Default HTG hotel image

Find hotels near Osprey's Dominion, Southold from CA $199

  • 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

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Osprey's Dominion hotels

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

The Bentley Hotel Southampton
2.0 star property
16.8 km from Osprey's Dominion
9.6 out of 10, Exceptional, (609 reviews)
"great spot to stay,"
United States
Armando
The price is CA $201
CA $230 total
includes taxes & fees
Nov 16 - Nov 17
The Bentley Hotel Southampton
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

2. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
5.3 km from Osprey's Dominion
9.4 out of 10, Exceptional, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is CA $231
CA $298 total
includes taxes & fees
Nov 10 - Nov 11
The Shoals Suites and Slips
The entrance to The Harbor Front Inn with a double door and the address number 209.

3. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
9.7 km from Osprey's Dominion
9.0 out of 10, Wonderful, (669 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is CA $185
CA $251 total
includes taxes & fees
Nov 16 - Nov 17
The Harbor Front Inn
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

4. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
13.4 km from Osprey's Dominion
9.4 out of 10, Exceptional, (681 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is CA $306
CA $350 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A two-story house with a balcony, outdoor seating area, and a variety of plants.

5. Zey Hotel

Zey Hotel
3.5 star property
10.1 km from Osprey's Dominion
9.2 out of 10, Wonderful, (440 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is CA $214
CA $245 total
includes taxes & fees
Nov 10 - Nov 11
Zey Hotel
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
8.3 km from Osprey's Dominion
10.0 out of 10, Exceptional, (186 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is CA $334
CA $382 total
includes taxes & fees
Nov 5 - Nov 6
Silver Sands Motel & Beach Bungalows
A bathroom with a white sink, a mirror, and a towel rack.

7. House on Chase Creek

House on Chase Creek
2.5 star property
9.1 km from Osprey's Dominion
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is CA $259
CA $296 total
includes taxes & fees
Nov 3 - Nov 4
House on Chase Creek
A cozy room with a high ceiling, a patterned rug, a yellow armchair, a small round table with a vase of flowers, and a window with a view of the outside.

8. The Chequit

The Chequit
3.0 star property
9.1 km from Osprey's Dominion
9.0 out of 10, Wonderful, (75 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is CA $238
CA $272 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit
A spacious room with wicker furniture, large windows, and a view of the sea.

9. Sound View Greenport

Sound View Greenport
4.0 star property
7.2 km from Osprey's Dominion
8.4 out of 10, Very good, (762 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is CA $213
CA $284 total
includes taxes & fees
Nov 15 - Nov 16
Sound View Greenport
A pool area with umbrellas, potted plants, and a pathway leading to a building.

10. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
13.6 km from Osprey's Dominion
9.0 out of 10, Wonderful, (319 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is CA $447
CA $562 total
includes taxes & fees
Nov 17 - Nov 18
Faraway Sag Harbor
A cozy interior with a bar area, seating, and a fireplace.

11. Oyster Estate

Oyster Estate
4.0 star property
9.6 km from Osprey's Dominion
9.2 out of 10, Wonderful, (300 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is CA $297
CA $374 total
includes taxes & fees
Nov 9 - Nov 10
Oyster Estate
A modern house with a deck, outdoor seating, and a fire pit.

12. North Fork Resort

North Fork Resort
3.0 star property
8.8 km from Osprey's Dominion
9.6 out of 10, Exceptional, (71 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is CA $435
CA $497 total
includes taxes & fees
Nov 10 - Nov 11
North Fork Resort
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

13. The Menhaden

The Menhaden
3.5 star property
9.7 km from Osprey's Dominion
9.6 out of 10, Exceptional, (194 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is CA $460
CA $582 total
includes taxes & fees
Nov 15 - Nov 16
The Menhaden
A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

14. The Hampton Maid

The Hampton Maid
2.5 star property
18.3 km from Osprey's Dominion
9.4 out of 10, Exceptional, (812 reviews)
"excellent stay...staff was friendly. will stay here again."
United States
Joshua
The price is CA $297
CA $340 total
includes taxes & fees
Nov 2 - Nov 3
The Hampton Maid
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

15. A Room At The Beach

A Room At The Beach
3.0 star property
17.6 km from Osprey's Dominion
9.2 out of 10, Wonderful, (104 reviews)
"We loved this place! Gorgeous, well-appointed, clean, charming, staff friendly and helpful."
United States
Annabel
The price is CA $414
CA $473 total
includes taxes & fees
Nov 1 - Nov 2
A Room At The Beach
A balcony with a view of the ocean, a lawn, and a house in the background.

16. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
8.1 km from Osprey's Dominion
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is CA $236
CA $425 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums
A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

17. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
17.1 km from Osprey's Dominion
9.4 out of 10, Exceptional, (232 reviews)
"Wonderful staff - excellent food and service"
United States
Cori
The price is CA $418
CA $478 total
includes taxes & fees
Nov 3 - Nov 4
Bridgehampton Inn
A modern interior with a central water feature, shelves with products, and a clothing rack.

18. American Beech Hotel

American Beech Hotel
3.5 star property
10.1 km from Osprey's Dominion
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is CA $351
CA $457 total
includes taxes & fees
Nov 1 - Nov 2
American Beech Hotel
A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

19. Shorewood Inn

Shorewood Inn
2.5 star property
15.9 km from Osprey's Dominion
8.4 out of 10, Very good, (843 reviews)
"Beautiful hotel vintage"
United States
Dennis
The price is CA $174
CA $199 total
includes taxes & fees
Nov 25 - Nov 26
Shorewood Inn
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

20. The Sagaponack

The Sagaponack
3.0 star property
19.5 km from Osprey's Dominion
8.8 out of 10, Excellent, (295 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is CA $267
CA $361 total
includes taxes & fees
Nov 29 - Nov 30
The Sagaponack
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Compare popular hotels close to Osprey's Dominion

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
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.
The Bentley Hotel Southampton
2.0 star property
9.6
Exceptional
609 reviews
View
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
The Shoals Suites and Slips
3.5 star property
9.4
Exceptional
349 reviews
View
The entrance to The Harbor Front Inn with a double door and the address number 209.
The Harbor Front Inn
3.5 star property
9.0
Wonderful
669 reviews
View
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
Sag Harbor Inn
3.5 star property
9.4
Exceptional
681 reviews
View
A two-story house with a balcony, outdoor seating area, and a variety of plants.
Zey Hotel
3.5 star property
9.2
Wonderful
440 reviews
View

Top Osprey's Dominion Hotel Reviews

Gorgeous Historical 6 bdrm House close to vineyards and breweries,

Gorgeous Historical 6 bdrm House close to vineyards and breweries,

10/10 Excellent
"Vicky met us upon our arrival. She could not have been more welcoming, kind and sweet. We enjoyed our weekend!!"
Eileen W. 2-night trip
Posted 3 days ago
Gorgeous Historical 6 bdrm House close to vineyards and breweries,

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

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.
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.

Explore a world of travel with Expedia