Select the month that you will be traveling from the table below to view the packing list:
What New Preston is like to visit throughout the year:
January
When visiting the charming village of New Preston in January, it’s important to dress warmly and in layers. The winter weather in this part of Connecticut can be quite chilly, with temperatures often dropping below freezing. I recommend packing a warm coat, waterproof boots, and a hat, scarf, and gloves to keep you comfortable while exploring the town. As for what to wear, opt for comfortable and practical clothing that you can easily layer. This will allow you to adjust your outfit depending on the temperature and activities planned for the day. Don’t forget to bring a sturdy pair of shoes for walking and hiking, as New Preston offers beautiful trails and outdoor activities. And of course, don’t forget to pack a camera to capture the picturesque winter scenes in this quaint New England town.
January in New Preston is a magical time to visit. The town is quiet and serene, with a blanket of snow covering the charming streets and buildings. One of the must-do activities during this time is to go ice skating on Lake Waramaug. The frozen lake offers a perfect surface for gliding and twirling, and the surrounding scenery is simply breathtaking. After a day of skating, warm up with a cup of hot cocoa at the nearby Hopkins Vineyard, where you can also enjoy a wine tasting and take in the stunning winter views of the vineyard and lake. For a taste of local culture, make sure to visit the Washington Art Association in January. This non-profit organization hosts a variety of art exhibitions, workshops, and events throughout the year, but January is particularly special as it features the annual “Winter Show.” This juried exhibit showcases the works of talented local artists and provides a unique opportunity to purchase one-of-a-kind pieces. After browsing the art, take a stroll around the town center and admire the charming New England architecture. With its cozy winter atmosphere and welcoming community, New Preston is the perfect destination for a January getaway.
February
When visiting the quaint village of New Preston in February, it’s important to dress in layers to prepare for the chilly temperatures. Start with a base layer of thermal underwear, followed by a warm sweater or fleece. A waterproof jacket and sturdy boots are also essential, as the village can receive heavy snowfall during this time of year. Don’t forget to bring a hat, gloves, and a scarf to keep your head, hands, and neck warm. And for added warmth, consider packing reusable hand warmers or toe warmers. In addition to dressing appropriately for the weather, it’s also important to wear comfortable and practical clothing when exploring New Preston. The village is known for its charming shops and galleries, so be sure to wear comfortable shoes for walking. Bring a small backpack or crossbody bag to carry essentials like a water bottle, camera, and map. And don’t forget to pack a swimsuit, as many of the local hotels and inns have heated pools and hot tubs perfect for relaxing after a day of sightseeing in the winter wonderland of New Preston. As always, be prepared for any weather by bringing an umbrella or raincoat, as the weather can be unpredictable in February.
February is a fantastic time to visit the charming town of New Preston, located in the picturesque Litchfield Hills of Connecticut. While the chilly winter weather may keep some travelers away, those who brave the cold will be rewarded with a peaceful and idyllic experience. One of the must-do activities in New Preston during February is to take a scenic drive through the countryside. The rolling hills and quaint villages are even more enchanting when covered in a blanket of snow. Stop at one of the local farm stands to pick up some freshly baked pies or homemade jams to enjoy by the fireplace in your cozy bed and breakfast. Another great option is to go cross-country skiing or snowshoeing on one of the many trails in the area. The crisp air and stunning views will make for a memorable winter adventure. And for those looking for a bit of culture, be sure to check out the local art galleries and antique shops, which are perfect for finding unique souvenirs to take home. No matter what you choose to do in New Preston in February, you’ll be sure to have a charming and relaxing trip.
March
March in New Preston is a beautiful time to visit with the crisp air and budding trees. As a traveler, it’s important to dress appropriately for the weather. With temperatures ranging from the low 30s to the high 50s, layering is key. Start with a warm base layer, such as a long-sleeved shirt or sweater, and add a light jacket or coat on top. Don’t forget to bring a waterproof jacket or umbrella as March can bring some rain showers. Comfortable walking shoes are a must, as the town is best explored on foot. When it comes to accessories, a scarf and gloves are always a good idea to have on hand. They not only provide warmth but also add a touch of style to any outfit. As for what to wear, New Preston is a quaint, small town, so opt for casual and comfortable clothing. Locals are friendly and welcoming, so you’ll feel right at home in a pair of jeans and a cozy sweater. And don’t forget to bring a camera to capture the stunning views of the rolling hills and charming architecture. With these tips, you’ll be dressed and prepared for a wonderful March visit to New Preston.
