Hotels near Osprey's Dominion Southold

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Where to stay near 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.

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Frequently asked questions

What are the best hotels near Osprey's Dominion?
  • Guests enjoy staying at Jedediah Hawkins Inn, which is a hotel close to Osprey’s Dominion.
  • Also highly rated is The Pridwin Hotel, which is 37 minutes away by car.
  • In fact, you’ll have plenty of options to choose from with 5,754 hotels, vacation rentals, and other accommodation options in the area.
How much does it cost to stay in a hotel near Osprey's Dominion?
Visit Hotels.com, enter your search criteria, and sort by price to see the lowest rates. You’ll find a variety of room prices depending on when and where you plan to go.
  • Take a look at the lowest price per night $129
What cheap hotels are close to Osprey's Dominion?
Can I find hotels close to Osprey's Dominion that are fully refundable?
Yes, you’ll find many hotels that offer refundable room rates as long as you cancel by the cancellation deadline. To find refundable rates, select the “Fully refundable” filter when searching for hotels.
What are the best romantic hotels near Osprey's Dominion?
  • If you are looking for a romantic stay, The Shoals Suites and Slips offers a restaurant, couples/private dining, and proposal/romance packages. It’s a short 8-minute drive from Osprey’s Dominion.
  • Arbor View House B&B is another great choice, and it’s 17 minutes away by car.
What are the best hotels close to Osprey's Dominion with free breakfast?
Which hotels near Osprey's Dominion have rooms with great views?
What are the best family hotels close to Osprey's Dominion?
  • For travelers looking for a family-friendly stay, Hotel Indigo East End by IHG offers free cribs, children’s meals, and a pool-view restaurant. Osprey’s Dominion is 34 minutes away by car.
  • Another great option for your family’s trip is The Pridwin Hotel.
What are the best hotels near Osprey's Dominion with free parking?
  • Travelers looking to drive and park with ease should consider a stay at North Fork Guest House, which offers free parking. You’ll be a short 4-minute drive from Osprey’s Dominion.
  • Another property that offers free parking is Fordham House, which is 15 minutes away by car.
What are the best hotels near Osprey's Dominion with a pool?
What cheap motels can I book close to Osprey's Dominion?
What are the best things to see and do around my hotel near Osprey's Dominion?
  • Before or after your visit to Osprey’s Dominion, you can check out nearby sights like Yale University, Montauk Point, and Ocean Beach Park.
  • The Hamptons Beaches, Cooper’s Beach, and New London Ferry Dock are other places to visit in the area.

Find out more about Osprey's Dominion

Find out more about Osprey's Dominion

Whispers of the Tides: Discover the Enchantment of Osprey's Dominion

Nestled in Southold, New York, Osprey's Dominion is a hidden gem that perfectly blends natural beauty with fine winemaking. This picturesque vineyard offers stunning views of the Peconic Bay, inviting visitors to stroll through lush vineyards while savoring exquisite wines crafted from the region's fertile soil. Experience the charm of this artful winery, where each bottle tells a story of dedication and passion. Enjoy leisurely tastings, delightful events, and the serene landscapes that make Osprey's Dominion a perfect romantic getaway or a peaceful retreat for wine lovers seeking an off-the-beaten-path escape. For our best hotel rates near Osprey's Dominion and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels near Osprey's Dominion

In the charming area surrounding Osprey's Dominion, you'll find a range of accommodations, from cozy inns to comfortable hotels. Enjoy the scenic landscapes and local wineries, including Osprey's Dominion Vineyard, while staying in welcoming spots that capture the essence of Southold's coastal charm. These are some of the hotels preferred by our travelers near Osprey's Dominion:

  1. Sound View GreenportOpens in a new window: This charming 3.5-star hotel offers a delightful beachside experience perfect for leisure travelers. With direct access to the beach, it provides a serene escape where guests can unwind and enjoy stunning views. The spacious accommodations include upgraded rooms featuring sitting areas, enhancing comfort during your stay. Travelers appreciate the relaxing atmosphere, the thoughtful amenities, and the proximity to a variety of local restaurants, ensuring a delightful culinary adventure. The hotel's waterfront location and boutique vibes create an inviting ambiance for a memorable getaway.
  2. The Shoals Suites and SlipsOpens in a new window: This inviting 3.5-star hotel is an ideal choice for adventure-seeking travelers, offering direct access to the beach and an array of recreation activities. Guests revel in the spaciousness and comfort of the accommodations, which provide a relaxing retreat after a day of exploring the beautiful surroundings. The hotel boasts friendly service and a tranquil atmosphere, making it easy to unwind. Conveniently located near local attractions and dining options, this hotel enhances the coastal experience, ensuring guests enjoy every moment of their stay.
  3. West Neck GuesthouseOpens in a new window: This delightful 3.5-star bed and breakfast is perfect for travelers seeking a cozy and convenient getaway. Located next to Crescent Beach and a highly-rated restaurant, it offers a unique culinary experience alongside complimentary breakfast options. The charming accommodations provide a welcoming atmosphere, making it easy to relax and enjoy the surrounding beauty. Guests appreciate the excellent location, which allows for easy access to local attractions and dining, ensuring a seamless and enjoyable stay in this picturesque destination.

Things to do near Osprey's Dominion

Osprey's Dominion beckons travelers with its stunning coastal landscapes, featuring serene beaches and lush vineyards. Enjoy biking along scenic trails, boating in shimmering waters, or savoring exquisite wine at local wineries. As the sun sets, vibrant festivals bring the community together, creating unforgettable experiences in this picturesque haven.

  • Cooper's BeachOpens in a new window – Enjoy sun-soaked days at Cooper's Beach, where the soft sand meets the gentle waves. This picturesque spot is perfect for lounging, swimming, or building sandcastles with the family. Don't forget to catch the stunning sunsets that paint the sky in hues of orange and pink.
  • 67 Steps BeachOpens in a new window – Discover the charm of 67 Steps Beach, a hidden gem that invites you to relax and unwind. With its unique staircase leading down to the shore, this beach offers a peaceful escape where you can stroll along the water’s edge or simply soak up the sun.
  • Sag Harbor Marine ParkOpens in a new window – Head to Sag Harbor Marine Park for a day of exploration. This marina provides a scenic backdrop for boating and fishing adventures. Take a leisurely walk along the docks, watch the boats glide by, or enjoy a picnic while appreciating the coastal views.
  • Horton Lane BeachOpens in a new window – Find tranquility at Horton Lane Beach, a serene spot ideal for a quiet day by the sea. With its calm waters, it’s a great place for swimming and enjoying the gentle breeze. Pack a book and relax on the shore as you listen to the soothing sounds of the ocean.
  • Crescent BeachOpens in a new window – Dive into fun at Crescent Beach, where the curve of the shore creates a perfect setting for beach games and family activities. The vibrant atmosphere makes it easy to spend the whole day here, whether you’re sunbathing, playing beach volleyball, or exploring the nearby tide pools.

5 tips for savvy savings when booking a hotel near Osprey's Dominion

  1. Book for the cheapest times: The most affordable time to visit Osprey's Dominion is from January to March, when hotel prices are generally lower. For those on a budget, a stay of at least 2 to 3 days is perfect for discovering the area's notable landmarks, historical sites, and cultural attractions, including beautiful islands, inviting beaches, and the stunning sea views. This timeframe offers great value for money, allowing visitors to fully immerse themselves in the rich history and natural beauty of the region. Additionally, prices might drop during these months, making it an even more appealing option for budget-conscious travelers.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals at Osprey's Dominion, consider exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted hotel rates as your travel date approaches. Additionally, setting up email alerts or push notifications can keep you informed about flash sales and special promotions, helping you seize savings opportunities. The Smart ShoppingOpens in a new window tool available via the app enables travelers to compare hotel prices and amenities, so you're more likely to see the best options. With these resources, you could be the first to know about price drops or available rooms for your spontaneous getaway.
  3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the time of year. Being flexible with your travel dates may help you save on your stay near Osprey's Dominion hotel. If you're interested in unique accommodations, boutique hotels can provide a more personalized experience and often offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we may suggest more affordable dates to increase your chances of finding a better deal.
  4. Consider your location: Staying closer to major attractions or city centers can be convenient, but it usually tends to be more expensive. For more budget-friendly options, consider hotels in less central neighborhoods, striking a balance between cost and accessibility to the sites you plan to visit. You might also look into independent hotels located a bit farther out, which can offer a more authentic and affordable experience.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay near Osprey's Dominion. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Osprey's Dominion

Osprey's Dominion experiences its lowest average temperature in January, at 35.6°F (2.0°C), while August is the hottest month, with an average temperature of 73.4°F (23.0°C). October tends to be the wettest month.