Garrison, Maryland: 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 Garrison is like to visit throughout the year:

January

When visiting Garrison in January, it’s important to pack for cold and possibly snowy weather. The key to staying warm and comfortable is to dress in layers. Start with a moisture-wicking base layer, followed by a warm sweater or fleece, and top it off with a waterproof and windproof outer layer. Don’t forget to bring a warm hat, gloves, and sturdy boots for exploring the wintry landscape. It’s also important to dress appropriately for the activities you have planned. If you’re planning on hitting the slopes, make sure to bring waterproof ski pants and a warm jacket. For a day of sightseeing in town, a pair of comfortable walking shoes and a warm coat will suffice. And don’t forget to pack a scarf and sunglasses, as the cold wind and snow can be harsh on your face and eyes. As for what to bring, I always recommend a small backpack to carry essentials like water, snacks, and a map. And don’t forget to bring a camera to capture the stunning winter scenery in Garrison.

Welcome to Garrison, a charming small town nestled in the heart of the Hudson Valley. While many travelers may think to visit during the peak summer months, I highly recommend a trip in January for a unique and delightful experience. The winter months bring a peaceful calm to Garrison, with snow-covered landscapes and cozy fireside evenings. One of the must-do activities during this time is a visit to the Boscobel House and Gardens. This historic mansion offers stunning views of the Hudson River and is decorated with beautiful holiday decorations during the winter season. It’s the perfect place to take a leisurely stroll and learn about the history of the area. For the adventurous travelers, January is also a great time to explore the great outdoors in Garrison. The Hudson Highlands State Park offers excellent hiking trails with breathtaking views of the river and surrounding mountains. It’s also a popular spot for cross-country skiing and snowshoeing. After a day of outdoor activities, warm up with a hot cup of cocoa at the cozy Garrison Cafe. And for those looking for a cultural experience, don’t miss the Winter Hoot festival, a weekend-long event featuring live music, local food, and workshops on traditional crafts. Garrison may be a small town, but it’s full of charm and activities for all types of travelers in January.

February

When visiting Garrison in the month of February, it’s important to pack for the cold weather. The average temperature during this time is around 30 degrees Fahrenheit, so dressing in layers is key. Start with a base layer of thermal underwear, followed by a warm sweater or fleece jacket. Top it off with a waterproof and windproof outer layer, such as a parka or trench coat. Don’t forget to bring a warm hat, gloves, and a scarf to protect your extremities from the cold. Comfortable, waterproof boots are also essential for navigating through the snowy streets of Garrison. As for what to wear when exploring the town, opt for warm and comfortable clothing. A pair of jeans or thick leggings paired with a long-sleeved shirt and a jacket is a great choice. Since Garrison is a small, picturesque town, you’ll be doing a lot of walking, so be sure to wear comfortable shoes. And don’t forget to bring a backpack or crossbody bag to carry all your essentials, including a camera to capture the beautiful winter scenery. Lastly, don’t let the cold weather stop you from enjoying the outdoor activities that Garrison has to offer. Just remember to dress warmly, and you’ll be able to fully appreciate the charm and beauty of this quaint town in February.

February is a lovely time to visit Garrison, with its charming streets and historic architecture. While the winter weather may be chilly, there are still plenty of activities to keep visitors entertained. One must-see attraction is the Garrison Art Museum, located in a former railroad station. Here, you can admire works by local artists and learn about the town’s artistic heritage. Another highlight is the Winter Farmers’ Market, held every Saturday at the Garrison Landing. Here, you can sample delicious local produce and support small businesses. For outdoor enthusiasts, February is the perfect time to explore the Hudson Highlands State Park. Bundle up and take a hike along the scenic trails, or try your hand at cross-country skiing on the snowy paths. For a unique experience, consider taking a tour of Bannerman Castle, a former military surplus warehouse turned into a castle on Pollepel Island. The cold weather adds a mystical charm to the castle, making it a must-visit for history buffs and adventurers alike. And of course, no visit to Garrison is complete without indulging in some hot cocoa and cozying up by the fire at one of the town’s charming bed and breakfasts.

