Top 10 Hotels Near 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

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

A staircase with wooden balusters and a white wall.

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

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

1. The Chequit

9.1 km from Osprey's Dominion

Kristin

P12,965

P14,812 total

includes taxes & fees

Oct 4 - Oct 5

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.

2. Silver Sands Motel & Beach Bungalows

8.3 km from Osprey's Dominion

Sarah

P20,355

P23,256 total

includes taxes & fees

Oct 18 - Oct 19

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

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.

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

3. The Bentley Hotel Southampton

16.8 km from Osprey's Dominion

Frank

P10,585

P12,093 total

includes taxes & fees

Oct 12 - Oct 13

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

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.

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

4. House on Chase Creek

9.1 km from Osprey's Dominion

Calvin

P13,483

P15,405 total

includes taxes & fees

Oct 8 - Oct 9

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

5. North Fork Resort

8.8 km from Osprey's Dominion

Harold

P17,079

P19,513 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

6. Sag Harbor Inn

13.4 km from Osprey's Dominion

Terri

P20,292

P23,184 total

includes taxes & fees

Oct 4 - Oct 5

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

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

7. Shorewood Inn

15.9 km from Osprey's Dominion

KAREN

P5,355

P6,118 total

includes taxes & fees

Oct 18 - Oct 19

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

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

8. Sound View Greenport

7.2 km from Osprey's Dominion

Irene

P15,673

P19,696 total

includes taxes & fees

Oct 25 - Oct 26

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.

9. 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

P18,545

P21,187 total

includes taxes & fees

Oct 4 - Oct 5

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 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.

10. Aqua by American Beech - Adults Only

17.5 km from Osprey's Dominion

Monique

P12,908

P16,940 total

includes taxes & fees

Sep 27 - Sep 28

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 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.

11. The Hampton Maid

18.3 km from Osprey's Dominion

SABINA

P13,246

P15,134 total

includes taxes & fees

Oct 19 - Oct 20

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.

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.

12. Bridgehampton Inn

17.1 km from Osprey's Dominion

Leslie

P18,727

P21,395 total

includes taxes & fees

Oct 1 - Oct 2

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.

13. Oyster Estate

9.6 km from Osprey's Dominion

Elizabeth

P19,791

P24,936 total

includes taxes & fees

Oct 5 - Oct 6

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.

14. Hamlet Inn

17.8 km from Osprey's Dominion

Thomas

P7,949

P10,275 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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.

15. The Menhaden

9.7 km from Osprey's Dominion

Lisa

P20,917

P26,406 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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.

16. American Beech Hotel

10.1 km from Osprey's Dominion

Mary

P14,343

P18,892 total

includes taxes & fees

Oct 1 - Oct 2

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 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.

17. The Harbor Front Inn

9.7 km from Osprey's Dominion

Jordan

P14,036

P17,824 total

includes taxes & fees

Oct 25 - Oct 26

18. Cliffside Resort Condominiums

8.1 km from Osprey's Dominion

Christine

P17,304

P26,720 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.

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.

19. Ocean View Terrace Inn

18.3 km from Osprey's Dominion

Timothy

P6,868

P11,296 total

includes taxes & fees

Sep 29 - Sep 30

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

A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

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

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

20. Faraway Sag Harbor

13.6 km from Osprey's Dominion

Miguel

P26,528

P33,340 total

includes taxes & fees

Oct 5 - Oct 6

View all properties

Compare popular hotels close to Osprey's Dominion

Property	Property class	Guest rating
The Chequit	9.2 Wonderful 62 reviews	View
Silver Sands Motel & Beach Bungalows	10.0 Exceptional 170 reviews	View
The Bentley Hotel Southampton	9.6 Exceptional 589 reviews	View
House on Chase Creek	9.4 Exceptional 86 reviews	View
North Fork Resort	9.6 Exceptional 57 reviews	View

Top Osprey's Dominion Hotel Reviews

Zey Hotel

10/10 Excellent

"Lovely hotel, great location and lovely courtyard!"

Cliffside Resort Condominiums

10/10 Excellent

"We had a great stay - the condo was just right for a family of four, comfortable and with beautiful views. The private beach was lovely for a short walk. While the walls were a little thin and we could hear noise from the neighbors on the balcony beside our bedroom one night, it’s to be expected in close quarters and everyone was quiet by 11:30. Check in was easy and location was great for many area attractions. We hope to return!"

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!"

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"Excellent stay. The room was clean and stylish. Can’t wait to come back"

Vine & Sand

10/10 Excellent

"The hosts were very friendly and welcoming. They were always available when we had questions or needed anything. We enjoyed the fresh pastries and fresh fruit the 1st morning. They were very accommodating and had breakfast out early when we had to leave extra early for our event our 1st day."

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 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.

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.

Hotels near Osprey's Dominion

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 Chequit

2. Silver Sands Motel & Beach Bungalows

3. The Bentley Hotel Southampton

4. House on Chase Creek

5. North Fork Resort

6. Sag Harbor Inn

7. Shorewood Inn

8. Sound View Greenport

9. A Room At The Beach

10. Aqua by American Beech - Adults Only

11. The Hampton Maid

12. Bridgehampton Inn

13. Oyster Estate

14. Hamlet Inn

15. The Menhaden

16. American Beech Hotel

17. The Harbor Front Inn

18. Cliffside Resort Condominiums

19. Ocean View Terrace Inn

20. Faraway Sag Harbor

Compare popular hotels close to Osprey's Dominion

Top Osprey's Dominion Hotel Reviews

Zey Hotel

Cliffside Resort Condominiums

The Shoals Suites and Slips

Silver Sands Motel & Beach Bungalows

Vine & Sand

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