March is a fantastic time to visit the charming town of New Preston, nestled in the picturesque Litchfield Hills of Connecticut. As the winter snow begins to melt away, the town comes to life with a variety of activities and events. One must-do activity in March is to take a stroll along the shores of Lake Waramaug, which offers stunning views of the surrounding hills and is the perfect spot for a peaceful picnic. For those looking for a bit of adventure, hiking trails around the lake provide the opportunity to witness the beauty of the changing seasons up close. In addition to outdoor activities, March in New Preston also brings a celebration of local culture and history. The town hosts its annual Maple Festival, where visitors can learn about the process of making maple syrup and sample delicious maple treats. It’s a great opportunity to support local businesses and get a taste of the town’s unique flavor. For a dose of history, don’t miss the New Preston Historical Society’s museum, where you can learn about the town’s rich past and see artifacts dating back to its founding in the 1700s. With so much to do and see, March is the perfect time to experience the charm of New Preston.
April
When visiting the charming town of New Preston in April, it’s important to dress in layers to prepare for the unpredictable weather. The mornings may be chilly and the afternoons can warm up quickly, so I recommend packing a light jacket or sweater that you can easily take on and off. Comfortable walking shoes are a must, as the town is best explored on foot and you’ll want to be prepared for any cobblestone streets or uneven terrain. As for what to wear, I suggest opting for casual and comfortable clothing, as New Preston has a laid-back and relaxed atmosphere. A pair of jeans or khaki pants paired with a blouse or button-down shirt would be suitable for most activities. Don’t forget to pack a rain jacket or umbrella, as April can bring showers at any moment. And lastly, be sure to bring a small daypack to carry any essentials such as a water bottle, camera, and snacks as you venture through this picturesque town. With the right clothing and gear, you’ll be all set to enjoy the beauty and charm of New Preston in April.
April is a wonderful time to visit the charming village of New Preston, nestled in the rolling hills of Connecticut. As nature begins to awaken from its winter slumber, there are plenty of activities to enjoy in this idyllic destination. Take a stroll through the quaint downtown area, lined with boutique shops and locally owned restaurants. Stop by the New Preston Farmers Market, where you can sample fresh produce and artisanal goods while chatting with friendly locals. For outdoor enthusiasts, April is the perfect time to explore the nearby Steep Rock Preserve. With its lush forests, meandering streams, and scenic overlooks, this nature reserve is a true hidden gem. Hiking trails of varying lengths and difficulties offer something for every level of adventurer. Be sure to pack a picnic and stop for a break at one of the many picturesque spots along the way. And if you’re lucky, you may even catch a glimpse of the vibrant wildflowers that bloom in April, adding a burst of color to the already breathtaking landscape. Don’t forget your camera – the views here are simply stunning.
May
As you plan your trip to the charming town of New Preston in May, it’s important to pack for the unpredictable weather that this time of year brings. Layers are key, as the temperature can range from cool mornings to warm afternoons. I recommend bringing a light jacket or sweater, as well as a raincoat or umbrella, just in case. Be sure to also pack comfortable walking shoes as you explore the town’s quaint streets and scenic trails. When it comes to dressing for the town’s activities and attractions, keep in mind the casual and relaxed atmosphere of New Preston. In May, you’ll see locals and visitors alike sporting light and airy clothing such as shorts, sundresses, and sandals. Don’t forget to bring a hat and sunglasses for those sunny afternoons spent by the lake. And of course, don’t leave home without a camera to capture the stunning views and picturesque landscapes that New Preston has to offer.
May is a fantastic time to visit the charming town of New Preston, nestled in the picturesque Litchfield Hills of Connecticut. As the temperatures begin to warm up, the town comes alive with colorful flowers and bustling outdoor activities. One of the must-visit spots in May is Lake Waramaug State Park, where visitors can enjoy hiking, boating, and fishing while surrounded by stunning views of the lake and surrounding hills. For a taste of local culture, be sure to check out the New Preston Farmers Market, held every Saturday, where you can sample fresh produce and artisanal goods while mingling with friendly locals. For a more leisurely activity, take a stroll through the quaint downtown area of New Preston. You’ll find charming boutiques, art galleries, and cafes, perfect for a relaxing afternoon of shopping and people-watching. Don’t miss the chance to visit the White Horse Country Pub, a beloved local spot that serves up delicious British fare and features live music on the weekends. And for a dose of history, be sure to stop by the New Preston Historical Society, where you can learn about the town’s rich past and even take a tour of some of the historic homes in the area. May is a delightful time to experience the beauty and charm of New Preston, and I guarantee you’ll leave with memories to last a lifetime.
