Bay Shore, New York: What to Bring, what to Pack, and what to Wear


Select the month that you will be traveling from the table below to view the packing list:

JanuaryFebruaryMarchApril
MayJuneJulyAugust
SeptemberOctoberNovemberDecember

What Bay Shore is like to visit throughout the year:

January

As you pack your bags for a January trip to Bay Shore, be sure to dress in layers to combat the chilly winter weather. Start with a warm base layer, such as long underwear or fleece-lined leggings, and add on a sweater or jacket for extra warmth. Don’t forget to bring a waterproof outer layer, as Bay Shore can experience rain or snow during this time of year. A good pair of waterproof boots will also come in handy for exploring the town’s charming streets and beaches. While Bay Shore may be known for its laid-back beach vibe in the summer, in the winter months it’s all about staying cozy and comfortable. Don’t be afraid to embrace the local style and rock a cozy knit hat, scarf, and gloves. And of course, no trip to Bay Shore would be complete without a pair of sunglasses to protect your eyes from the bright winter sun reflecting off the snow-covered landscapes. And remember, always be prepared for unexpected weather changes by bringing along an umbrella or rain jacket. With the right clothing and accessories, you’ll be able to fully enjoy all that Bay Shore has to offer in January.

January is a fantastic time to visit the charming town of Bay Shore on Long Island. While the weather may be chilly, there are still plenty of activities to enjoy in this quaint coastal community. One must-see attraction is the Bay Shore Historical Society, which showcases the town’s rich history and offers guided tours of historic homes and buildings. For a taste of local culture, be sure to catch a performance at the Boulton Center for the Performing Arts, a beautiful venue that hosts a variety of live music, theater, and comedy shows. In addition to cultural experiences, Bay Shore also offers a variety of outdoor activities in January. Take a stroll along the picturesque Great South Bay and admire the stunning winter scenery, or bundle up and go ice skating at the local rink. For those seeking a bit of adventure, head to Robert Moses State Park for a winter hike or bike ride through the peaceful trails. And of course, no trip to Bay Shore would be complete without indulging in some delicious seafood at one of the town’s many waterfront restaurants. With so much to see and do, January is the perfect time to explore all that Bay Shore has to offer.

February

When visiting Bay Shore in February, it’s important to be prepared for the chilly weather. Temperatures can range from the mid-30s to the mid-50s, so it’s best to dress in layers. Start with a warm base layer, such as thermal underwear or a long-sleeved shirt, and then add a sweater or fleece jacket. A water-resistant and windproof outer layer, like a parka or rain jacket, will also come in handy. Don’t forget to bring a scarf, hat, and gloves to keep your extremities warm. In addition to dressing for the weather, it’s also important to dress comfortably for exploring the town. Bay Shore is a quaint and charming seaside town, perfect for leisurely walks and outdoor activities. Make sure to bring comfortable walking shoes, as well as a pair of waterproof shoes or boots in case of rain or snow. It’s also a good idea to pack a small backpack or crossbody bag to carry essentials like a water bottle, snacks, and a map of the area. And don’t forget your camera to capture the picturesque views of the bay and the charming main street lined with local shops and restaurants.

February in Bay Shore is a fantastic time to visit this charming Long Island town. While the weather may be chilly, the town is bustling with activity and there is plenty to see and do. One of my favorite things to do in February is to take a stroll along Main Street and check out the local shops, art galleries, and restaurants. The historic architecture and quaint atmosphere make it a perfect place to spend a leisurely afternoon. For those looking for some outdoor activities, head to the Great South Bay for some winter birdwatching. The protected wetlands in this area attract a wide variety of migratory birds during the winter months. It’s a peaceful and serene experience to observe these beautiful creatures in their natural habitat. Afterward, warm up with a hot cup of clam chowder at one of the many seafood restaurants in town. And don’t forget to catch a sunset over the bay – it’s a stunning sight not to be missed.

March

March in Bay Shore can be a tricky time to pack for, as the weather can be quite unpredictable. However, with the right wardrobe choices and a few key items, you can be prepared for any adventure this charming town has to offer. First and foremost, bring layers. The mornings can be chilly, but as the day goes on, the sun may come out and warm things up. A lightweight jacket, a scarf, and a sweater are all great options to have on hand. And don’t forget a sturdy pair of walking shoes, as Bay Shore is a town best explored on foot. When it comes to clothing, opt for a mix of casual and slightly dressier pieces. Bay Shore has a laid-back vibe, so you won’t need to pack anything too formal. However, if you plan on visiting any of the town’s upscale restaurants or attending a performance at the local theater, a nice outfit or two would come in handy. Overall, comfort is key. Bring a few pairs of comfortable jeans or khakis, along with some t-shirts and a few nicer tops. And don’t forget a rain jacket or umbrella, as the occasional spring shower is not uncommon in Bay Shore. With these essentials in your suitcase, you’ll be ready to explore this charming town in style.