March

March is a wonderful time to visit the charming town of Garrison. As the weather starts to warm up, it’s important to dress in layers to prepare for the fluctuating temperatures. A light jacket or sweater is essential for the cooler mornings and evenings, while a t-shirt and shorts are perfect for the warmer afternoons. Don’t forget to bring a sturdy pair of walking shoes as there are plenty of scenic hikes and walks to enjoy in the area. When it comes to what to wear in Garrison, comfortable and casual is the way to go. This laid-back town is all about embracing the outdoors and taking things slow. Opt for breathable and moisture-wicking fabrics, as there may be some light rain showers. A hat and sunglasses are also a must to protect yourself from the sun’s rays. And of course, don’t forget to pack a camera to capture the picturesque landscapes and quaint town charm. With these essentials, you’ll be well-prepared for a memorable trip to Garrison in March.

March is a wonderful time to explore the charming town of Garrison. As the snow melts away, the town comes alive with a variety of activities and events. One of the must-see attractions in March is the Garrison Winter Carnival. This lively festival features ice sculpting, snowshoe races, and a polar plunge into the frozen lake. It’s a great opportunity to experience the local culture and have some winter fun. For those looking for a more relaxed activity, the Garrison Brewing Company offers tours and tastings of their locally brewed beers. This family-owned brewery uses traditional techniques and fresh, local ingredients to create their delicious beers. Take a tour and learn about the brewing process, then sit back and enjoy a cold pint in their cozy taproom. March is also maple syrup season in Garrison, so be sure to stop by a local sugar shack and try some freshly made maple syrup on pancakes or ice cream. Whatever your interests may be, Garrison has something for everyone in the month of March.

April

April is a wonderful time to visit the charming town of Garrison, located in the heart of the Hudson Valley. The weather can be a bit unpredictable, with temperatures ranging from cool mornings to mild afternoons. To make the most of your visit, I recommend dressing in layers to accommodate for the changing temperatures. A light jacket or sweater, along with a scarf and comfortable walking shoes, will ensure you are prepared for whatever the day brings. When packing for your trip to Garrison, be sure to bring a rain jacket or umbrella. While April typically has less rainfall than other months, it’s always better to be prepared. Don’t forget to pack a pair of comfortable pants or jeans, as well as a few long-sleeved shirts. These will come in handy for exploring the town and its beautiful outdoor attractions. And of course, no trip to Garrison would be complete without a camera to capture the stunning scenery and quaint charm of this delightful town. So grab your layers, rain gear, and camera, and get ready for a memorable trip to Garrison in April.

April is a wonderful time to visit the charming town of Garrison, located in the heart of the Hudson Valley. As the winter chill fades away and spring blooms begin to appear, this quaint town comes to life with a plethora of outdoor activities and cultural events. One of the must-see attractions in April is the annual Sheep and Wool Festival, where visitors can witness sheep shearing demonstrations, browse local crafts and enjoy delicious farm-to-table food. For those looking for a more active experience, Garrison offers endless opportunities for outdoor adventure. Take a hike through the scenic Hudson Highlands State Park, where you can enjoy stunning views of the Hudson River and explore historic ruins. Or, for a more leisurely activity, rent a kayak or canoe and paddle along the tranquil waters of the Hudson River. In the evenings, don’t miss out on the Garrison Art Center’s monthly “Art & Wine” event, where you can sip on local wines while admiring the works of talented local artists. April truly has something for everyone in Garrison.

May

When planning a trip to Garrison in May, be sure to pack for a range of weather conditions. While the days can be warm and sunny, the evenings can still be cool and breezy. It’s best to dress in layers and bring a light jacket or sweater to wear in the evenings. Comfortable walking shoes are also a must, as the town is best explored on foot. As for attire, Garrison is a small town with a relaxed and casual vibe. Locals typically dress in comfortable, practical clothing that can take them from a day of exploring to a cozy dinner at a local pub. A pair of jeans or khakis, paired with a t-shirt or blouse and a light jacket will fit in perfectly. And don’t forget to bring a hat and sunglasses for protection from the sun while strolling along the riverfront. With the right clothing and gear, you’ll be all set to enjoy the charming and picturesque town of Garrison in the beautiful month of May.

May is a delightful time to visit the charming town of Garrison, nestled in the scenic Hudson Valley. As the weather warms up and the flowers bloom, there are endless activities to enjoy. Start your day with a scenic hike along the Appalachian Trail, taking in the beautiful views of the Hudson River and surrounding mountains. After working up an appetite, head to the local farmers market to sample fresh produce and artisanal treats. Don’t miss the chance to visit the Garrison Art Center, where you can admire local artwork and even take a class to unleash your own creativity. For history buffs, a visit to the historic West Point Military Academy is a must. Take a guided tour to learn about the academy’s rich history and see the impressive Cadet Chapel and Trophy Point. In the evenings, catch a show at the renowned Philipstown Depot Theatre, showcasing talented local actors and musicians. And of course, no trip to Garrison would be complete without indulging in some delicious farm-to-table cuisine at one of the many charming restaurants in town. With its picturesque scenery and endless activities, Garrison is the perfect destination for a memorable May getaway.