June
When packing for a trip to June in New Preston, it’s important to keep the warm weather in mind. The temperatures in this quaint town can reach up to the high 80s, so lightweight and breathable clothing is essential. Pack lightweight cotton tops, shorts, and sundresses to stay cool and comfortable during your explorations. Don’t forget to bring a sunhat, sunglasses, and sunscreen to protect yourself from the strong summer rays. And for those planning to explore the nearby hiking trails, be sure to pack comfortable walking shoes. With the right clothing and accessories, you’ll be able to fully enjoy the beautiful sights and activities that New Preston has to offer. In addition to dressing for the weather, it’s also important to dress appropriately for the town’s culture and customs. New Preston is a small, charming community with a relaxed vibe. Opt for casual and modest clothing choices that are respectful of the local way of life. And when visiting any religious or sacred sites, be sure to cover your shoulders and knees out of respect. Lastly, don’t forget to bring a light jacket or sweater for cooler evenings, as the temperature can drop in the evenings. With these tips in mind, you’ll be dressed comfortably and appropriately for a memorable trip to June in New Preston.
Welcome to June in beautiful New Preston, Connecticut! This charming New England town comes alive in the summer months and offers plenty of activities for visitors to enjoy. Start your day with a leisurely stroll through the town’s quaint streets, lined with historic buildings and charming shops. Stop by the local bakery for a fresh pastry and a cup of coffee before heading out to explore. One of the must-see attractions in New Preston in June is Lake Waramaug State Park. This picturesque park offers stunning views of the lake and is perfect for a day of hiking, swimming, or boating. Pack a picnic lunch and spend the day relaxing by the water’s edge. If you’re feeling adventurous, rent a kayak or canoe and explore the lake’s many coves and inlets. And don’t forget to keep an eye out for the vibrant wildflowers that bloom along the shoreline in June. With its tranquil atmosphere and beautiful scenery, Lake Waramaug State Park is the perfect spot to unwind and immerse yourself in nature during your visit to New Preston.
July
When visiting the charming town of New Preston in July, it’s important to dress for both comfort and style. The warm summer temperatures call for lightweight, breathable clothing such as cotton or linen. A pair of comfortable walking shoes is essential for exploring the town’s quaint streets and nearby trails. Don’t forget to bring a hat and sunglasses to protect yourself from the strong sun, and a light jacket for cooler evenings. As New Preston is known for its picturesque lake, be sure to pack a swimsuit if you plan on taking a dip in the refreshing waters. In addition to clothing, it’s always a good idea to bring a small daypack to carry your essentials while exploring New Preston. This can include a water bottle, sunscreen, and a camera to capture the town’s beautiful scenery. Don’t forget to pack a few dressier outfits if you plan on dining at one of New Preston’s upscale restaurants. Overall, keeping in mind the warm weather and the town’s charming atmosphere, dressing comfortably and bringing along a few versatile items will ensure you have a delightful visit to New Preston in July.
Welcome to beautiful New Preston, a charming village nestled in the rolling hills of Connecticut. While it may be small, this quaint town offers plenty of activities to enjoy during the month of July. Start your day off with a leisurely stroll through the New Preston town center, lined with historic buildings and unique shops. Be sure to stop by the New Preston Market, a local hotspot for fresh produce and artisanal goods. For those looking for outdoor adventures, head to Lake Waramaug State Park for a day of swimming, boating, and picnicking by the scenic lake. And don’t miss out on the annual New Preston Fourth of July parade, complete with marching bands, colorful floats, and a lively community atmosphere. In the evenings, catch a show at the historic Washington Depot Theatre or enjoy a delicious farm-to-table meal at one of the many farm-to-table restaurants in the area. With its charming atmosphere and abundance of activities, New Preston is the perfect destination for a summer getaway.
