Search Hotels Near Osprey's Dominion, Southold

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Check prices for these dates

Tonight
16 Dec - 17 Dec
Tomorrow
17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Osprey's Dominion hotels

Interior
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
0.9 km from Osprey's Dominion
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
8.3 km from Osprey's Dominion
9.8 out of 10, Exceptional, (142)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows
Exterior
The Shoals Suites and Slips

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, (228)
"Room was clean and comfortable. Easy check in and check out. Staff very accommodating. "
United States
James
The price is ฿5,836
฿6,667 total
includes taxes & fees
21 Dec - 22 Dec
The Shoals Suites and Slips
Property entrance
The Menhaden

The Menhaden

The Menhaden
3.5 star property
9.7 km from Osprey's Dominion
9.6 out of 10, Exceptional, (171)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is ฿7,733
฿10,094 total
includes taxes & fees
21 Dec - 22 Dec
The Menhaden
Reception
The Bentley Hotel Southampton

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, (398)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is ฿3,813
฿4,388 total
includes taxes & fees
23 Dec - 24 Dec
The Bentley Hotel Southampton
Exterior
Zey Hotel

Zey Hotel

Zey Hotel
3.5 star property
10.1 km from Osprey's Dominion
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Exterior
Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
17.5 km from Osprey's Dominion
9.4 out of 10, Exceptional, (312)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only
Bar (on property)
Bridgehampton Inn

Bridgehampton Inn

Bridgehampton Inn
3.5 star property
17.1 km from Osprey's Dominion
9.4 out of 10, Exceptional, (218)
"Great place!!!"
United States
Leslie
The price is ฿9,407
฿10,747 total
includes taxes & fees
31 Dec - 1 Jan 2026
Bridgehampton Inn
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
9.7 km from Osprey's Dominion
8.8 out of 10, Excellent, (547)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ฿4,219
฿6,360 total
includes taxes & fees
25 Dec - 26 Dec
The Harbor Front Inn
Resort view
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
7.2 km from Osprey's Dominion
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ฿5,008
฿7,262 total
includes taxes & fees
29 Dec - 30 Dec
Sound View Greenport
Terrace/patio
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
10.1 km from Osprey's Dominion
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is ฿5,635
฿7,697 total
includes taxes & fees
18 Dec - 19 Dec
American Beech Hotel
Desk, free WiFi, bed sheets
Southampton Long Island Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
16.7 km from Osprey's Dominion
8.6 out of 10, Excellent, (203)
"Good location. Nice people!! "
United States
Theresa
The price is ฿3,736
฿4,455 total
includes taxes & fees
15 Jan - 16 Jan 2026
Southampton Long Island Hotel
Golf
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
17.8 km from Osprey's Dominion
8.6 out of 10, Excellent, (443)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ฿2,805
฿3,625 total
includes taxes & fees
18 Dec - 19 Dec
Hamlet Inn
Exterior
Shorewood Inn

Shorewood Inn

Shorewood Inn
2.5 star property
15.9 km from Osprey's Dominion
8.4 out of 10, Very good, (710)
"Couldn't have been easier! The woman at the front desk was warm and welcoming, the room was super clean and cute with the heat turned on full blast in anticipation of my arrival. Adorable backyard with seating, too. Super hot water in the shower. Perfect for an impromptu winter getaway. "
United States
Mahlon
Shorewood Inn
Breakfast, lunch, brunch served; local cuisine
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
18.4 km from Osprey's Dominion
8.6 out of 10, Excellent, (549)
"Such a great location!"
United States
Elizabeth
The price is ฿6,292
฿7,701 total
includes taxes & fees
21 Dec - 22 Dec
Southampton Inn
Interior detail
Harpoon House

Harpoon House

Harpoon House
3.0 star property
18.2 km from Osprey's Dominion
8.4 out of 10, Very good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House
Traditional Cottage, 2 Bedrooms, Lake View | Desk, laptop workspace, iron/ironing board, free WiFi
Head of Pond House

Head of Pond House

Head of Pond House
3.0 star property
16.1 km from Osprey's Dominion
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
The price is ฿15,583
฿17,803 total
includes taxes & fees
5 Jan - 6 Jan 2026
Head of Pond House
Sports court
The Atlantic Hotel

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
16.6 km from Osprey's Dominion
7.2 out of 10, Good, (974)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
19.5 km from Osprey's Dominion
7.2 out of 10, Good, (69)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
Private kitchen
Canoe Place Waterfront Residences

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
18.1 km from Osprey's Dominion
10.0 out of 10, Exceptional, (1)
The price is ฿62,763
฿76,009 total
includes taxes & fees
23 Dec - 24 Dec
Canoe Place Waterfront Residences
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

Top Osprey's Dominion Hotel Reviews

The Pridwin Hotel

The Pridwin Hotel

10/10 Excellent
"Overall the places is nice, clean and great views"
Dianne 2-night trip
Posted 2 months ago
The Pridwin Hotel
Vine & Sand

Vine & Sand

10/10 Excellent
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
Sandra 3-night trip
Posted 2 months ago
Vine & Sand

Hotels near other Osprey's Dominion attractions

Pindar Vineyards

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

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

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 26 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. Another good option is White Blossom House Inn, located 0.8 mi (1.3 km) away.
How many hotels can I expect to find close to Osprey's Dominion?
Expedia has 26 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. 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.