The Best Hotels Closest to Osprey's Dominion in Southold for 2026

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Our top choices for Osprey's Dominion hotels

A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

A beach with sun loungers and umbrellas, a sandy path, and a view of the water.

A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.

1. Silver Sands Motel & Beach Bungalows

8.3 km from Osprey's Dominion

Keith

SAR 1,062

SAR 1,213 total

includes taxes & fees

13 Oct - 14 Oct

A two-story house with a balcony, outdoor seating area, and a variety of plants.

A bar area with stools, a shelf with glasses, and decorative plants.

A bathroom with a bathtub, green tiled walls, and windows with white blinds.

A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

2. Zey Hotel

10.1 km from Osprey's Dominion

Renee

SAR 634

SAR 724 total

includes taxes & fees

4 Oct - 5 Oct

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

A storefront with a sign reading "THE SHOALS".

A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

3. The Shoals Suites and Slips

5.3 km from Osprey's Dominion

Melissa

SAR 758

SAR 960 total

includes taxes & fees

1 Oct - 2 Oct

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

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

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.

4. The Bentley Hotel Southampton

16.8 km from Osprey's Dominion

Frank

SAR 461

SAR 634 total

includes taxes & fees

5 Oct - 6 Oct

An outdoor patio area with string lights, tables, chairs, and a fire pit.

A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

A staircase with wooden balusters and a white wall.

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

5. The Chequit

9.1 km from Osprey's Dominion

Kristin

SAR 715

SAR 817 total

includes taxes & fees

25 Oct - 26 Oct

A modern house with a deck, outdoor seating, and a fire pit.

A tented accommodation with a bed, television, and a small table with a chair.

A modern living room with a sofa, a dining table, and a kitchen area in the background.

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

6. North Fork Resort

8.8 km from Osprey's Dominion

Harold

SAR 967

SAR 1,105 total

includes taxes & fees

30 Sep - 1 Oct

A serene landscape with a calm body of water reflecting trees with autumn foliage.

A sign for 'House on Chase Creek' with a duck illustration.

A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.

A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.

7. House on Chase Creek

9.1 km from Osprey's Dominion

Calvin

SAR 808

SAR 923 total

includes taxes & fees

5 Oct - 6 Oct

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

8. Sound View Greenport

7.2 km from Osprey's Dominion

Irene

SAR 836

SAR 1,063 total

includes taxes & fees

6 Oct - 7 Oct

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

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

9. Shorewood Inn

15.9 km from Osprey's Dominion

KAREN

SAR 321

SAR 367 total

includes taxes & fees

30 Sep - 1 Oct

A waterfront property with a large house, multiple boats docked, and lush greenery.

A hotel lobby with a sofa, chairs, tables, and a large window.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

10. Sag Harbor Inn

13.4 km from Osprey's Dominion

Terri

SAR 935

SAR 1,068 total

includes taxes & fees

30 Oct - 31 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 neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

11. The Harbor Front Inn

9.7 km from Osprey's Dominion

Jordan

SAR 782

SAR 1,001 total

includes taxes & fees

26 Oct - 27 Oct

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

A bathtub surrounded by candles and flower petals.

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

12. A Room At The Beach

17.6 km 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

SAR 1,112

SAR 1,270 total

includes taxes & fees

4 Oct - 5 Oct

A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

A bedroom with a large bed, a chandelier, and multiple windows.

A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

A modern living room with a stone wall, a flat-screen TV mounted above a door, a dark sofa, and a glass coffee table with a vase of flowers.

13. The Hampton Maid

18.3 km from Osprey's Dominion

SABINA

SAR 794

SAR 907 total

includes taxes & fees

13 Oct - 14 Oct

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

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.

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

14. Aqua by American Beech - Adults Only

17.5 km from Osprey's Dominion

Monique

SAR 774

SAR 1,015 total

includes taxes & fees

4 Oct - 5 Oct

A dining area with a fireplace, bookshelves, and a view of the bar area.

A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

A room with two armchairs, a small table with a vase of flowers, and a patterned rug.

An outdoor wedding setup with white chairs, a table with floral arrangements, and a white canopy.

15. Bridgehampton Inn

17.1 km from Osprey's Dominion

Leslie

SAR 1,123

SAR 1,283 total

includes taxes & fees

5 Oct - 6 Oct

A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.

