Southold Hotel Guide - Osprey's Dominion hotels in Southold, United States of America.

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Tonight
May 5 - May 6
Tomorrow
May 6 - May 7
Next weekend
May 10 - May 12

Filter by

Popular filters
Popular filters
Total price
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
1
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top Trending Hotels Near Osprey's Dominion

Capri
Terrace/patio
Capri
3.5 star property
6.4 out of 10, (218)
"The rooms are grrat with all details"
The price is €280
includes taxes & fees
21 May - 22 May
Capri
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (19)
"Very elegant "
The price is €349
includes taxes & fees
12 May - 13 May
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (53)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is €441
includes taxes & fees
6 May - 7 May
East Hampton Art House Bed & Breakfast
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Hampton's Vacation Inn
Children’s activities
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (234)
"The bathroom was very clean with nice plush towels. The room was also very clean with a comfortable bed. I would definitely recommend this Inn to my friends and relatives. Great location as well!"
The price is €134
includes taxes & fees
29 May - 30 May
Hampton's Vacation Inn
East Hampton House Resort
Deluxe Studio | Living area
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (227)
"Very convenient with own entrance and back deck and parking right in front!! Can walk to dining and breakfast options or make in your own kitchen nook!! "
The price is €320
includes taxes & fees
21 May - 22 May
East Hampton House Resort
Bayview Resort
Seasonal outdoor pool, free pool cabanas, pool umbrellas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (372)
"The view of the bay is incredible ( I was on 2nd floor) but the structure itself needs some t l c, fresh paint, more tables in room, etc. "
The price is €161
includes taxes & fees
12 May - 13 May
Bayview Resort
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (88)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is €383
includes taxes & fees
20 May - 21 May
Journey East Hampton
Canoe Place Inn and Cottages
Seasonal outdoor pool, pool umbrellas, pool loungers
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (26)
"Absolutely the nicest hotel in the area. "
The price is €546
includes taxes & fees
22 May - 23 May
Canoe Place Inn and Cottages
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is €663
includes taxes & fees
6 May - 7 May
The Roundtree, Amagansett
Mill House Inn
Front of property – evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (49)
"This place feels like home away from home. Very nice staff. "
The price is €477
includes taxes & fees
12 May - 13 May
Mill House Inn
The Maidstone
Front of property – evening/night
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The Maidstone
Hampton Maid Motel
Property grounds
Hampton Maid Motel
2.5 star property
9.0 out of 10, Wonderful, (521)
"The property is well kept and beautiful. I will definitely come back. "
The price is €215
includes taxes & fees
6 May - 7 May
Hampton Maid Motel
Colonial Shores Resort
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, (81)
"This is our second 8 day stay. Here for work (Hanging Wallpaper) we really enjoyed our time here. Around the corner from everything. "
The price is €233
includes taxes & fees
6 May - 7 May
Colonial Shores Resort
The Hedges Inn
Property grounds
The Hedges Inn
3.5 star property
9.6 out of 10, Exceptional, (66)
"Beautiful location and lovely accommodation."
The Hedges Inn
EHP Resort & Marina
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
EHP Resort & Marina
3.5 star property
7.8 out of 10, Good, (7)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
The price is €500
includes taxes & fees
8 May - 9 May
EHP Resort & Marina
House on Chase Creek
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (63)
"543y"
The price is €186
includes taxes & fees
6 May - 7 May
House on Chase Creek
Sag Harbor Suite by the Beach
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, (8)
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
The Drake Inn
Outdoor spa tub
The Drake Inn
2.0 star property
9.0 out of 10, Wonderful, (77)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
The Drake Inn
Southampton Village Motel
Property entrance
Southampton Village Motel
2.5 star property
9.2 out of 10, Wonderful, (42)
"My room was unacceptable, there was mold and the shower was flooding the bathroom all the time, the wifi did not work very well and the owner/manager was not helpful. I had to call every time we needed more towels and she was not welcoming or friendly at all. When we told her about the shower she did not show any remorse"
The price is €423
includes taxes & fees
6 May - 7 May
Southampton Village Motel
The Reform Club
Deluxe Suite
The Reform Club
2.0 star property
The price is €957
includes taxes & fees
8 May - 9 May
The Reform Club
Don't see what you're looking for?
See all available properties in Osprey's Dominion
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.

Osprey's Dominion hotels information

Number of reviews
2,017
Accommodation
2,243 hotels
Lowest Price
€134
Highest Price
€854

Destinations near Southold

Image for Sparkling Pointe

Sparkling Pointe

You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.

See properties
Sparkling Pointe

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 28 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 1.1 mi (1.8 km) away.

How many hotels can I expect to find close to Osprey's Dominion?

Expedia has 28 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?

You might spend a leisurely day outdoors at Goldsmith's Inlet Park and Horton Point Park. Crescent Beach, Sunset Beach and Horton Lane Beach are great spots if you want to spend some time by the water during your stay. Raphael Winery, Pindar Vineyards or Bedell Cellars are some local sights worth checking out.

Recent Reviews in Osprey's Dominion
Expedia verified reviews

Sound View Greenport

Sound View Greenport

5/5 Excellent
"beautiful location"
A verified traveller stayed at Sound View Greenport
Posted 13 days ago
Sound View Greenport
Lovely Waterview Cottage in the Heart of Long Island Wine country

Lovely Waterview Cottage in the Heart of Long Island Wine country

5/5 Excellent
Peaceful Cabin
"We booked a last minute stay off season at this cabin. It was very peaceful. The inside is quite roomier than the photos (expect for one smallish bedroom) and in warm weather the screened in porch and yard would provide even more space. I especially loved the colorful artsy bathroom tiles! We walked down to the pond although it was too cold for boating. The neighborhood seems remote but you are minutes away from restaurants, shops and wineries. Would love to visit again."
A verified traveller stayed at Lovely Waterview Cottage in the Heart of Long Island Wine country
Posted 3 months ago
Lovely Waterview Cottage in the Heart of Long Island Wine country