City holidays in Southold, New York

Michelangelo Southold is a charming Italian restaurant located at 53345 Main Road in the picturesque town of Southold, New York. Known for its delicious and authentic Italian cuisine, Michelangelo Southold offers a warm and inviting atmosphere for diners to enjoy a memorable dining experience. Whether you're in the mood for homemade pasta, wood-fired pizza, or fresh seafood, Michelangelo Southold has something to satisfy every craving. Come indulge in a taste of Italy at this beloved neighborhood restaurant.

Layla Sailing is a premier travel agency located at 1410 Manhanset Avenue in Greenport, New York. Specializing in sailing adventures, Layla Sailing offers a unique and unforgettable experience for those looking to explore the open waters. Whether you're a seasoned sailor or a beginner, Layla Sailing provides expert guidance and top-notch service to ensure a smooth and enjoyable journey. Discover the beauty of the sea with Layla Sailing and create memories that will last a lifetime.

Arbor View House Bed and Breakfast is a luxurious lodging and spa institution located at 8900 Main Road, East Marion, New York, United States. Guests are welcomed to the Long Island North Fork Bed & Breakfast in Greenport, NY where they can eat, drink, play, and stay in style. Enjoy delicious gourmet breakfasts each day in our romantic and comfortable rooms. We offer spa services and romantic getaways for special occasions such as anniversaries, birthdays, engagements, honeymoons, and holidays. Guests can also book a VIP or self-guided wine tour to explore the vineyards in New York's newest wine region. Our wine-varietal-themed rooms add a unique touch to your stay. Guests can also enjoy our "Paint and Pour" retreats and indulge in a Valentine's Romantic Getaway Package. Nearby, Noah's Restaurant in Greenport offers farm-to-table dining for a truly exquisite culinary experience. Whether you're looking for a short weekend break or an extended holiday, Arbor View House Bed and Breakfast provides modern comforts in a traditional setting. Contact us at (631) 477-8440 or innkeeper@arborviewhouse.com to book your stay now.

Peconic Water Sports is a premier water sports institution located at 64150 Main Road in Southold, New York. As a school, store, and travel agency, we offer a wide range of services for water sports enthusiasts of all levels. Whether you're looking to learn how to paddleboard, kayak, or jet ski, our experienced instructors are here to help you make the most of your time on the water. Our store is stocked with top-of-the-line equipment and gear for all your water sports needs, and our travel agency can help you plan the ultimate water sports vacation. Come visit Peconic Water Sports and experience the thrill of the open water!

Welcome to Peconic Bay Yacht Club, a premier destination nestled in the heart of the picturesque North Fork of Long Island. Located at 64300 Main Road, Southold, New York, our exclusive yacht club offers a serene and luxurious escape for boating enthusiasts and those seeking a tranquil waterfront experience. At Peconic Bay Yacht Club, we pride ourselves on providing top-notch amenities and services that cater to both our members and visitors. Our state-of-the-art marina is equipped to accommodate a variety of vessels, ensuring a seamless docking experience with easy access to the pristine waters of the Peconic Bay.

Welcome to Brick Cove Marina, the premier destination for boaters and families on the North Fork of Long Island. Located at 1760 Sage Boulevard, Southold, New York, our marina offers a perfect blend of relaxation and adventure, accommodating 138 boats up to 60 feet. With exclusive access to the picturesque Peconic Bay and breathtaking beachfront views of Shelter Island, Brick Cove Marina ensures an unforgettable boating experience. Our slip holders enjoy numerous amenities, including shore power, fresh water, a private grilling area, and a state-of-the-art multisport court for pickleball, basketball, or tennis. While court time is complimentary for slip holders, it is also available for reservation by the general public.

Welcome to Mattituck Florist, your premier destination for exquisite floral arrangements and gifts located in the heart of Mattituck, New York. Nestled at 95 Love Lane, our charming store offers a wide variety of fresh, vibrant flowers and expertly crafted bouquets for every occasion. Whether you're celebrating a special event, expressing heartfelt condolences, or simply brightening someone's day, our dedicated team of floral designers is here to help you find the perfect blooms. At Mattituck Florist, we pride ourselves on our commitment to quality, creativity, and customer satisfaction. Our selection includes everything from classic roses and elegant lilies to unique seasonal flowers, ensuring you find the perfect arrangement to suit your needs. In addition to our stunning floral creations, we also offer a range of gifts and home décor items to complement your purchase.