August
Traveling to the charming town of New Preston in August means experiencing warm and sunny weather, perfect for exploring the quaint streets and picturesque countryside. When it comes to dressing for this time of year, comfort and practicality should be top priorities. I recommend packing lightweight, breathable fabrics such as cotton or linen, as well as a comfortable pair of walking shoes for all the sightseeing you’ll be doing. Don’t forget to bring a hat and sunglasses to protect yourself from the strong summer sun. While New Preston is known for its laid-back and relaxed atmosphere, it’s always a good idea to dress slightly more conservatively when visiting small towns in rural areas. This means avoiding revealing or flashy clothing and opting for more modest and casual outfits. A light sweater or jacket may also come in handy for cooler evenings. As for accessories, a small crossbody bag or backpack is ideal for carrying essentials while keeping your hands free. And don’t forget to pack a swimsuit, as New Preston’s nearby lakes and rivers offer the perfect spot for a refreshing dip.
As the summer sun beats down on the picturesque town of New Preston, Connecticut, visitors are in for a treat with a plethora of activities to enjoy. August is the perfect time to explore this charming town, with its quaint streets lined with historic buildings and stunning views of Lake Waramaug. One of the must-do activities is taking a leisurely stroll along the lake, taking in the serene beauty of the water and surrounding nature. For those looking for a bit more adventure, renting a kayak or paddleboard is a great way to experience the lake up close. In addition to its natural beauty, New Preston also offers a variety of cultural and historical attractions. A visit to the Hopkins Vineyard, located on the shores of Lake Waramaug, is a must for wine enthusiasts. Take a tour of the vineyard and sample some of their award-winning wines while enjoying the stunning views. For a taste of history, head to the Bellamy-Ferriday House and Garden, a National Historic Landmark that offers a glimpse into the lives of two prominent families in New Preston. With its idyllic setting and endless opportunities for exploration, August is the perfect time to visit and discover all that New Preston has to offer.
September
When packing for a September trip to New Preston, it’s important to plan for changing weather conditions. The early fall season brings cooler temperatures and the possibility of rain, so it’s best to dress in layers and bring a rain jacket. A comfortable pair of walking shoes is also essential for exploring the quaint streets and beautiful hiking trails in the area. For clothing, I recommend packing a mix of lightweight sweaters, long-sleeved shirts, and pants for cooler days, and t-shirts and shorts for warmer days. Don’t forget a hat for protection from the sun and a scarf for added warmth. It’s also a good idea to bring a small backpack for carrying essentials like water, snacks, and a camera. And of course, don’t forget to bring a sense of adventure and an open mind to fully enjoy the charming and picturesque town of New Preston.
September is the perfect time to visit the charming town of New Preston, nestled in the picturesque Litchfield Hills of Connecticut. As the summer crowds disperse and the leaves begin to change, this quaint village comes alive with a peaceful and idyllic atmosphere. Start your day with a scenic hike through the nearby Steep Rock Preserve and take in the stunning views of the Shepaug River. For a taste of local culture, head to the New Preston Farmers Market on Saturdays, where you can sample fresh produce and artisanal goods while chatting with friendly locals. After exploring the outdoors, spend some time strolling through the town’s main street, filled with unique shops and galleries. Browse through handcrafted pottery at the Smithy Store, or pick up a one-of-a-kind piece of jewelry at Privet Lives. For a taste of history, visit the Glebe House and learn about the area’s colonial past. And don’t miss a visit to the Hopkins Vineyard, where you can indulge in a wine tasting while taking in the panoramic views of the rolling hills. With its charming atmosphere and array of activities, September is the perfect month to experience all that New Preston has to offer.
October
When visiting the charming town of New Preston in October, be sure to pack layers to stay comfortable in the changing weather. Temperatures can range from cool and crisp in the mornings to warm and sunny in the afternoons. I recommend bringing a light jacket or sweater that you can easily take off or put on as needed. It’s also a good idea to pack a rain jacket or umbrella, as October can bring some showers to the area. As for attire, the locals in New Preston tend to dress in casual, comfortable clothing. You’ll fit right in with jeans, a t-shirt, and a pair of comfortable walking shoes. If you plan on doing any hiking or outdoor activities, be sure to pack appropriate footwear and clothing. And don’t forget to bring a pair of sunglasses to protect your eyes from the bright autumn sun. Overall, dressing in layers and wearing comfortable clothing will ensure you’re prepared for any weather and can fully enjoy the charming town of New Preston.