March is the perfect time to visit Bay Shore, a charming seaside town on the south shore of Long Island. As the cold winter weather fades away, the town comes to life with a vibrant energy and plenty of activities to enjoy. One of the best things to do in Bay Shore in March is to take a stroll along the Great South Bay. The views are simply breathtaking, and you can catch a glimpse of the local fishermen bringing in their daily catch. The bay is also home to a variety of migratory birds, making it a paradise for birdwatchers. For a taste of local culture, be sure to visit the Bay Shore Arts District in March. This annual event showcases the work of local artists, musicians, and performers. You can explore the various art galleries, attend live music events, and even take part in workshops and classes. The district is bustling with creativity and is a great way to support the local community. Don’t forget to also check out the delicious food vendors offering a variety of tasty treats, perfect for a midday snack while you explore the arts scene. March truly is the perfect time to experience the charm and culture of Bay Shore.

April

When packing for a trip to Bay Shore in April, be sure to bring layers. The weather in this quaint Long Island town can be quite unpredictable during this time of year. While temperatures may be mild during the day, they can drop significantly at night. It’s best to bring a light jacket or sweater that can easily be taken on and off as needed. Don’t forget to pack a raincoat or umbrella as well, as there is a chance of showers throughout the month. As for attire, I recommend dressing comfortably and casually. Bay Shore is a laid-back beach town, so there’s no need for fancy or formal clothing. Opt for comfortable walking shoes, as the best way to explore this charming town is on foot. And don’t forget to pack a swimsuit! While the water may still be a bit chilly, the beaches in Bay Shore are beautiful and perfect for a walk or a picnic. With these tips in mind, you’ll be prepared for whatever April brings in Bay Shore.

April is a wonderful time to visit Bay Shore, a quaint town on the south shore of Long Island. The spring season brings a sense of renewal and energy to this charming waterfront community. One of the must-do activities during this time of year is to take a stroll along the Great South Bay. The crisp ocean air, blooming flowers, and stunning waterfront views make for a picturesque walk. Along the way, you can stop at one of the many local seafood restaurants for a delicious lunch or dinner featuring the catch of the day. In addition to enjoying the coastal scenery, April is also the perfect time to explore the vibrant art scene in Bay Shore. The annual Bay Shore-Brightwaters Tulip Festival takes place in April, where the town is transformed into a colorful wonderland with over 15,000 tulips in bloom. This event showcases the talents of local artists, musicians, and food vendors, making it a delightful cultural experience. Plus, with the warmer weather, it’s the ideal time to visit the outdoor art markets and galleries scattered throughout the town. Whether you’re a nature lover or an art enthusiast, Bay Shore has something for everyone in April.

May

As the weather warms up in May, travelers visiting Bay Shore can expect mild temperatures and plenty of sunshine. When packing for this charming Long Island town, keep in mind that layers are key. A light jacket or cardigan can be easily added or removed as the temperature fluctuates throughout the day. Comfortable walking shoes are a must, as Bay Shore is a pedestrian-friendly destination with plenty of charming streets to explore. Don’t forget to pack a hat and sunglasses to protect yourself from the sun’s rays while strolling along the waterfront. In terms of clothing, Bay Shore is a casual and relaxed town. Stick to lightweight and breathable fabrics, such as cotton or linen, to stay cool in the warmer weather. A sundress or shorts paired with a t-shirt or blouse is a perfect outfit for a day of sightseeing or relaxing on the beach. For a dinner out, opt for a nice pair of jeans and a collared shirt or sundress. And don’t forget to bring a swimsuit, as May is the perfect time to take a dip in the Atlantic Ocean. Overall, the key to dressing in Bay Shore is to keep it simple and comfortable, while still looking put-together and ready for a day of exploration.

May is a wonderful time to visit the charming town of Bay Shore, located on the picturesque Great South Bay of Long Island. As the spring season is in full swing, visitors can enjoy a plethora of outdoor activities and events. Start your day with a leisurely stroll along Main Street, where you’ll find quaint shops and delicious eateries. Be sure to stop by the Bay Shore Farmers Market, held every Saturday, for a taste of local produce and artisanal goods. For nature lovers, a visit to the Bayard Cutting Arboretum is a must. This stunning 691-acre park boasts beautifully manicured gardens, wooded trails, and a historic mansion. Take a guided tour of the estate and learn about its rich history, or simply relax and have a picnic on the expansive lawns. In the evening, catch a show at the Boulton Center for the Performing Arts, a charming venue that hosts a variety of concerts, comedy acts, and theatrical performances. May is the perfect time to experience the beauty and culture of Bay Shore.