Welcome to The Candy Man, your ultimate destination for sweet indulgence located at 22350 Main Road, Orient, New York 11957. As a charming local candy store, we specialize in offering a delightful array of treats that cater to every sweet tooth. From classic favorites to unique gourmet confections, our shelves are stocked with a wide variety of candies, chocolates, and more. Whether you're looking for a nostalgic treat or something new to try, our friendly staff is here to help you find the perfect sweet fix. Visit The Candy Man today and step into a world of sugary delights that promise to bring joy to both the young and the young at heart.

Welcome to Southampton Village Motel Nestled in the heart of Southampton, New York, Southampton Village Motel offers a quintessential Hamptons experience, blending timeless elegance with modern luxury. Located at 315 New York 27A, our newly renovated motel provides the perfect retreat for those seeking a serene and exclusive getaway.

Founders Tavern is a cozy and inviting bar and restaurant located in Southold, New York. Situated at 55500 New York 25, it is a popular spot for locals and visitors alike to enjoy delicious food, refreshing drinks, and a welcoming atmosphere. Whether you're looking for a casual meal with friends or a fun night out, Founders Tavern has something for everyone. Come experience the laid-back vibe and friendly service at this neighborhood institution.

Truman Beach is a beautiful waterfront park located at 19340 Main Road in East Marion, New York. This serene and picturesque park offers stunning views of the Long Island Sound and a sandy beach perfect for sunbathing and swimming. Visitors can enjoy picnicking on the grassy areas, hiking along the scenic trails, or simply relaxing and taking in the peaceful surroundings. With its convenient location and tranquil atmosphere, Truman Beach is the ideal destination for a day of outdoor recreation and relaxation.

Red Rooster Bistro is a charming bistro located in Cutchogue, New York. Situated at 4805 Depot Lane, this establishment offers a cozy and inviting atmosphere perfect for enjoying a delicious meal or drinks with friends and family. As a bar and restaurant, Red Rooster Bistro serves up a variety of tasty dishes and refreshing beverages, making it a popular spot for locals and visitors alike. Whether you're looking for a casual lunch, a romantic dinner, or a night out with friends, Red Rooster Bistro is the place to be. Come and experience the warm hospitality and mouthwatering cuisine that this bistro has to offer.

Welcome to Love Lane Kitchen, a charming and vibrant destination nestled in the heart of Mattituck, New York. Located at 240 Love Lane, our establishment serves as a beloved community hub where locals and visitors alike gather to enjoy a delightful culinary experience. At Love Lane Kitchen, we pride ourselves on offering a diverse menu that caters to a variety of tastes and preferences. Whether you're in the mood for a hearty breakfast, a leisurely brunch, a satisfying lunch, or a cozy dinner, our selection of freshly prepared dishes will leave you feeling nourished and satisfied. Our talented chefs use locally sourced ingredients to craft meals that celebrate the rich flavors of the region.

Welcome to Wendy's Deli, your go-to destination for delicious and fresh food in the heart of Mattituck, New York. Conveniently located at 55 Middle Road, Wendy's Deli prides itself on offering a wide range of delectable options to satisfy every palate. Whether you're in the mood for a hearty sandwich, a crisp salad, or a homemade soup, our menu is crafted with the finest ingredients and a passion for flavor. At Wendy's Deli, we believe in providing not just meals, but memorable experiences. Our friendly staff is dedicated to ensuring you have a delightful visit every time. Whether you're grabbing a quick bite for lunch or catering for a special event, we are here to meet your needs with quality service and exceptional taste.

Welcome to the Railroad Museum of Long Island, a captivating destination for rail enthusiasts and history buffs alike! Located at 440 4th Street, Greenport, New York, our museum is a vibrant hub of railroading heritage, offering a rich tapestry of exhibits and experiences that celebrate the storied past of the Long Island Rail Road (LIRR). This year marks a monumental occasion as we embark on our thirty-fourth season of celebrating railroading on Long Island. Join us for an "Over the Top" season filled with special events and commemorations. We proudly celebrate the 190th Anniversary of the LIRR, which has been operating under the same charter since April 24, 1834. Additionally, we honor the 60th Anniversary of the LIRR Allan Herschel G-16 Park Train, a beloved attraction that began delighting visitors at the 1964 New York World’s Fair.