October is a fantastic time to visit the charming town of New Preston in Connecticut. As the leaves turn to vibrant shades of red and orange, the town takes on a picturesque quality that is simply breathtaking. One of the must-do activities in October is to take a drive along the scenic route of Lake Waramaug. The views of the lake surrounded by the colorful foliage are truly postcard-worthy. Don’t forget to stop by the New Preston Falls, a hidden gem tucked away in the woods, to take in the tranquil sounds of the cascading water. Aside from enjoying the beautiful fall scenery, October is also the perfect time to indulge in some local activities. The annual New Preston Harvest Festival is a celebration of community and harvest season, featuring live music, local food vendors, and craft booths. For a taste of the town’s history, take a tour of the Hopkins Vineyard, one of the oldest continuously operating wineries in Connecticut. And don’t forget to pick up some freshly-picked apples at one of the many orchards in the area. October in New Preston is a true delight for all the senses.
November
When visiting the charming town of New Preston in November, it’s important to dress for the cool and crisp weather. Layers are key to staying comfortable throughout the day, as the temperatures can vary greatly. Start with a base layer of long-sleeved shirts and pants, and add a cozy sweater or jacket on top. Don’t forget a scarf, gloves, and a hat to keep your head and neck warm. It’s also a good idea to bring a waterproof jacket, as November in New Preston can bring some rain. Comfortable walking shoes are a must, as the town is full of quaint cobblestone streets and lovely parks to explore. In terms of what to wear, New Preston is known for its quaint and charming atmosphere, so dressing in a casual and comfortable yet put-together style is best. Opt for classic pieces such as jeans, a nice blouse or shirt, and a comfortable pair of shoes. As for what to bring, be sure to pack a camera to capture the beautiful fall foliage, as well as some extra cash for browsing the many unique shops and boutiques in town. And of course, don’t forget to bring an open mind and a sense of adventure to fully experience all that New Preston has to offer.
November is the perfect time to visit the charming village of New Preston, nestled in the picturesque Litchfield Hills of Connecticut. As the leaves turn their vibrant autumn hues, this small town comes alive with a cozy and welcoming atmosphere. Stroll down the quaint main street, lined with boutique shops and charming cafes, and take in the crisp fall air. For a true taste of New England, be sure to stop by the local farmer’s market, where you can pick up some fresh apples, pumpkins, and other seasonal treats. For outdoor enthusiasts, November offers the opportunity to explore the scenic countryside on foot. Lace up your hiking boots and hit the trails in nearby Steep Rock Preserve, where you’ll be rewarded with stunning views of the rolling hills and the Shepaug River. And for a dose of history, visit the Institute for American Indian Studies, where you can learn about the indigenous people who inhabited this region for thousands of years. No matter your interests, New Preston offers a tranquil and idyllic escape from the hustle and bustle of everyday life.
December
When visiting the charming town of New Preston in December, it’s important to dress appropriately for the cold weather. Be sure to bring warm layers such as a jacket, scarf, and gloves to keep you comfortable while exploring the town. You’ll also want to wear sturdy shoes to navigate the snowy and possibly icy streets. As for what to wear, opt for cozy and practical clothing that can easily be layered. A warm sweater, jeans, and a waterproof jacket are the perfect combination for staying warm and stylish. Don’t forget to pack a hat to keep your head and ears warm, and a pair of sunglasses to protect your eyes from the bright winter sun. And don’t worry about packing too much, as the town has plenty of charming boutiques where you can pick up any forgotten items or souvenirs. With the right attire, you’ll be able to fully enjoy the beauty of New Preston in December.
December is a magical time to visit the charming village of New Preston. While the winter chill may be in the air, the town is bustling with holiday cheer and festive activities. One of the must-see attractions is the annual Holiday Market, where local artisans showcase their handmade goods and delicious treats. Stroll through the market and pick up unique gifts for your loved ones or indulge in some hot cocoa and warm apple cider. For those seeking a more active experience, head to nearby Lake Waramaug State Park for some winter fun. The frozen lake offers a picturesque setting for ice skating, cross-country skiing, and even ice fishing. And after an exhilarating day in the crisp air, warm up with a hearty meal at one of New Preston’s cozy restaurants, serving up hearty soups, stews, and comfort food. Whether you’re looking for a relaxing holiday getaway or an adventurous winter escape, New Preston has something for everyone in December.
Hey there! I’m Jason, a total travel junkie who is always on the go. I live for discovering new places, meeting cool people, and experiencing different cultures. I’m here to help you with your travels.