June

When packing for a visit to Bay Shore in June, it’s important to keep in mind the warm and sunny weather that this coastal town is known for. Opt for light and breathable clothing, such as cotton shirts and shorts, to stay comfortable during your explorations. Don’t forget to bring a hat, sunglasses, and sunscreen to protect yourself from the intense sun rays. For women, a sundress or maxi dress would be a stylish and practical choice for wandering around the town’s charming streets. As for footwear, a pair of comfortable walking shoes is a must, as well as sandals for the beach. Be sure to also pack a light jacket or sweater for cooler evenings near the water. As Bay Shore is a popular beach destination, it’s essential to bring the right attire for a day at the shore. A swimsuit, cover-up, and flip flops are all you need to enjoy the beautiful beaches and soak up some sun. Be sure to also pack a beach towel, sunscreen, and a reusable water bottle to stay hydrated. For those planning on exploring the nearby hiking trails, don’t forget to bring a pair of sturdy shoes, a hat, and a backpack to hold any essentials. And of course, a camera to capture the breathtaking views of the bay and surrounding nature. With these items in your suitcase, you’ll be prepared to fully enjoy the laid-back and sunny vibes of Bay Shore in June.

June is a fantastic time to explore the charming town of Bay Shore on Long Island. Start your day with a stroll along the bustling Main Street, lined with quaint shops and local cafes. Stop by the Bay Shore Historical Society to learn about the town’s rich maritime history and its role in the American Revolution. Then, head to the Great South Bay for some outdoor fun. Rent a kayak or stand-up paddleboard and enjoy breathtaking views of the bay and Fire Island. For a more relaxing experience, grab a picnic blanket and soak up the sun on one of the many sandy beaches. In the evening, catch a concert at the newly renovated YMCA Boulton Center for the Performing Arts, featuring both local and national acts. If you’re a foodie, June is the perfect time to visit Bay Shore. The town hosts its annual “Taste of Bay Shore” event, where you can sample various dishes from the area’s top restaurants. Don’t miss out on the fresh seafood, a specialty of the region. After indulging in some delicious eats, take a stroll through the beautiful Bay Shore Marina Park, situated on the water’s edge. You can rent a bike and explore the scenic trails or simply relax and watch the boats pass by. End your day with a sunset cruise on the bay, where you can take in the stunning views of the town and its surrounding waterways. No matter what your interests may be, Bay Shore has something for everyone in the lovely month of June.

July

When visiting Bay Shore in the summer, lightweight and breathable clothing is a must. The temperatures can reach into the high 80s, so it’s important to dress in layers and wear fabrics that will keep you cool. A light t-shirt or tank top paired with loose-fitting pants or a skirt is a perfect outfit for exploring the town. Don’t forget to bring a hat, sunglasses, and sunscreen to protect yourself from the strong sun. Comfortable shoes are also a must, as there are plenty of opportunities for walking and hiking in Bay Shore’s beautiful parks and beaches. In addition to clothing, be sure to pack a swimsuit for a dip in the ocean or a visit to one of Bay Shore’s many lakes. A light jacket or sweater may also come in handy for cooler evenings. And don’t forget to bring a reusable water bottle to stay hydrated in the summer heat. Bay Shore has many charming outdoor cafes and restaurants, so it’s a good idea to bring a nice outfit for a dinner out. With the right clothing and gear, you’ll be able to fully enjoy all that Bay Shore has to offer in the summertime.

July is a wonderful time to visit Bay Shore, a charming coastal town on the southern coast of Long Island. The weather is warm and sunny, perfect for exploring the town’s beautiful beaches and quaint downtown area. One of the must-do activities in July is to attend the Great South Bay Music Festival, a four-day event featuring a lineup of talented musicians from all genres. This festival not only offers great music, but also showcases local food and crafts vendors, making it a true celebration of the Bay Shore community. For those looking for a more laid-back experience, a visit to the Bay Shore Marina is a must. Take a stroll along the boardwalk, enjoy the stunning views of the bay, and watch the boats sail in and out. July is also the prime time for fishing, so why not rent a boat and try your luck at catching some fresh seafood for dinner? And if you want to escape the summer heat, head over to Fire Island, just a short ferry ride away, for some beachcombing and relaxation. No matter what your interests may be, Bay Shore has something for everyone in the month of July.

