Find hotels near Osprey's Dominion, Southold from $106

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Compare 2,279 hotels close to Osprey's Dominion with room rates, reviews, and availability. Most hotels are fully refundable.

Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (244)
"Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. "
United States
dean
$262 nightly
The price is $299
Nov 9 - Nov 10
Total with taxes and fees
Cliffside Resort Condominiums
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (280)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
United States
Alexandra
$263 nightly
The price is $301
Nov 9 - Nov 10
Total with taxes and fees
Zey Hotel
Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, (580)
"Loved everything about my stay at the Sound view !! "
United States
Sabrina
$268 nightly
The price is $306
Nov 17 - Nov 18
Total with taxes and fees
Sound View Greenport
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (524)
"Great location ,beautiful hotel,nice staff"
United States
ROBERT
$206 nightly
The price is $235
Nov 9 - Nov 10
Total with taxes and fees
The Harbor Front Inn
The Menhaden
3.5 star property
9.6 out of 10, Exceptional, (167)
"Loved the vineyards that a were a couple of miles away "
United States
Gary
$349 nightly
The price is $393
Nov 3 - Nov 4
Total with taxes and fees
The Menhaden
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (559)
"Staff was extremely friendly. Continental breakfast with great options. Location was walkable to downtown area. Will definitely stay here the next time I visit Sag Harbor. "
United States
Quinton
$209 nightly
The price is $239
Nov 2 - Nov 3
Total with taxes and fees
Sag Harbor Inn
The Bentley Hotel Southampton
2.0 star property
9.6 out of 10, Exceptional, (361)
"Really nice room, reasonably priced and very clean "
United States
joanna
$150 nightly
The price is $171
Nov 2 - Nov 3
Total with taxes and fees
The Bentley Hotel Southampton
Shorewood Inn
2.5 star property
8.6 out of 10, Excellent, (701)
"Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. "
United States
Shelly
$93 nightly
The price is $106
Nov 9 - Nov 10
Total with taxes and fees
Shorewood Inn
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (432)
"A solid inexpensive stay in the Hamptons. Staff are very accommodating, they helped guide us when there was an upcoming storm. Room was comfortable and clean. "
United States
Michelle
$137 nightly
The price is $154
Nov 2 - Nov 3
Total with taxes and fees
Hamlet Inn
Aqua by American Beech - Adults Only
2.5 star property
9.4 out of 10, Exceptional, (311)
"This was our third time staying here. The rooms are clean, the property is quiet, and the view is tranquil. The only way they could be better is getting more partnerships with local businesses and advertising them to guests before their stay (e.g. an email digest) to help guide those who book early."
United States
Lindsay
$267 nightly
The price is $305
Nov 9 - Nov 10
Total with taxes and fees
Aqua by American Beech - Adults Only
Southampton Long Island Hotel
2.5 star property
8.6 out of 10, Excellent, (201)
"Good location. Nice people!! "
United States
Theresa
$149 nightly
The price is $169
Nov 23 - Nov 24
Total with taxes and fees
Southampton Long Island Hotel
Canoe Place Inn and Cottages
4.0 star property
9.8 out of 10, Exceptional, (58)
"Amazing property. Really enjoyed our stay."
United States
Dave
$453 nightly
The price is $518
Nov 24 - Nov 25
Total with taxes and fees
Canoe Place Inn and Cottages
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (673)
"Love this place "
United States
Diane
$188 nightly
The price is $215
Nov 10 - Nov 11
Total with taxes and fees
The Hampton Maid
A Room At The Beach
3.0 star property
9.2 out of 10, Wonderful, (92)
"Adorable boutique hotel!"
United States
Julianne
$329 nightly
The price is $376
Oct 26 - Oct 27
Total with taxes and fees
A Room At The Beach
Southampton Inn
3.0 star property
8.6 out of 10, Excellent, (546)
"Such a great location!"
United States
Elizabeth
$214 nightly
The price is $245
Nov 2 - Nov 3
Total with taxes and fees
Southampton Inn
The Sagaponack
3.0 star property
8.8 out of 10, Excellent, (194)
"The room was spotless and had everything that you would need. Would stay here again."
United States
Marjorie
$196 nightly
The price is $224
Oct 26 - Oct 27
Total with taxes and fees
The Sagaponack
Sea Haven Resort Motel
2.0 star property
7.6 out of 10, Good, (30)
"Great staff"
United States
Douglas
$152 nightly
The price is $173
Nov 9 - Nov 10
Total with taxes and fees
Sea Haven Resort Motel
The Atlantic Hotel
2.5 star property
7.2 out of 10, Good, (958)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
$138 nightly
The price is $158
Oct 26 - Oct 27
Total with taxes and fees
The Atlantic Hotel
Topping Rose House
4.5 star property
9.2 out of 10, Wonderful, (135)
"Great rooms, staff and food"
United Kingdom
Alexandra
$460 nightly
The price is $530
Nov 3 - Nov 4
Total with taxes and fees
Topping Rose House
Harpoon House
3.0 star property
8.4 out of 10, Very Good, (146)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
$322 nightly
The price is $368
Oct 25 - Oct 26
Total with taxes and fees
Harpoon House
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.