June

June is a wonderful time to visit Garrison, with long sunny days and comfortable temperatures. However, it’s important to keep in mind that the weather can change quickly, so it’s best to be prepared. When it comes to dressing for a day of exploring in Garrison, I recommend bringing light layers. A light jacket or sweater is perfect for the cooler mornings and evenings, while a t-shirt and shorts will keep you comfortable during the warmer afternoons. Don’t forget to pack a sturdy pair of walking shoes, as you’ll want to explore the charming streets and historic sites on foot. As for what to wear, I suggest opting for comfortable and breathable fabrics. Avoid heavy materials that will weigh you down and make you uncomfortable in the summer heat. A sun hat and sunglasses are also essential for protecting yourself from the strong sun. And don’t forget to bring a swimsuit, as there are many beautiful lakes and rivers in the area that are perfect for a refreshing dip. Finally, make sure to bring a small day bag to carry your essentials, such as a water bottle, sunscreen, and a map of the area. With these tips in mind, you’ll be ready to fully enjoy all that Garrison has to offer in the lovely month of June.

June is the perfect time to visit Garrison, a charming town nestled in the rolling hills of North Dakota. As the weather warms up, the town comes alive with blooming flowers, bustling farmers markets, and outdoor concerts. One must-see attraction in Garrison is Fort Stevenson State Park. This historic fort, named after Civil War general Thomas Stevenson, offers a glimpse into the life of early settlers in the Great Plains. Visitors can explore the reconstructed fort, watch reenactments, and even try their hand at pioneer activities. The park also boasts beautiful hiking trails and a scenic marina for boating and fishing. Another highlight of a June visit to Garrison is the annual Chokecherry Festival. This celebration of the local chokecherry fruit features live music, arts and crafts vendors, and of course, plenty of delicious chokecherry treats. Don’t miss the opportunity to try the famous chokecherry pie or sip on a refreshing chokecherry lemonade while taking in the festive atmosphere. For a more low-key experience, take a leisurely stroll through the charming downtown area, where you’ll find quaint shops selling homemade goods and friendly locals eager to share the town’s history and stories. With its warm hospitality and abundance of summer activities, Garrison is a delightful destination for a June getaway.

July

When visiting Garrison in July, it’s important to dress for the warm and humid weather. Lightweight and breathable clothing is key, such as cotton or linen shirts and shorts. A hat and sunglasses are also essential to protect against the strong sun rays. It’s also a good idea to pack a light rain jacket, as July can bring occasional showers. Comfortable walking shoes are a must for exploring the charming streets of Garrison, and if you plan on hiking or biking, be sure to pack appropriate footwear as well. As for cultural considerations, keep in mind that Garrison is a small town with a relaxed atmosphere, so there’s no need to dress too formally. However, if you plan on visiting any religious sites, it is respectful to cover your shoulders and knees. Lastly, don’t forget to pack a swimsuit! Garrison is located along the banks of the Hudson River, and there are plenty of opportunities for swimming or lounging by the water. Overall, dressing comfortably and respectfully will ensure a pleasant and enjoyable visit to Garrison in July.

July is a wonderful time to visit Garrison, a charming town nestled in the heart of the Hudson Valley. As the summer kicks into full swing, the town comes alive with a variety of activities for visitors to enjoy. One must-see event is the annual Garrison Arts Fair, held on the first weekend of July. This lively fair showcases the work of local artists and artisans, with everything from paintings and sculptures to handcrafted jewelry and pottery. It’s a great opportunity to support the local community while also finding unique souvenirs to take home. For nature lovers, July in Garrison offers the perfect opportunity to explore the stunning scenery of the Hudson Highlands. Hiking trails abound in the area, offering breathtaking views of the Hudson River and surrounding mountains. One popular hike is the Breakneck Ridge trail, known for its challenging terrain and panoramic vistas. For a more leisurely experience, take a stroll through the gardens at Boscobel House and Gardens, a historic mansion that offers stunning views of the Hudson. No matter how you choose to spend your July days in Garrison, you’re sure to fall in love with this charming town and its natural beauty.