August

When planning a trip to Bay Shore in August, it’s important to pack light and dress for warm, sunny weather. The average temperature during this time is in the mid-80s, so be sure to bring plenty of lightweight, breathable clothing. A few key items to include in your wardrobe are shorts, t-shirts, and sundresses. It’s also a good idea to bring a light jacket or sweater for cooler evenings by the bay. In terms of footwear, comfortable walking shoes are a must. Bay Shore is a pedestrian-friendly town with many charming streets to explore, so you’ll want to be prepared for lots of walking. Sandals or flip-flops are also a great option for the beach or strolling along the boardwalk. And don’t forget to pack a swimsuit for a refreshing dip in the bay! Lastly, be sure to bring sunscreen, sunglasses, and a hat to protect yourself from the strong summer sun. With the right clothing and accessories, you’ll be able to fully enjoy all that Bay Shore has to offer in August.

August is the perfect time to visit the charming town of Bay Shore, located on the south shore of Long Island. With its beautiful beaches, rich history, and lively downtown area, there is something for everyone to enjoy. One of my favorite things to do in Bay Shore during this time of year is to spend a day at the beach. With miles of sandy shores on both the Great South Bay and the Atlantic Ocean, there is no shortage of options. My personal favorite is Robert Moses State Park, where you can swim, sunbathe, and even catch a glimpse of the famous Fire Island Lighthouse. If you’re looking to escape the heat, head to the Bay Shore-Brightwaters Public Library for some cultural enrichment. They offer a variety of events and activities throughout the month of August, including concerts, art exhibits, and book clubs. One event not to be missed is the annual Bay Shore Summer Festival. This lively street fair showcases local vendors, food trucks, and live music, making it the perfect way to experience the vibrant community of Bay Shore. And for those looking to soak up some history, be sure to visit Sagtikos Manor, a beautifully preserved estate that dates back to the 17th century. August in Bay Shore truly has something for everyone, making it the perfect summer destination.

September

As you plan your trip to Bay Shore in September, be sure to pack clothing that will keep you comfortable in the ever-changing weather of the Pacific Northwest. Layers are key, as the coastal town can experience cool mornings, warm afternoons, and chilly evenings. A light rain jacket or windbreaker is also a must-have, as the area is known for its occasional drizzles. And don’t forget a sturdy pair of walking shoes, as Bay Shore is a pedestrian-friendly destination with plenty of scenic paths and trails to explore. While the weather may be unpredictable, one thing is for sure: the locals in Bay Shore are known for their laid-back and casual style. Leave your fancy attire at home and opt for comfortable, versatile pieces that can take you from a day of hiking to a night of dining out. And don’t be afraid to embrace the local fashion of plaid flannel shirts and rain boots – after all, when in the Pacific Northwest, do as the Pacific Northwesterners do. So pack light, dress for comfort, and get ready to embrace the relaxed vibe of Bay Shore in September.

September is a fantastic time to visit the charming coastal town of Bay Shore. As the busy summer season winds down, the town takes on a more relaxed and authentic vibe. One of the highlights of September is the annual Bay Shore Harvest Festival, where locals and visitors alike gather to celebrate the bountiful fall harvest. The festival is a feast for the senses, with delicious local food, live music, and artisanal crafts. It’s the perfect opportunity to immerse yourself in the local culture and get a taste of Bay Shore’s vibrant community. For nature lovers, September is also a great time to explore the many outdoor activities that Bay Shore has to offer. The weather is still warm and pleasant, making it the perfect time for a hike or bike ride along the picturesque Bay Shore boardwalk. You can also take a kayak tour of the Great South Bay and spot local wildlife such as ospreys and herons. And for those looking for a more leisurely experience, a sunset cruise is the perfect way to take in the stunning views of the bay while sipping on a local brew. No matter what your interests are, September in Bay Shore has something for everyone to enjoy.

October

When visiting Bay Shore in October, it’s important to pack layers as the weather can vary greatly. The days can be warm and sunny, but the evenings can be cool and breezy. I recommend bringing a light jacket or sweater to wear during the day, and a heavier coat for the evenings. It’s also a good idea to bring a scarf, hat, and gloves for added warmth. As for attire, casual and comfortable clothing is the way to go in Bay Shore. This beach town has a relaxed vibe, so leave your fancy clothes at home. Opt for lightweight and breathable fabrics, as the temperatures can still reach the high 60s during the day. And don’t forget to bring comfortable shoes for walking around town and exploring the scenic beaches. Overall, dressing in layers and keeping it simple will ensure you’re prepared for whatever Bay Shore has in store for you in October.