Top Osprey's Dominion Hotel Reviews

Hotels near other Osprey's Dominion attractions

Frequently asked questions

What are the top-rated hotels near Osprey's Dominion?
Discovering the top-rated hotels near Osprey's Dominion can enhance your stay in Southold, New York, offering ideal options for travelers seeking comfort and convenience.

Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to Beach

Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to Beach is a stunning getaway located just 3.2 miles from Osprey's Dominion. With a perfect review rating of 10, this hotel features a private Gunite saltwater pool, ideal for relaxing after a day of exploration. Guests can enjoy amenities like a fully-equipped kitchen, outdoor shower, and a spacious patio for dining al fresco. The nearby beach and various water activities, including paddleboating and kayaking, make it a perfect choice for those looking to unwind in nature.

Great Location!! Walk to Town & Train!!

Great Location!! Walk to Town & Train!! is a delightful hotel situated only 2.3 miles from Osprey's Dominion, rated an impressive 10 by travelers. This home combines convenience and charm, featuring a cozy kitchen and inviting patio. Guests can explore nearby shopping and winery tours, ensuring a memorable stay in Southold. With easy access to local attractions and outdoor activities, this hotel is an exceptional choice for those looking to immerse themselves in the area.

Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards

Cutchogue Farmhouse Estate with hot tub and gardens is a charming retreat located 4.6 miles from Osprey's Dominion, with a flawless review rating of 10. This estate features a relaxing hot tub surrounded by beautiful gardens, offering a serene atmosphere for travelers. With amenities including a full kitchen, patio, and nearby vineyards, it is perfect for travelers looking to indulge in local wine tours and beach visits.
What hotels are within walking distance to Osprey's Dominion?
Discover top-rated hotels within walking distance to Osprey's Dominion, perfect for wine enthusiasts and those seeking a serene getaway.

Vine & Sand

Vine & Sand is a charming 3-star hotel, rated 10 by travelers, located just a 12-minute walk from Osprey's Dominion. This inviting hotel features a stunning vineyard view and offers travelers a relaxing experience with amenities like an outdoor pool, complimentary breakfast, and access to beautiful beach areas nearby. Guests can unwind on the terrace or enjoy the outdoor shower, making it a delightful choice for those looking to immerse themselves in the local scenery.

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

This newly opened B&B, also rated 10 by travelers, is just a 12-minute walk from Osprey's Dominion. Guests can indulge in a luxurious stay featuring a king bed and an ensuite bathroom with a soaking tub. The hotel boasts a heated pool and shared outdoor pool, perfect for relaxing after a day of exploring. Additional amenities include a cozy fireplace and onsite parking, ensuring a comfortable and enjoyable stay.
How much is a hotel near Osprey's Dominion?
Staying near Osprey's Dominion is a treat, with plenty of hotels from $106 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.
What are the most popular family-friendly hotels near Osprey's Dominion?
Finding the perfect family-friendly stay near Osprey's Dominion can enhance your getaway experience in Southold. Here are some top-rated hotels that cater specifically to families looking for comfort and fun.

Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to Beach

Just 3.2 miles from Osprey's Dominion, this beautifully renovated farmhouse receives a stellar review rating of 10. It is perfect for families, offering a secured yard, kitchen facilities, and a Gunite saltwater pool for endless fun. With a variety of nearby activities including paddleboating and golf, travelers can enjoy both relaxation and adventure during their stay.

Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards

Cutchogue Farmhouse Estate is a delightful retreat just 4.6 miles from Osprey's Dominion, with a flawless review rating of 10. This family-friendly estate features an outdoor play area for children, a playground, and a beautiful garden perfect for family picnics. Guests will appreciate the well-appointed kitchen, hot tub, and spacious patio, ensuring a relaxing stay for everyone.

White Blossom House Inn

White Blossom House Inn is conveniently located just 1.2 miles from Osprey's Dominion, with a remarkable review rating of 10. This charming inn offers family-friendly amenities such as cribs and connecting rooms, making it ideal for larger families. Guests can unwind in the garden or on the patio, while the nearby beach provides an excellent spot for family outings.
Which hotels near Osprey's Dominion offer the best views?
Discover the best hotels near Osprey's Dominion that offer stunning views and unforgettable experiences in Southold.

