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Find hotels near Osprey's Dominion, Southold from CA $149

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Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

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Our top choices for Osprey's Dominion hotels

A beachside outdoor seating area with white Adirondack chairs and a fire pit.

1. 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, (187 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is CA $305
CA $348 total
includes taxes & fees
Dec 1 - Dec 2
Silver Sands Motel & Beach Bungalows
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.

2. 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, (615 reviews)
"great spot to stay,"
United States
Armando
The price is CA $199
CA $227 total
includes taxes & fees
Nov 8 - Nov 9
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.

3. 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 $260
CA $332 total
includes taxes & fees
Nov 5 - Nov 6
The Shoals Suites and Slips
A two-story house with a balcony, outdoor seating area, and a variety of plants.

4. Zey Hotel

Zey Hotel
3.5 star property
10.1 km from Osprey's Dominion
9.2 out of 10, Wonderful, (443 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is CA $191
CA $218 total
includes taxes & fees
Nov 17 - Nov 18
Zey Hotel
The entrance to The Harbor Front Inn with a double door and the address number 209.

5. 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, (674 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is CA $188
CA $254 total
includes taxes & fees
Nov 15 - Nov 16
The Harbor Front Inn
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

6. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
13.4 km from Osprey's Dominion
9.4 out of 10, Exceptional, (684 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
The price is CA $307
CA $350 total
includes taxes & fees
Nov 5 - Nov 6
Sag Harbor Inn
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

7. The Chequit

The Chequit
3.0 star property
9.1 km from Osprey's Dominion
9.0 out of 10, Wonderful, (76 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is CA $253
CA $289 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit
A serene landscape with a calm body of water reflecting trees with autumn foliage.

8. 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 9 - Nov 10
House on Chase Creek
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, (765 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is CA $214
CA $284 total
includes taxes & fees
Nov 18 - Nov 19
Sound View Greenport
A cozy interior with a bar area, seating, and a fireplace.

10. Oyster Estate

Oyster Estate
4.0 star property
9.6 km from Osprey's Dominion
9.2 out of 10, Wonderful, (301 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is CA $263
CA $332 total
includes taxes & fees
Nov 15 - Nov 16
Oyster Estate
A modern house with a deck, outdoor seating, and a fire pit.

11. North Fork Resort

North Fork Resort
3.0 star property
8.8 km from Osprey's Dominion
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is CA $435
CA $497 total
includes taxes & fees
Nov 5 - Nov 6
North Fork Resort
A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

12. 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 $130
CA $149 total
includes taxes & fees
Nov 5 - Nov 6
Shorewood Inn
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, (195 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 $430
CA $554 total
includes taxes & fees
Dec 1 - Dec 2
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, (814 reviews)
"excellent stay...staff was friendly. will stay here again."
United States
Joshua
The price is CA $296
CA $338 total
includes taxes & fees
Nov 5 - Nov 6
The Hampton Maid
A pool area with umbrellas, potted plants, and a pathway leading to a building.

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
13.6 km from Osprey's Dominion
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is CA $447
CA $562 total
includes taxes & fees
Nov 16 - Nov 17
Faraway Sag Harbor
A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

16. 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 $419
CA $478 total
includes taxes & fees
Nov 5 - Nov 6
Bridgehampton Inn
A balcony with a view of the ocean, a lawn, and a house in the background.

17. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
8.1 km from Osprey's Dominion
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is CA $237
CA $426 total
includes taxes & fees
Nov 15 - Nov 16
Cliffside Resort Condominiums
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 5 - Nov 6
American Beech Hotel
A beachside lounge with wicker furniture, a fire pit, and string lights.

19. Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
17.5 km from Osprey's Dominion
9.2 out of 10, Wonderful, (365 reviews)
"Worth the trip. The location was very relaxing."
United States
Monique
The price is CA $301
CA $393 total
includes taxes & fees
Nov 5 - Nov 6
Aqua by American Beech - Adults Only
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

20. 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 $415
CA $474 total
includes taxes & fees
Nov 5 - Nov 6
A Room At The Beach
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.
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Compare popular hotels close to Osprey's Dominion

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A beachside outdoor seating area with white Adirondack chairs and a fire pit.
Silver Sands Motel & Beach Bungalows
4.0 star property
10.0
Exceptional
187 reviews
View
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
615 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
A two-story house with a balcony, outdoor seating area, and a variety of plants.
Zey Hotel
3.5 star property
9.2
Wonderful
443 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
674 reviews
View

Top Osprey's Dominion Hotel Reviews

Greenport Walk to beach & vineyard from this brand new home

Greenport Walk to beach & vineyard from this brand new home

10/10 Excellent
"Our family had the best time during our stay! All the comforts of home with an abundance of local beauty to see! We highly recommend visiting this home to enjoy the beautiful North Fork not a bad ride to MONTAUK either if you want you get that in too!!"
SEAN M. 5-night trip
Posted 4 days ago
Greenport Walk to beach & vineyard from this brand new home

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.

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