!"

Historic House Getaway

10/10 Excellent

"Enjoyed our stay for a family wine weekend for 8! Great historic house. Host was excellent very responsive. Well equipped for cooking for large crowd, enjoyed the hot tub, pool and firepit set up! Comfortable beds, clean bathrooms plenty of everything we needed for an enjoyable stay. Definitely will be back!!"

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

10/10 Excellent

"Overall an amazing property definitely would stay again!"

Shorecrest Beach House + Beach Front + Ocean views

10/10 Excellent

"Beautiful sunsets and just a few steps to the beach. Loved relaxing each evening and enjoying the beautiful water views. House was well stocked and location was perfect."

Contemporary Bayfront Retreat with NEW Heated Saltwater Pool, Bluestone...

10/10 Excellent

"The house was beautiful, we would definitely come again. Close to the vineyards and local restaurants, but theres a well stocked kitchen so we ended up cooking at home most nights. The property manager was also very helpful!"

Luxury by the Sea

8/10 Good

"Home is beautiful and right down the road from the beach, wineries and the main strip in Southold, on a quiet street. Owner was very communicative and responded promptly. Only note is the bed in one of the guest rooms is outdated - the frame is squeaky and unstable which caused an unpleasant sleeping experience. When we checked in, the heat was turned on and set to 85 degrees (we reserved a summer weekend in July), so trying to get the house cooled down took a bit of time. Very lovely experience overall and would stay here again."

Lovely Cottage in the Heart of Long Island Wine country

8/10 Good

"Property ok except for shower head and view if water."

Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches

10/10 Excellent

"We have stayed for a week at this property three times. The house is wonderful — plenty of room for the seven members of our family. On the water location is great! We used the kayaks every day and brought inflatable floats for relaxing in the water. The property is very well maintained and the host responds quickly to any questions."

Historic Luxury Seaside Getaway

10/10 Excellent

"Delightful stay at beautiful Whitecap!Plenty of room, immaculate, comfortable in every way. Will came by to give us a tour of the home, including its historical origins. Multiple outdoor spaces including beautiful pool area with warm water & plenty of seating, fire pit area, large open green space, and entry area with table seating 8. Very responsive. Beach was beautiful, not too crowded, close by, and easy to access with the wagons provided by Whitecap. Overall, a pleasure!"

Other attractions near Osprey's Dominion

Pindar Vineyards

8.4/10 (8 reviews)

You can enjoy a tasting or tour at Pindar Vineyards during your travels to Peconic. Discover the area's sunsets and wineries.

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Corey Creek Winery

9.6/10 (5 reviews)

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.

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Sannino's Bella Vita Vineyard

9.6/10 (4 reviews)

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.

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Mattebella Vineyards

8.0/10 (4 reviews)

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

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Croteaux Vineyards

10.0/10 (12 reviews)

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

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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.

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Custer Institute and Observatory

Enjoy an outing to Custer Institute and Observatory during your stay in Southold. Wander the beaches and gardens while you're in the area.

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Lenz Winery

10.0/10 (3 reviews)

You can enjoy a tasting or tour at Lenz Winery during your travels to Peconic. Discover the area's sunsets and wineries.

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Frequently asked questions

What's the area like around Osprey's Dominion?

Osprey's Dominion is located in a family-friendly area of Southold known for its beautiful beaches. If you're looking for a convenient place to stay, take a look at the 24 hotels and other accommodation options you'll find within a mile.

What's the best hotel to stay near Osprey's Dominion?

Vine & Sand is one of the top choices for your stay based on our traveller data, and this B&B offers free breakfast and free parking. It's located just a short 0.6 mi (0.9 km) from Osprey's Dominion.

How many hotels can I expect to find close to Osprey's Dominion?

Expedia has 24 hotels and other accommodation options within a mile from Osprey's Dominion.

If I need to cancel the hotel reservation for my stay near Osprey's Dominion, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the "fully refundable" filter to view the best options available near Osprey's Dominion.

What can I see and do near Osprey's Dominion?

Get outside and spend some time strolling around Goldsmith's Inlet Park, Horton Point Park and Cutchogue Village Green. Sunset Beach, Crescent Beach and Horton Lane Beach are great spots if you want to spend some time by the water during your stay. Create some family memories at Custer Institute and Observatory and 8 Hands Farm.

Search Hotels Near Osprey's Dominion, Southold

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Osprey's Dominion hotels

1. The Bentley Hotel Southampton

2. A Room At The Beach

3. Hamlet Inn

4. Canoe Place Inn and Cottages

5. Shorewood Inn

6. Harpoon House

7. Aqua by American Beech - Adults Only

8. Sound View Greenport

9. The Harbor Front Inn

10. Oyster Estate

11. Ocean View Terrace Inn

12. Southampton Village Motel

13. American Beech Hotel

14. Southampton Long Island Hotel

15. Sea Haven Resort Motel

16. The Atlantic Hotel

17. Hampton Bays Hotel on Main

18. Topping Rose House

19. The Sagaponack

Compare popular hotels close to Osprey's Dominion

Top Osprey's Dominion Hotel Reviews

The Shoals Suites and Slips

Historic House Getaway

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Shorecrest Beach House + Beach Front + Ocean views

Contemporary Bayfront Retreat with NEW Heated Saltwater Pool, Bluestone...

Luxury by the Sea

Lovely Cottage in the Heart of Long Island Wine country

Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches

Historic Luxury Seaside Getaway

Other attractions near Osprey's Dominion

Pindar Vineyards

Corey Creek Winery

Sannino's Bella Vita Vineyard

Mattebella Vineyards

Croteaux Vineyards

Raphael Winery

Custer Institute and Observatory

Lenz Winery

Frequently asked questions