Vine & Sand

Vine & Sand is a charming 3-star hotel located just a 12-minute walk from Osprey's Dominion, with a perfect review rating of 10. Guests can relax on the terrace or enjoy the breathtaking vineyard views right from their accommodation. The hotel features a lovely outdoor shower, a pool, and complimentary breakfast that includes buffet options. With amenities like designer toiletries and premium bedding, visitors can unwind in comfort after a day of exploring.
What are the best affordable hotels near Osprey's Dominion?
For travelers seeking affordable and top-rated stays near Osprey's Dominion, these options promise comfort and convenience without breaking the bank.

Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to Beach

Located just 3.2 miles from Osprey's Dominion, this stunning farmhouse offers a perfect retreat for families and groups. Rated 10 by travelers, it features a gorgeous gunite saltwater pool, an outdoor seating area, and a fully equipped kitchen, ensuring a relaxing stay. Guests can enjoy nearby paddleboating, golf, and beach access, making it ideal for outdoor enthusiasts.

Great Location!! Walk to Town & Train!!

Just 2.3 miles from Osprey's Dominion, this hotel is rated 10 by travelers and features a prime location for exploring local attractions. Guests can enjoy the convenience of an onsite parking and easy access to shopping and dining. The cozy interiors include a well-equipped kitchen and a charming patio to unwind after a day of adventures.

Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards

This charming farmhouse is situated 4.6 miles from Osprey's Dominion and boasts a perfect 10 review rating from travelers. Families will appreciate the outdoor play area and children's books, while the hot tub offers a soothing retreat after a day of vineyard tours. With a well-equipped kitchen and nearby the beach, this hotel is a delightful choice for a memorable getaway.
Are there any hotels with pools close to Osprey's Dominion?
Discovering hotels with pools near Osprey's Dominion can enhance your stay in Southold, making it a perfect getaway for leisure seekers and families alike. Here are some top-rated options to consider.

Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to Beach

Situated 3.2 miles from Osprey's Dominion, this beautifully renovated farmhouse offers a stunning gunite saltwater pool, ensuring a delightful retreat. With a perfect travelers' rating of 10, this hotel features a fully equipped kitchen, outdoor patio, and nearby access to beach activities, making it perfect for families looking for a relaxing getaway.

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand is a charming 3-star B&B located just a 12-minute walk from Osprey's Dominion, a perfect travelers' rating of 10. Guests can enjoy the outdoor heated pool and relax on the patio or in the hot tub. The hotel also features free breakfast and nearby winery tours, making it an ideal spot for a refreshing and enjoyable stay.

[Charming Farmhouse with Pool and Large Yard Centrally Located and Walkable](https://expedia.com/Southold-hotels-Charming-Farmhouse-with-Pool-and-Large-Yard- Centrally-Located-and-Walkable.h103417816.Hotel-information)

Just 1.5 miles from Osprey's Dominion, this charming farmhouse is rated an impressive 10 by travelers. It features a private pool and a spacious yard, ideal for families or groups. Guests will appreciate the well-equipped kitchen, nearby shopping, and access to winery tours, ensuring a memorable stay in Southold.
What are the best pet-friendly hotels near Osprey's Dominion?
If you're looking for top-rated pet-friendly hotels near Osprey's Dominion, Southold has some fantastic options to ensure both you and your furry friend enjoy a comfortable stay.

Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to Beach

This beautifully renovated farmhouse is 3.2 miles from Osprey's Dominion and boasts a perfect review rating of 10. It welcomes pets and provides a secure yard, making it ideal for pet owners. Guests can enjoy the luxurious gunite saltwater pool, a fully equipped kitchen, and nearby access to a stunning beach. With a patio for relaxation and onsite parking, it combines charm with convenience.

White Blossom House Inn

White Blossom House Inn, just 1.2 miles from Osprey's Dominion, is a perfect retreat for travelers with pets. With a stellar review rating of 10, it offers pet-friendly amenities such as a dedicated dog exercise area and allows pets in rooms. Guests can enjoy relaxing on the patio or exploring the garden, and with features like a fully equipped kitchen and free self-parking, it's an inviting choice for a cozy getaway.

Cozy Long Island Escape

Located just 2.0 miles from Osprey's Dominion, Cozy Long Island Escape is a delightful option for travelers with pets, rated 10 by travelers. This hotel allows pets and features a secured yard for their safety. Guests can take advantage of amenities like a well-equipped kitchen, onsite parking, and nearby beautiful beaches. It's a fantastic choice for those looking to unwind in comfort.
Can I book a fully refundable hotel close to Osprey's Dominion?
Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Osprey's Dominion", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.
Can I find Expedia discounts for hotels near Osprey's Dominion?
To look for discounts on hotels near Osprey's Dominion, join One Key™—our free travel rewards program. One Key members always get our best prices and earn OneKeyCash™* on eligible bookings for every dollar spent. Another way to save is by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Explore a world of travel with Expedia