August

When visiting Garrison in August, it’s important to dress appropriately for the warm weather and outdoor activities. I recommend wearing light, breathable fabrics such as cotton or linen to stay cool and comfortable. A hat and sunglasses are also essential to protect yourself from the strong sun. Pack a pair of comfortable walking shoes for exploring the charming streets and hiking trails in the area. In addition to comfortable clothing, it’s important to bring along some essentials for your trip to Garrison. Don’t forget to pack sunscreen, as the sun can be quite intense during the summer months. A reusable water bottle is also a must-have to stay hydrated throughout your adventures. And of course, don’t forget your camera to capture the picturesque scenery and historic landmarks in Garrison. With the right clothing and essentials, you’ll be ready to fully enjoy your August trip to this charming town.

Garrison, a charming town nestled in the heart of the Hudson Valley, is the perfect destination for a summer getaway. And if you happen to find yourself here in August, you’re in luck! The town comes alive with a plethora of events and activities that are sure to make your visit a memorable one. First and foremost, be sure to check out the famous Garrison Art Center’s Summer Arts Festival, featuring works from local artists and live music performances. It’s the perfect opportunity to immerse yourself in the vibrant art scene of this quaint town. For the outdoor enthusiasts, the Hudson Highlands State Park offers breathtaking hiking trails with stunning views of the Hudson River. And if you’re feeling adventurous, take a kayak or canoe along the water for a unique perspective of the landscape. And no visit to Garrison would be complete without a visit to the West Point Military Academy. Take a guided tour and learn about the history and traditions of this prestigious institution. And don’t forget to catch a sunset at the scenic Trophy Point, overlooking the majestic Hudson River. August in Garrison is the perfect blend of culture, nature, and history, making it a must-visit destination for any traveler.

September

As September begins to roll around, the leaves in Garrison start to change colors and a crispness fills the air. This is a beautiful time to visit this charming town, but it’s important to pack appropriately. The weather can be quite unpredictable, so it’s best to dress in layers. A light jacket or sweater is perfect for the cooler mornings and evenings, while a t-shirt or blouse will keep you comfortable during the warmer afternoons. Don’t forget to bring a waterproof jacket or umbrella, as September in Garrison can bring occasional rain showers. When exploring Garrison, comfortable shoes are a must. The town is filled with cobblestone streets and hilly terrain, so leave the high heels at home and opt for a pair of sneakers or walking shoes. Also, don’t forget to bring a small day bag to carry essentials like a water bottle, camera, and a map. A scarf or shawl can also come in handy for both fashion and warmth. And of course, no visit to Garrison is complete without a camera to capture the stunning fall foliage and historic architecture. With these items in tow, you’ll be ready to fully enjoy all that Garrison has to offer in September.

September is a fantastic time to visit Garrison, a charming town nestled in the Hudson River Valley of New York. The crisp autumn air and vibrant colors of the changing leaves make for a picturesque experience. One of the must-do activities in this season is to take a scenic hike along the Hudson River. The views of the river and surrounding mountains are simply breathtaking. For a more laid-back experience, you can rent a bike and ride along the riverfront trail, stopping at local cafes and shops along the way. Another highlight of visiting Garrison in September is attending the annual Oktoberfest celebration at the historic West Point Military Academy. This lively festival features traditional German food, music, and beer, as well as a variety of activities and demonstrations. You can also tour the stunning campus and learn about the history and traditions of this prestigious institution. In addition, the town’s farmers market is in full swing during this time, offering delicious local produce and handmade goods. September truly is a delightful time to explore Garrison and immerse yourself in its natural beauty and rich culture.

October

As the leaves begin to turn and the crisp air sets in, October is a lovely time to visit Garrison, a charming town nestled in the picturesque Hudson Valley. When packing for your trip, be sure to bring layers to accommodate the changing temperatures. A light jacket or sweater will come in handy for the cool mornings and evenings, while a long-sleeved shirt and jeans will keep you comfortable during the day. As Garrison is known for its scenic hikes and outdoor activities, a sturdy pair of walking shoes is a must. While the weather may be mild in October, it’s always a good idea to be prepared for rain. A waterproof jacket or umbrella will come in handy for those unexpected showers. Additionally, don’t forget to bring a hat and sunglasses for protection from the sun while exploring Garrison’s beautiful parks and gardens. As for accessories, a small backpack or crossbody bag is ideal for carrying your essentials while keeping your hands free. And of course, no trip to Garrison would be complete without a camera to capture the stunning fall foliage and historic landmarks. With these simple tips, you’ll be ready to enjoy all that Garrison has to offer in October.

