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6 Best Day Trips to Take in Westchester County, NY

If you are looking for a fun weekend activity or a memorable family getaway, planning a quick road trip is the perfect solution. Luckily for us, our region is packed with scenic views, historic landmarks, and vibrant trailheads waiting to be explored. Whether you are searching for the absolute best day trips in Westchester County or looking for exciting things to do in the Hudson Valley, we've got you covered. Here is our refreshed guide to the top day trips from Cortlandt, NY that will make you want to grab the keys and hit the road!

Visit Cortlandt Waterfront Park

When you want a fun adventure right in your backyard, jump in the car and head over to Cortland Waterfront Park in Verplanck. This beautiful 30-acre riverside park features a public boat launch, fishing piers, and an aviation-themed playground. Even better, the town has added fantastic new community gatherings to the schedule, including a massive town-wide yard sale and the popular "Festival of Makers"—a juried craft fair featuring incredible local artisans. It’s the perfect spot to enjoy a relaxed afternoon along the Hudson without driving far from home.

Explore Beacon, New York

When you're in Westchester County looking for a day trip to a nearby city, visit Beacon, New York. This Hudson Valley city offers a variety of fun places and excursions for you to check out, including plenty of hiking opportunities and exciting dining and nightlife venues. If you're up for an outdoor adventure, you'll find Mt. Beacon, Hudson Valley's highest summit, making it a great location for the spring and summer.

With a burgeoning art scene, this city is full of creative locals and a contemporary art museum. The Dia Art Foundation manages this warehouse gallery space where you can browse works from the 1960s to the present day. You can go for a stroll along Main Street, and check out art galleries, restaurants, and local cafes.

Step Back in Time and Visit the Crailo State Historic Site

If you're a history buff looking for a day trip from Westchester County, check out Crailo State Historic Site. This historic home is a tribute to the Colonial Dutch in the area. It once belonged to Kiliaen van Rensselaer, who built it in 1707.

Some call it the "Yankee Doodle House" as it's rumored to be the location where Richard Shuckburgh wrote the well-known song during the 1755 French and Indian Wars. The home has since been remodeled in the Federal style, and in the 19th century, it was a boy's school. In 1924, owners donated it to the state of New York, and it has since been a museum and historic site.

Take a Walk Along the River in Hudson, New York

When you're looking for a day trip to a small, serene destination, hit the road and head to Hudson, New York. This quiet, walkable city is located along the scenic Hudson River, making it the perfect place to spend an afternoon with your friends or loved ones. Known as a great city to shop for collectibles and antiques, it's also home to home to Design Hudson, a showcase home tour that takes place every May.

If you're a fan of architecture, you'll appreciate the various examples of American architectural design from Federal-style facades to the well-known Nantucket townhomes of the 18th century. If you're more interested in contemporary styles, you'll also enjoy the city's 20th-century Arts and Crafts bungalows. For the foodie in your group, you'll be happy to learn that Hudson is part of the farm-to-table restaurant movement, full of eateries that source delicious, local ingredients.

Visit Historic Hyde Park, New York

Learn more about Hudson Valley history and visit Hyde Park, New York, home to the Roosevelt-Vanderbilt National Historic Site, and Springwood, the home of President Theodore Roosevelt. Here, you can check out the 300-acre site, which includes Roosevelt's presidential library and museum. You can also stop by the 1938 Top Cottage retreat, built by Roosevelt to hide away from crowds at Springwood. Nearby you'll find Val-Kill, the only National Historic site dedicated to a First Lady, a cottage where Mrs. Roosevelt lived. In the surrounding town, you can dine in world-class restaurants and explore local boutiques for unique souvenirs.

Take In Beautiful Scenery at Lake Minnewaska

Lake Minnewaska is located in the Minnewaska State Park Preserve and is one of three bodies of water in the area. Here, you can explore the rugged terrain of the Shawangunk Mountain ridge, visit breathtaking waterfalls, and explore hardwood forests. If you're a fan of outdoor adventures, you'll enjoy the technical rock climbing and bouldering this area has to offer. You can also take in the scenery on a relaxing hike or go for a bike ride if you're an avid cyclist. If you want to stay overnight, there is a minimal occupancy tent-only campground where you and your loved ones can spend an evening under the stars.

There you have it—six of the absolute best Westchester County, NY day trips and regional getaways to add to your weekend itinerary. From wandering through world-class contemporary art galleries to exploring majestic historic estates right in our backyard, there is no shortage of incredible local destinations. Before you pack up the family for your next big drive, make sure your vehicle is running in peak condition. Stop by Bill Volz’s Westchester in Cortlandt Manor to schedule a quick maintenance check, or browse our new inventory to find the perfect, spacious SUV or truck for your next Hudson Valley road trip!