Welcome to Safe Harbor Stirling, your premier storage destination located at 1410 Manhanset Avenue, Greenport, New York. As a proud member of the Safe Harbor family, we are dedicated to providing exceptional care for your boat with passion and meticulous attention to detail. When you join us, you gain access to an extensive network of premium locations, exclusive amenities, engaging events, and unparalleled boating lifestyle opportunities. Our facility is nestled in a beautifully preserved former whaling village, offering the perfect blend of historic charm and modern convenience. Explore the vibrant local scene with a diverse array of shops, eateries, and landmarks, all just a stone's throw away. With over 20 restaurants and bars, the nightlife here is vibrant and inviting, perfect for a fun evening out.

Welcome to Strong's Marine, your premier destination for all things boating on Long Island, NY. Conveniently located at 2400 Camp Mineola Road, Mattituck, New York, we are proud to offer a comprehensive range of services, including boat sales, storage, and a boating school. Our expert sales team has achieved record-breaking sales of new and pre-owned boats, making us the go-to choice for boating families. At Strong's Marine, we specialize in offering a diverse selection of both new and pre-owned boats and yachts from top-tier manufacturers. Whether you're in the market for a powerboat, fishing boat, yacht, cruiser, or cabin boat, our knowledgeable brokers are here to guide you in finding the perfect vessel at the best price. With our extensive inventory, you're sure to find the ideal boat to meet your needs.

The Lin Beach House is a charming seaside retreat located at 455 New York 25 in Greenport, New York. This cozy institution offers a unique blend of delicious food and comfortable lodging, making it the perfect destination for a relaxing getaway. Guests can enjoy stunning views of the ocean, indulge in mouthwatering cuisine at the on-site restaurant, and unwind in well-appointed accommodations. Whether you're looking for a romantic escape or a fun-filled family vacation, The Lin Beach House has everything you need for a memorable stay by the sea.

The Pequot Inn is a charming restaurant located at 775 Montauk Avenue in Fishers Island, New York. Known for its cozy atmosphere and delicious food, this institution offers a variety of dishes to satisfy any palate. Whether you're looking for a casual meal with friends or a special dinner with loved ones, the Pequot Inn is the perfect place to enjoy a memorable dining experience. With its convenient location and welcoming staff, this restaurant is a must-visit destination for anyone in the area.

Welcome to the Village of Greenport McCann, your perfect getaway nestled in the heart of Greenport, New York. Located at 2600 Moores Lane, our charming destination offers a unique blend of campground, lodging, and park amenities, providing an ideal retreat for nature enthusiasts and relaxation seekers alike. At the Village of Greenport McCann, we invite you to immerse yourself in the serene beauty of our lush surroundings. Whether you're looking to pitch a tent under the stars, park your RV amidst picturesque scenery, or enjoy the comfort of our cozy lodging options, our facilities are designed to cater to every camper's needs.

North Fork Resort is a charming lodging and RV park located in the picturesque town of Greenport on Eastern Long Island. Situated at 690 Queen Street, this peaceful retreat offers a tranquil escape from the hustle and bustle of everyday life. Surrounded by lush greenery and just a short drive from the stunning beaches and vineyards of the North Fork, this campground is the perfect destination for nature lovers and outdoor enthusiasts. With a range of amenities including spacious RV sites, cozy cabins, and modern facilities, North Fork Resort provides a comfortable and convenient base for exploring all that the area has to offer. Experience the beauty of Eastern Long Island at this idyllic campground.

Welcome to Claudio's Tavern & Grill, your premier destination for delicious food and great times in the heart of Greenport, New York. Conveniently located at 111 Main Street, our establishment combines the charm of a classic tavern with the vibrant atmosphere of a contemporary grill. At Claudio's, we pride ourselves on offering a diverse menu that caters to all tastes. Whether you're in the mood for a hearty meal, a light snack, or simply wish to enjoy a refreshing drink at our bar, you'll find something to love. Our culinary team is dedicated to using the freshest ingredients, crafting each dish with passion and precision to ensure a memorable dining experience.

