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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Osprey's Dominion hotels

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 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

16.8 km from Osprey's Dominion

Frank

SAR 537

SAR 613 total

includes taxes & fees

9 Nov - 10 Nov

A lakeside patio with outdoor seating and a view of the water.

A grassy area with trees and a view of a body of water.

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

2. Silver Sands Motel & Beach Bungalows

8.3 km from Osprey's Dominion

Keith

SAR 862

SAR 985 total

includes taxes & fees

3 Nov - 4 Nov

3. Cliffside Resort Condominiums

8.1 km from Osprey's Dominion

Christine

SAR 635

SAR 1,141 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

A beach with sand and sparse vegetation.

4. The Hampton Maid

18.3 km from Osprey's Dominion

Joshua

SAR 794

SAR 907 total

includes taxes & fees

13 Oct - 14 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 rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

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

5. North Fork Resort

8.8 km from Osprey's Dominion

Harold

SAR 900

SAR 1,028 total

includes taxes & fees

21 Oct - 22 Oct

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

A restaurant with a signboard listing its hours of operation.

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

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

6. Zey Hotel

10.1 km from Osprey's Dominion

Renee

SAR 684

SAR 782 total

includes taxes & fees

28 Oct - 29 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 modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

7. The Shoals Suites and Slips

5.3 km from Osprey's Dominion

SAR 909

SAR 1,133 total

includes taxes & fees

8 Nov - 9 Nov

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.

8. Canoe Place Inn and Cottages

18.3 km from Osprey's Dominion

Corrado

SAR 1,641

SAR 1,987 total

includes taxes & fees

21 Oct - 22 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.

9. A Room At The Beach

17.6 km from Osprey's Dominion

SAR 1,112

SAR 1,270 total

includes taxes & fees

21 Oct - 22 Oct

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

A bar area with wooden bar stools and a bookshelf.

A person standing in front of a building with a sign that reads 'The Harbor Front Inn.'

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

10. The Harbor Front Inn

9.7 km from Osprey's Dominion

Antrii

SAR 605

SAR 798 total

includes taxes & fees

2 Nov - 3 Nov

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

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

11. Sound View Greenport

7.2 km from Osprey's Dominion

Irene

SAR 626

SAR 823 total

includes taxes & fees

2 Nov - 3 Nov

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 area with a sofa, a dining table, and a separate queen bedroom.

12. Southampton Long Island Hotel

16.8 km from Osprey's Dominion

William

SAR 597

SAR 712 total

includes taxes & fees

11 Oct - 12 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 house with a dark blue exterior, a white porch railing, and a red door.

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

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

13. Ocean View Terrace Inn

18.3 km from Osprey's Dominion

Timothy

SAR 412

SAR 677 total

includes taxes & fees

12 Oct - 13 Oct

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

A wooden building with a white window and a balcony.

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.

14. The Sagaponack

19.5 km from Osprey's Dominion

Jane

SAR 754

SAR 1,011 total

includes taxes & fees

8 Nov - 9 Nov

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 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.

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

15. Hamlet Inn

17.8 km from Osprey's Dominion

Thomas

SAR 748

SAR 967 total

includes taxes & fees

8 Nov - 9 Nov

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 rooftop deck with outdoor seating, fire pits, and a view of a body of water.

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

16. The Menhaden

9.7 km from Osprey's Dominion

Lisa

SAR 1,297

SAR 1,632 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

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

17. Shorewood Inn

15.9 km from Osprey's Dominion

Heather

SAR 385

SAR 440 total

includes taxes & fees

11 Oct - 12 Oct

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

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

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

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

18. Aqua by American Beech - Adults Only

17.5 km from Osprey's Dominion

Monique

SAR 807

SAR 1,053 total

includes taxes & fees

12 Oct - 13 Oct

A banquet hall with round tables set for dining, each with candles, glassware, and floral centerpieces.

A snow-covered pathway leading to a building with a porch.

19. Southampton Inn

18.4 km from Osprey's Dominion

SAR 751

SAR 919 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

Two wine bottles with labels on a counter.

20. Harpoon House

18.2 km from Osprey's Dominion

Yuliya V

SAR 1,014

SAR 1,158 total

includes taxes & fees

12 Oct - 13 Oct

View all properties

Compare popular hotels close to Osprey's Dominion

Property	Property class	Guest rating
The Bentley Hotel Southampton	9.6 Exceptional 596 reviews	View
Silver Sands Motel & Beach Bungalows	10.0 Exceptional 174 reviews	View
Cliffside Resort Condominiums	9.0 Wonderful 295 reviews	View
The Hampton Maid	9.2 Wonderful 799 reviews	View
North Fork Resort	9.6 Exceptional 63 reviews	View

Top Osprey's Dominion Hotel Reviews

Lovely Cottage in the Heart of Long Island Wine country

10/10 Excellent

"Our host, Eileen, was a pleasure to work with. She is very quick with communication. The cottage itself was very clean and ideally situated within the various wineries and farms that we visited. It was perfect for our party of four adults."

The Shoals Suites and Slips

10/10 Excellent

"The staff were all great, the food from food truck was delicious, check in was quick!"

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."

Historic Luxury Seaside Getaway

10/10 Excellent

"Beautiful house, fabulous pool, very well stocked, and incredibly clean. Perfect for our family gathering."

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 "

Cozy Seaside Cottage

10/10 Excellent

"Pretty location, clean. Did a return visit"

The Farmhouse Bed and Breakfast

10/10 Excellent

"The services by the Owner was excellent. I would highly recommend this place for a visit."

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."

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."

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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 25 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 25 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. Crescent Beach, Sunset 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 440

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. The Bentley Hotel Southampton

2. Silver Sands Motel & Beach Bungalows

3. Cliffside Resort Condominiums

4. The Hampton Maid

5. North Fork Resort

6. Zey Hotel

7. The Shoals Suites and Slips

8. Canoe Place Inn and Cottages

9. A Room At The Beach

10. The Harbor Front Inn

11. Sound View Greenport

12. Southampton Long Island Hotel

13. Ocean View Terrace Inn

14. The Sagaponack

15. Hamlet Inn

16. The Menhaden

17. Shorewood Inn

18. Aqua by American Beech - Adults Only

19. Southampton Inn

20. Harpoon House

Compare popular hotels close to Osprey's Dominion

Top Osprey's Dominion Hotel Reviews

Lovely Cottage in the Heart of Long Island Wine country

The Shoals Suites and Slips

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

Historic Luxury Seaside Getaway

Gorgeous Historical 6 bdrm House close to vineyards and breweries,

Cozy Seaside Cottage

The Farmhouse Bed and Breakfast

Shorecrest Beach House + Beach Front + Ocean views

Peconic Retreat | Across from Beach with Water Views

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