Photo Credit: Image by Will Truettner is licensed with Unsplash License

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How NY License Plates Work and How to Customize Yours

Every day, thousands of drivers travel along Route 9 and the Taconic State Parkway through Northern Westchester. Look around during your morning commute, and you will notice a fascinating array of blue and gold Excelsior license plates. Some displays follow standard numeric sequences. Meanwhile, others feature clever custom phrases and regional emblems. License plates serve an essential legal function. However, they also give drivers a fun opportunity to express their personal style. In New York State, getting a set of license plates involves a specific administrative process. Furthermore, understanding how standard numbers are assigned can be surprisingly interesting. If you want to stand out on local roads, ordering a custom vanity plate is easier than you think. In this guide, we break down how New York assigns standard plate combinations. Additionally, we explain how to order personalized plates and highlight local resources near Cortlandt to help you hit the road smoothly. How New York State Assigns Standard License Plate Numbers When you register a new or used vehicle in New York, the Department of Motor Vehicles assigns a standard plate. These standard plates follow a systematic alphanumeric sequence. For instance, current "Excelsior" plates generally feature a combination of three letters followed by four numbers, or vice versa. The NYS DMV manufactures these plates in bulk and distributes them sequentially to local county offices and issuing dealerships. Consequently, the specific combination on your bumper is determined purely by timing and location. When a clerk opens a new box of physical plates, they assign those numbers in strict numerical order. Furthermore, the combination links directly to your vehicle identification number in the state database. As a result, law enforcement and toll systems can instantly verify your registration details anywhere in the Empire State. Driving Readiness and License Plate Transfers Before you can register a vehicle and receive new plates, you must possess a valid driver's license. For new drivers in our area, mastering road safety is the vital first step toward vehicle ownership. Fortunately, Peekskill Professional Driving School offers comprehensive pre-licensing courses and private driving lessons for local residents. Their certified instructors help students build confidence behind the wheel and prepare for the state road test. Once you pass your test and earn your license, you gain the legal authority to buy and register a vehicle. Furthermore, experienced drivers often choose to transfer their existing plates to a newly purchased vehicle. Transferring your plates saves money on state registration fees. In addition, it keeps your familiar plate number active on local roads. Essential Insurance Requirements for NY State Registration In New York State, you cannot receive standard or custom license plates without active automobile insurance. Specifically, the DMV enforces strict continuous coverage requirements for every registered vehicle. Before issuing new plates or processing a plate transfer, the state verifies your policy electronically. Therefore, securing proper coverage is an essential step in the registration workflow. To simplify this process, working with a local independent agent can save you both time and money. For example, DeChristopher Keating Insurance Agency Corp. has served Peekskill and the surrounding Westchester community for decades. Their team helps local drivers compare policies from top carriers to ensure complete compliance with state insurance mandates. As a result, your insurance ID cards update seamlessly with the DMV, allowing your plate application to move forward without unexpected delays. How to Order Custom and Personalized Plates in New York If you prefer a unique identity on the road, New York offers extensive custom plate options. Personalized vanity plates allow you to choose a custom combination of up to eight characters. For instance, you can showcase your initials, a favorite hobby, or a clever pun. In addition, the state offers picture plates representing sports teams, military branches, regions, and charitable causes. To order a custom plate, you can submit an application online through the NYS DMV portal, by mail, or in person. First, you search the state database to verify that your desired character combination is available. Next, you pay the initial customization fee alongside your annual registration renewal cost. However, keep in mind that the state rejects combinations that contain offensive language, misleading numbers, or copyrighted phrases. Mounting and Protecting Your Custom Vehicle Plates After receiving your fresh standard or custom plates in the mail, proper installation is key. You should mount your front and rear plates securely using corrosion-resistant hardware. Furthermore, adding high-quality license plate frames protects the metal edges from bending during automated car washes. However, New York law strictly requires that all state lettering and registration stickers remain completely visible. Additionally, keeping your entire vehicle looking its best complements a fresh set of personalized tags. For instance, Ludensol Detailing in Peekskill specializes in ceramic coatings, paint protection film, and precision vehicle care. Their team ensures your car's paint remains pristine, creating a flawless backdrop for your brand-new custom plates. Consequently, your vehicle will turn heads whether parked in downtown Cortlandt or cruising the Hudson Valley. Hit the Westchester Roads with Bill Volz Westchester CDJR Ultimately, your license plate is the final touch that makes a vehicle truly yours. Whether you stick with a standard issued number or design a custom vanity plate, proper registration ensures worry-free driving. Taking time to work with trusted local businesses simplifies every step of the process. From driver education and insurance coverage to detailing, our community offers fantastic resources for every driver. At Bill Volz Westchester CDJR, we take pride in serving drivers throughout Cortlandt, Peekskill, and Northern Westchester. When you purchase a new Jeep, Ram, Dodge, or Chrysler from our showroom, our team handles all your registration and licensing paperwork directly. Consequently, you can drive off our lot with your new plates mounted and ready for adventure. Visit our dealership today, explore our incredible vehicle inventory, and let us help you hit the road in style! Image by Suzy from Pixabay