As the leaves begin to turn orange and the crisp autumn air settles in, Bay Shore becomes a cozy and charming destination for travelers. One of the highlights of visiting in October is exploring the local farmers market, where you’ll find an abundance of seasonal produce, homemade baked goods, and artisanal crafts. Take a stroll through the market, chatting with friendly vendors and sampling some of the delicious offerings. And don’t forget to pick up a pumpkin or two for carving later on. For a bit of history and culture, make sure to visit the Bay Shore Historical Society. Housed in a beautifully restored 19th-century home, this museum offers a glimpse into the town’s past with exhibits on local industries, notable figures, and events. In October, they also host a special Halloween-themed tour, taking visitors through the eerie tales and legends of Bay Shore’s past. It’s a spooky and educational experience that is not to be missed.

November

November is a wonderful time to visit the charming seaside town of Bay Shore. As the leaves turn vibrant shades of red and orange, the town takes on a cozy and inviting atmosphere. When packing for your trip, be sure to bring layers as the weather can be unpredictable. A warm jacket, comfortable walking shoes, and a scarf are all essential items to have. And don’t forget an umbrella, as Bay Shore is known for its occasional showers. When it comes to dressing in Bay Shore, I recommend embracing the casual beach vibe. The locals here are laid-back and welcoming, so you won’t need to dress up. A pair of jeans, a cozy sweater, and a pair of boots are perfect for exploring the town and its surrounding nature. And if you plan on taking a stroll along the beach, be sure to pack a swimsuit and towel as you never know when the sun will make an appearance. With these items in tow, you’ll be ready to soak up all the beauty and charm that Bay Shore has to offer in November.

November is a fantastic time to visit the charming town of Bay Shore, located on the beautiful Great South Bay of Long Island. As the leaves begin to change and the air turns crisp, there are plenty of activities to enjoy in this quaint seaside town. One must-do activity is to take a stroll along Main Street, lined with quaint shops and local restaurants. Stop in at the Bay Shore Historical Society to learn about the town’s rich maritime history, or grab a warm cup of coffee at one of the many cozy cafes. For outdoor enthusiasts, November is the perfect time to explore the serene Bay Shore Marina. Take a leisurely walk along the water’s edge, or rent a kayak and paddle through the calm bay waters. If you’re feeling adventurous, head over to Fire Island National Seashore and hike through the stunning dunes and forests. And for a taste of the local culture, be sure to check out the Bay Shore Farmers Market, where you can sample delicious fresh produce and handmade goods from local vendors. With its small-town charm and picturesque surroundings, Bay Shore is the perfect destination for a November getaway.

December

As winter sets in, Bay Shore transforms into a cozy and charming destination for travelers. The crisp, cold air and holiday decorations make this Long Island neighborhood a picturesque winter wonderland. When visiting in December, it’s important to dress appropriately for the weather. Layers are key, as temperatures can range from chilly to downright freezing. A warm, waterproof coat, scarf, and gloves are a must. Don’t forget to pack a hat and boots to keep your head and feet toasty. And for those planning on spending time outdoors, thermal undergarments will provide an extra layer of warmth. When it comes to what to wear in Bay Shore, comfort is key. This neighborhood is known for its quaint downtown area filled with unique shops and delicious restaurants, perfect for strolling in. Opt for comfortable shoes and warm, yet stylish, clothing for a day of exploring. Don’t forget to bring a small backpack or crossbody bag to carry any purchases or souvenirs you may pick up along the way. And of course, don’t leave home without your camera to capture the picturesque scenery and holiday spirit of Bay Shore in December.

With the holiday season in full swing, Bay Shore offers visitors a charming and festive atmosphere. One must-see attraction is the Bay Shore Christmas Market, a traditional European-style market with wooden stalls selling handmade crafts, mulled wine, and delicious treats. Stroll through the market while listening to carolers and taking in the twinkling lights. For a unique experience, head to the market at night when the snow starts to fall and the market is illuminated by cozy lanterns. In addition to the Christmas Market, Bay Shore is also home to beautiful winter landscapes and outdoor activities. Take a walk along the Bay Shore Boardwalk, which offers stunning views of the Great South Bay and the Fire Island Lighthouse. Bundle up and go ice skating at the local rink or go on a winter hike through the nearby nature preserve. And of course, don’t forget to warm up with a cup of hot cocoa at one of the many charming cafes in town. With its festive atmosphere and outdoor activities, Bay Shore is the perfect destination for a winter getaway.

Make it the best experience!

Ask us any questions