October is a fantastic time to visit Garrison, a charming town nestled in the Hudson Valley region of New York. As the leaves change color and the air turns crisp, visitors can experience the best of what this quaint town has to offer. One must-do activity in October is to take a scenic hike along the Hudson River, where you can admire the stunning autumn foliage and catch a glimpse of passing sailboats. The views are truly enchanting and the perfect way to immerse yourself in the beauty of the season. For history buffs, a visit to the historic West Point Military Academy is a must. October is the perfect time to tour the academy and learn about its rich history, dating back to the Revolutionary War. You can also catch the cadets in their famous dress parade, a truly impressive sight to see. Afterward, take a stroll through the charming downtown area, filled with quaint shops and delicious restaurants. And don’t miss the chance to sample some local apple cider and freshly baked apple pies, a fall favorite in Garrison. October truly is a magical time to visit this charming town.

November

When visiting Garrison in November, it’s important to dress in layers as the weather can be unpredictable. The temperature can range from chilly mornings to mild afternoons, so bringing a mix of clothing is key. Start with a warm base layer such as thermal underwear or a long-sleeved shirt, then add a sweater or fleece for extra insulation. A waterproof jacket and comfortable walking shoes are also essential, as rain is common this time of year. Don’t forget to bring a hat, scarf, and gloves to keep you warm when exploring the town’s charming streets. While Garrison is a small town, it offers a variety of activities and sights to see. Be prepared for outdoor adventures by bringing appropriate clothing and gear. If you plan on hiking, bring sturdy boots and a backpack to carry water and snacks. For cultural activities, such as visiting museums or attending a play at the local theater, a nice pair of pants or a dress with a jacket would be appropriate. And don’t forget your camera to capture the stunning fall foliage that covers the town in November. With the right clothing and essentials, you’ll be able to fully enjoy all that Garrison has to offer during your visit.

November is a fantastic time to visit the charming town of Garrison. As the leaves change into vibrant hues of red, orange, and yellow, the town takes on a cozy and peaceful atmosphere. One of my favorite things to do during this time is to take a stroll through the Garrison Farmers’ Market, where you can find an abundance of fresh produce, homemade breads, and locally made crafts. It’s a great opportunity to chat with the friendly locals and get a taste of the town’s culture and community. For history buffs, a visit to the Fort Garrison Museum is a must. This well-preserved fort offers a glimpse into the town’s past as a strategic military outpost during the Revolutionary War. November is also the perfect time to catch one of their reenactments, where you can witness firsthand what life was like for soldiers during that time. And after a day of exploring, be sure to warm up with a cup of hot apple cider at one of the many cozy cafes in town. Garrison may be a small town, but it’s full of charm and hidden gems waiting to be discovered.

December

When traveling to Garrison in December, it’s important to be prepared for the cold and potentially snowy weather. Layering is key, as temperatures can fluctuate throughout the day. Start with a base layer of thermal underwear, followed by a warm sweater or fleece. Top it off with a waterproof and windproof outer layer, such as a parka or ski jacket. Don’t forget to bring a hat, gloves, and a scarf to keep your head, hands, and neck warm. For footwear, waterproof boots with good traction are essential for navigating through any potential snow or ice. And don’t forget to pack some hand and foot warmers for extra comfort! In terms of style, Garrison is a casual and outdoorsy town, so leave your fancy dresses and heels at home. Opt for comfortable and practical clothing, such as jeans, leggings, and long-sleeve shirts. A pair of waterproof hiking pants would also come in handy for any outdoor activities. As for accessories, a crossbody bag or backpack is ideal for carrying essentials while keeping your hands free. And for those planning to hit the slopes, don’t forget to bring a warm and waterproof ski outfit. With the right clothing and gear, you’ll be able to fully enjoy all that Garrison has to offer, even in the chilly December weather.

As the holiday season approaches, Garrison transforms into a winter wonderland with plenty of festive activities to enjoy. Start your day by strolling through the charming downtown area, adorned with twinkling lights and quaint storefronts. Stop by the local bakery for a freshly baked gingerbread cookie and warm cup of cocoa to fully immerse yourself in the holiday spirit. For a unique experience, head over to the Garrison Christmas Market, held every weekend in December. Here, you can browse through stalls filled with handmade crafts, sample traditional German treats, and listen to live Christmas music. Don’t forget to pick up a few souvenirs for loved ones back home. Later in the evening, take a horse-drawn carriage ride through the snowy streets and admire the picturesque scenery. December in Garrison truly offers a magical escape from the hustle and bustle of everyday life.

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