Southold Osprey's Dominion Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Osprey's Dominion hotels

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 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.

1. Zey Hotel

10.1 km from Osprey's Dominion

Renee

HK$1,324

HK$1,512 total

includes taxes & fees

21 Oct - 22 Oct

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

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.

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

2. The Shoals Suites and Slips

5.3 km from Osprey's Dominion

Melissa

HK$1,583

HK$2,005 total

includes taxes & fees

1 Oct - 2 Oct

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

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

A large, white building with multiple windows and a prominent tree in the foreground.

A staircase with wooden balusters and a white wall.

3. The Chequit

9.1 km from Osprey's Dominion

Kristin

HK$1,624

HK$1,855 total

includes taxes & fees

4 Oct - 5 Oct

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

4. Silver Sands Motel & Beach Bungalows

8.3 km from Osprey's Dominion

Sarah

HK$2,549

HK$2,912 total

includes taxes & fees

20 Oct - 21 Oct

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

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

A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

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

5. House on Chase Creek

9.1 km from Osprey's Dominion

Calvin

HK$1,689

HK$1,930 total

includes taxes & fees

6 Oct - 7 Oct

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.

6. The Bentley Hotel Southampton

16.8 km from Osprey's Dominion

Frank

HK$1,174

HK$1,537 total

includes taxes & fees

29 Sept - 30 Sept

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

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.

A modern kitchen with a stainless steel sink, white cabinets, and a blue-tiled backsplash.

7. North Fork Resort

8.8 km from Osprey's Dominion

Harold

HK$2,351

HK$2,686 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

8. Sag Harbor Inn

13.4 km from Osprey's Dominion

Terri

HK$2,542

HK$2,904 total

includes taxes & fees

4 Oct - 5 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 rooftop deck with outdoor seating, fire pits, and a view of a body of water.

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

9. The Menhaden

9.7 km from Osprey's Dominion

Lisa

HK$2,616

HK$3,302 total

includes taxes & fees

30 Sept - 1 Oct

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

10. Sound View Greenport

7.2 km from Osprey's Dominion

Irene

HK$2,084

HK$2,605 total

includes taxes & fees

14 Oct - 15 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 bedroom with a bed, a door, and a framed picture on the wall.

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

11. Shorewood Inn

15.9 km from Osprey's Dominion

KAREN

HK$671

HK$766 total

includes taxes & fees

24 Sept - 25 Sept

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

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

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

HK$2,323

HK$2,654 total

includes taxes & fees

4 Oct - 5 Oct

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

A two-story building with a brick pathway leading to the entrance.

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

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

13. Bridgehampton Inn

17.1 km from Osprey's Dominion

Leslie

HK$2,346

HK$2,680 total

includes taxes & fees

1 Oct - 2 Oct

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

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

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.

14. The Harbor Front Inn

9.7 km from Osprey's Dominion

Jordan

HK$1,970

HK$2,475 total

includes taxes & fees

15 Oct - 16 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.

15. Faraway Sag Harbor

13.6 km from Osprey's Dominion

Miguel

HK$3,319

HK$4,171 total

includes taxes & fees

5 Oct - 6 Oct

16. Cliffside Resort Condominiums

8.1 km from Osprey's Dominion

Christine

HK$2,279

HK$3,474 total

includes taxes & fees

28 Sept - 29 Sept

A poolside area with lounge chairs and yellow umbrellas.

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

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.

17. Oyster Estate

9.6 km from Osprey's Dominion

Elizabeth

HK$2,479

HK$3,123 total

includes taxes & fees

21 Oct - 22 Oct

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

A beach with sand and sparse vegetation.

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.

18. The Hampton Maid

18.3 km from Osprey's Dominion

SABINA

HK$1,659

HK$1,896 total

includes taxes & fees

13 Oct - 14 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 beach scene with a sunset, calm sea, and a few people fishing.

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.

19. Hamlet Inn

17.8 km from Osprey's Dominion

Thomas

HK$994

HK$1,285 total

includes taxes & fees

27 Sept - 28 Sept

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.

20. Aqua by American Beech - Adults Only

17.5 km from Osprey's Dominion

Monique

HK$1,617

HK$2,122 total

includes taxes & fees

24 Sept - 25 Sept

View all properties

Compare popular hotels close to Osprey's Dominion

Property	Property class	Guest rating
Zey Hotel	9.2 Wonderful 408 reviews	View
The Shoals Suites and Slips	9.4 Exceptional 342 reviews	View
The Chequit	9.2 Wonderful 62 reviews	View
Silver Sands Motel & Beach Bungalows	10.0 Exceptional 170 reviews	View
House on Chase Creek	9.4 Exceptional 86 reviews	View

Top Osprey's Dominion Hotel Reviews

Sound View Greenport

10/10 Excellent

"The sunsets are incredible, different each time and it’s like the whole property pauses for that moment, fantastic views."

The Pridwin Hotel

10/10 Excellent

"Wonderful- so charming and comfortable; upscale yet casual"

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!!"

Fabulous Waterfront Property in the Heart of Wine Country

10/10 Excellent

"The host was a great communicator and was very accommodating. The house was beautiful and was exactly as described and pictured. This home is in a central location for many towns, vineyards, night life, and the water. Thank you for allowing us to use your home to celebrate the beautiful bride to be!!"

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!"

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.

Southold Osprey's Dominion Hotels

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. Zey Hotel

2. The Shoals Suites and Slips

3. The Chequit

4. Silver Sands Motel & Beach Bungalows

5. House on Chase Creek

6. The Bentley Hotel Southampton

7. North Fork Resort

8. Sag Harbor Inn

9. The Menhaden

10. Sound View Greenport

11. Shorewood Inn

12. A Room At The Beach

13. Bridgehampton Inn

14. The Harbor Front Inn

15. Faraway Sag Harbor

16. Cliffside Resort Condominiums

17. Oyster Estate

18. The Hampton Maid

19. Hamlet Inn

20. Aqua by American Beech - Adults Only

Compare popular hotels close to Osprey's Dominion

Top Osprey's Dominion Hotel Reviews

Sound View Greenport

The Pridwin Hotel

The Shoals Suites and Slips

Gorgeous Historical 6 bdrm House close to vineyards and breweries,

Historic House Getaway

Fabulous Waterfront Property in the Heart of Wine Country

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...

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