Townsend Manor Inn is a charming lodging establishment located at 714 Main Street in the picturesque town of Greenport, New York. Situated in the heart of the historic village, this inn offers a cozy and welcoming atmosphere for guests looking to experience the beauty of the North Fork region. The Inn features comfortable accommodations, friendly staff, and a convenient location near local shops, restaurants, and attractions. Whether you are visiting for a weekend getaway or a longer stay, Townsend Manor Inn provides a relaxing and enjoyable experience for all guests.

ZEY Hotel, located at 441 Main Street in Greenport, New York, offers a luxurious and comfortable lodging experience in the heart of the United States. With modern amenities, stylish decor, and exceptional service, ZEY Hotel is the perfect choice for travelers looking for a relaxing and memorable stay. Enjoy the convenience of being centrally located in Greenport, with easy access to local attractions, restaurants, and shops. Whether you're visiting for business or pleasure, ZEY Hotel provides a welcoming and upscale environment for all guests.

Welcome to our 4 bedroom beachfront rental house located near vineyards in East Marion, New York. This stunning property is the perfect getaway for those looking to relax and unwind by the ocean while also being close to the beautiful vineyards of the North Fork. Our real estate agency offers this luxurious rental for those looking to experience the best of both worlds - beachfront living and wine country charm. Book your stay at 500 Beach Court and enjoy a truly unforgettable vacation experience.

IGA Deli is a cozy and welcoming food store located at 101 South Street in Greenport, New York. This popular deli offers a wide variety of fresh and delicious food options, including sandwiches, salads, soups, and snacks. Customers can also find a selection of beverages, snacks, and grocery items to satisfy their cravings. With friendly staff and a convenient location, IGA Deli is the perfect spot to grab a quick bite to eat or pick up some groceries on the go.

Nerdling Acres Flower Stand is a charming florist store located at 7755 Main Bayview Road in Southold, New York. Offering a wide variety of beautiful flowers and arrangements, this quaint establishment is the perfect place to find the perfect bouquet for any occasion. Whether you're looking for a romantic gesture, a thoughtful gift, or simply want to brighten up your home, Nerdling Acres Flower Stand has something for everyone. With friendly staff and a cozy atmosphere, you'll feel right at home as you browse through their selection of fresh blooms. Visit Nerdling Acres Flower Stand today and let their expert florists help you create a stunning floral masterpiece.

One For All Gifts is a charming store located at 53345 Main Road in Southold, New York. As the name suggests, this institution offers a wide variety of gifts for all occasions and recipients. From unique home decor items to personalized gifts, One For All Gifts has something for everyone. Whether you're looking for a thoughtful present for a loved one or a special treat for yourself, this store is the perfect place to find it. Visit One For All Gifts and discover the perfect gift that will bring joy to all.

Welcome to Hidden Lake Farm Riding School Inc., your premier equestrian destination nestled in the charming town of Southold, New York. Located at 37250 County Road 48, our idyllic farm offers a serene and picturesque setting for riders of all ages and skill levels to immerse themselves in the world of horseback riding. At Hidden Lake Farm Riding School, we are dedicated to providing exceptional riding lessons, training programs, and equestrian experiences. Our team of experienced and passionate instructors is committed to fostering a safe, supportive, and fun environment where riders can build confidence and develop their skills. Whether you are a beginner looking to start your equestrian journey or an experienced rider seeking to refine your techniques, we have tailored programs to meet your individual needs.

Welcome to Long Beach, a stunning natural feature located in the heart of New York at 11957, United States. Known for its breathtaking views and serene environment, Long Beach offers a perfect escape from the hustle and bustle of city life. Whether you're looking to relax by the shore, take a leisurely stroll along the sandy beach, or enjoy a picturesque sunset, Long Beach provides a tranquil setting for all visitors. Ideal for families, couples, and solo adventurers alike, this beautiful destination invites you to connect with nature and create lasting memories. Plan your visit today and experience the natural beauty of Long Beach!