Best hotels and places to stay in Southold
Why visit?
Southold, located in the charming North Fork region of Long Island, is a must-visit destination for tourists seeking a peaceful retreat amidst picturesque landscapes. With its beautiful beaches, vineyards, and historic sites, Southold offers a delightful blend of natural beauty, cultural attractions, and a laid-back atmosphere, making it a perfect getaway for nature enthusiasts, wine lovers, and history buffs alike.
Where to stay?
When planning your stay in Southold, it's essential to choose the right area that suits your preferences. Here are some of the best areas in Southold to consider:
Greenport: A lively village located on the northern tip of Southold, Greenport is known for its waterfront charm, vibrant dining scene, and boutique shops. It offers a variety of accommodations ranging from cozy inns to upscale hotels, making it an ideal base for exploring the surrounding areas.
Orient: Tucked away on the easternmost point of North Fork, Orient boasts a serene atmosphere, secluded beaches, and stunning natural beauty. It's a perfect area for those seeking tranquility and unspoiled landscapes. Accommodations here include quaint bed and breakfasts and charming seaside inns.
Cutchogue and Mattituck: These neighboring hamlets are renowned for their vineyards and wineries, making them an excellent choice for wine enthusiasts. Stay in one of the cozy inns or bed and breakfasts in these areas and enjoy easy access to wine tastings and scenic vineyard tours.
Price per hotel room per night:
In Southold, hotel rates vary depending on the hotel's star rating and the season. On average, you can expect the following price ranges for hotel rooms per night:
3-star hotels: $150 - $250
4-star hotels: $250 - $400
5-star hotels: $400 and above
Best value for money:
Heron Suites: Located in Southold's Greenport area, Heron Suites offers spacious suites with kitchenettes and access to a private beach. The hotel provides excellent value for money with its comfortable accommodations and proximity to local attractions. Prices start at $180 per night.
The Stirling House Bed and Breakfast: Situated in Greenport, The Stirling House is a charming bed and breakfast that combines modern amenities with historic charm. Guests can enjoy a homemade breakfast and relax in the beautifully landscaped gardens. Prices start at $220 per night.
Sound View Greenport: Overlooking the Long Island Sound, Sound View Greenport offers contemporary accommodations with stunning water views. The hotel features a private beach, a restaurant, and a seasonal swimming pool. Prices start at $250 per night.
Best kid-friendly hotels:
Cliffside Resort Condominiums: Located in Greenport, Cliffside Resort offers spacious condominium-style accommodations with fully equipped kitchens, perfect for family getaways. The resort also features an outdoor pool, picnic areas, and easy access to nearby attractions. Prices start at $275 per night.
The Blue Inn at North Fork: Situated in East Marion, The Blue Inn offers comfortable accommodations with a private beachfront, allowing families to relax and enjoy beach activities. The inn also provides bike rentals and complimentary breakfast. Prices start at $200 per night.
Best hotels for romantic getaways:
North Fork Guest House: Nestled in Cutchogue, the North Fork Guest House offers private and luxurious accommodations with rustic charm. Perfect for couples seeking tranquility, the guest house provides amenities like a fireplace, a hot tub, and a gourmet kitchen. Prices start at $300 per night.
The Morning Glory Bed and Breakfast: Located in the heart of Greenport, The Morning Glory is a Victorian-style bed and breakfast known for its intimate ambiance and warm hospitality. Guests can enjoy elegant rooms, delicious homemade breakfast, and easy access to local wineries. Prices start at $250 per night.
Best for location:
Harborfront Inn at Greenport: Situated in Greenport's waterfront district, Harborfront Inn offers comfortable accommodations with breathtaking views of the harbor. The hotel provides easy access to shops, restaurants, and various water activities. Prices start at $300 per night.
The Farmhouse Bed and Breakfast: Located in Southold, The Farmhouse is a historic B&B surrounded by vineyards and farmlands. Guests can enjoy a peaceful atmosphere while being close to local wineries, farm stands, and beautiful beaches. Prices start at $225 per night.
Orient Inn: Situated in the picturesque hamlet of Orient, Orient Inn offers comfortable accommodations near Orient Beach State Park and other natural attractions. The inn features a charming garden, a delicious breakfast, and a welcoming atmosphere. Prices start at $275 per night.
Best for a short city break:
Sound View Greenport: As mentioned earlier, Sound View Greenport offers a prime location with stunning water views and easy access to Greenport's shopping, dining, and cultural attractions. Prices start at $250 per night.
The Menhaden: Located in the heart of Greenport, The Menhaden is a contemporary boutique hotel that provides modern accommodations and personalized service. Guests can explore the village's vibrant downtown area and return to a comfortable and stylish retreat. Prices start at $300 per night.