A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.

A modern living room with a grey sofa, black and white patterned rug, and a coffee table.

16. The Menhaden

9.7 km from Osprey's Dominion

Lisa

SAR 1,186

SAR 1,505 total

includes taxes & fees

30 Sep - 1 Oct

A pool area with umbrellas, potted plants, and a pathway leading to a building.

A spacious living room with a fireplace, comfortable seating, and large windows.

A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

17. Faraway Sag Harbor

13.6 km from Osprey's Dominion

Miguel

SAR 1,588

SAR 1,996 total

includes taxes & fees

5 Oct - 6 Oct

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".

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

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

18. American Beech Hotel

10.1 km from Osprey's Dominion

Mary

SAR 860

SAR 1,133 total

includes taxes & fees

1 Oct - 2 Oct

19. Cliffside Resort Condominiums

8.1 km from Osprey's Dominion

Christine

SAR 886

SAR 1,428 total

includes taxes & fees

25 Oct - 26 Oct

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

A poolside area with lounge chairs and yellow umbrellas.

A sign for Oyster Estate with a tree in the background.

A wooden reception desk with a notepad, a vase with dried flowers, and various decorative items on shelves above.

20. Oyster Estate

9.6 km from Osprey's Dominion

Elizabeth

SAR 1,051

SAR 1,325 total

includes taxes & fees

5 Oct - 6 Oct

View all properties

Compare popular hotels close to Osprey's Dominion

Property	Property class	Guest rating
Silver Sands Motel & Beach Bungalows	10.0 Exceptional 171 reviews	View
Zey Hotel	9.2 Wonderful 413 reviews	View
The Shoals Suites and Slips	9.4 Exceptional 342 reviews	View
The Bentley Hotel Southampton	9.6 Exceptional 591 reviews	View
The Chequit	9.2 Wonderful 64 reviews	View

Top Osprey's Dominion Hotel Reviews

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

10/10 Excellent

"Perfect spot for a long weekend exploring the North Fork. Conveniently located near beach, restaurants, wineries and farms. Easy drive to Greenport and Orient Point. House was comfortably furnished and kitchen had everything we needed. Loved the back porch and fire pit. Highly recommended."

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!"

Gorgeous Historical 6 bdrm House close to vineyards and breweries,

10/10 Excellent

"The house is absolutely GORGEOUS and the owner was so sweet! I would definitely stay here again with my family! Can’t wait to see our wedding photos the property is just breathtaking "

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!!"

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!"

Peconic Retreat | Across from Beach with Water Views

10/10 Excellent

"Lovely house in excellent location. 2 minutes walk to the beach, perfect for my elderly husband and small grand children. They had a great time wading in the "lazy river" inlet. Communication with house manager regarding minor problems was quick and hassle free."

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."

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, check out the 24 hotels and other accommodations 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 traveler 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 are there close to Osprey's Dominion?

Expedia has 24 hotels and other accommodations 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 room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to view the best options available near Osprey's Dominion.

Where can I learn more about changing or cancelling my trip in the area near Osprey's Dominion?

To access more information about picking new dates or cancelling your stay near Osprey's Dominion, click here.

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.

Find hotels near Osprey's Dominion, Southold from SAR 367

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Osprey's Dominion hotels

1. Silver Sands Motel & Beach Bungalows

2. Zey Hotel

3. The Shoals Suites and Slips

4. The Bentley Hotel Southampton

5. The Chequit

6. North Fork Resort

7. House on Chase Creek

8. Sound View Greenport

9. Shorewood Inn

10. Sag Harbor Inn

11. The Harbor Front Inn

12. A Room At The Beach

13. The Hampton Maid

14. Aqua by American Beech - Adults Only

15. Bridgehampton Inn

16. The Menhaden

17. Faraway Sag Harbor

18. American Beech Hotel

19. Cliffside Resort Condominiums

20. Oyster Estate

Compare popular hotels close to Osprey's Dominion

Top Osprey's Dominion Hotel Reviews

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

The Shoals Suites and Slips

Gorgeous Historical 6 bdrm House close to vineyards and breweries,

Historic House Getaway

Shorecrest Beach House + Beach Front + Ocean views

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

Peconic Retreat | Across from Beach with Water Views

Luxury by the Sea

Lovely Cottage in the Heart of Long Island Wine country

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