Man riding on kayak

Hudson River Kayak Outfitters & Waterfront Spots Near Cortlandt, NY

Living in Northern Westchester County gives you easy access to majestic waterways. The Hudson River defines the natural landscape near Cortlandt, New York. In addition, local tributaries, marshes, and quiet bays offer endless paddling options. As a result, outdoor lovers can easily spend a sunny afternoon exploring the shorelines. You will discover dramatic cliffs and historic views right from the water. Furthermore, paddling in our region caters to every skill level. For instance, you can glide through calm, shallow creeks. Likewise, you can tackle the open waters of Haverstraw Bay. Fortunately, the area around Cortlandt is filled with fantastic local outfitters. You will also find peaceful public launches and scenic waterfront parks nearby. Below, we have highlighted the best kayak spots near Cortlandt for your next outdoor adventure. Hudson River Expeditions: Guided Tours and Marshland Paddles To begin with, Hudson River Expeditions sits right where Cortlandt meets Peekskill. This premier outfitter operates directly out of the Annsville Creek Paddlesport Center. As a result, paddlers gain immediate access to a rich tidal marshland. They offer a complete lineup of rental kayaks, canoes, and stand-up paddleboards. In addition, their expert guides host amazing tours throughout the paddling season. Beginners usually prefer starting in the sheltered waters of Annsville Creek. Here, gentle currents allow you to practice your paddling strokes safely. Meanwhile, you can spot native wading birds, turtles, and fish in the marsh. On the other hand, experienced kayakers can venture out past the bridge into the open Hudson River. Consequently, you will enjoy breathtaking views of Anthony's Nose and the Hudson Highlands. Hudson River Recreation: Calm Rivers and Scenic Marshland Tours Just a short drive south along Route 9, you will find Hudson River Recreation. This long-standing outfitter operates from the Echo Canoe & Kayak Launch in Croton. Specifically, they offer hourly rentals of single kayaks, tandem boats, and canoes. The calm Croton River watershed provides a peaceful setting for paddlers. Therefore, it is an ideal destination for families and beginners alike. Furthermore, the surrounding forest canopy protects paddlers from harsh river currents. As a result, you can navigate safely while enjoying the scenic views. In addition to rentals, the outfitter hosts popular sunset tours and skill classes. Paddling upstream offers a quiet, relaxing journey through nature. Thus, you can admire seasonal foliage and observe blue herons along the riverbanks. Cortlandt Waterfront Park: Easy Launches and Riverfront Views in Verplanck If you own a kayak, Cortlandt Waterfront Park is a fantastic municipal destination. This nearly 30-acre park is located in the charming hamlet of Verplanck. Importantly, it provides rare, direct pedestrian access to the Hudson River. You will not have to worry about railroad tracks blocking your path to the water. Furthermore, the park features a public boat and kayak launch ramp. Visitors can also enjoy a fishing pier, a playground, and walking trails. Consequently, it is effortless to push off into the river and explore the coastline. After your paddle, you can relax at a shaded picnic table. You can watch sailboats pass by as the sun sets over the water. George's Island Park: Wooded Trails and River Access in Montrose Tucked along the riverbanks in Montrose, George's Island Park covers 208 acres. This Westchester County park seamlessly combines dense hardwood forests with waterfront features. For instance, you will find tidal wetlands, a freshwater pond, and nature trails. These scenic paths connect directly to the Hudson River Greenway. Additionally, a dedicated public boat launch is available for kayaks and canoes. Paddlers can easily launch into Pearlman's Harbor to explore quiet coves nearby. Alternatively, you can head into the open river for an invigorating workout. During autumn, the park offers stunning foliage views. Similarly, winter brings opportunities to spot bald eagles nesting along the river. Croton Point Park: Panoramic Views and Beachside Launching Extending into the Hudson River, Croton Point Park is a historic 508-acre peninsula. As a result, it offers some of the most dramatic water views in Westchester County. The park features vast grassy lawns, sandy shorelines, and rich local history. Thus, it remains a favorite regional spot for outdoor recreation and weekend trips. Kayakers frequently launch from the park's perimeter to explore Haverstraw Bay. This area represents the widest expanse of the Hudson River. Therefore, you can enjoy sweeping views stretching north toward Cortlandt and south toward Rockland County. Moreover, shaded pavilions and campsites make it easy to turn your kayak trip into a full-day family outing. 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Summer Sipping: A Guide to Craft Breweries and Waterfront Hangouts Near Cortlandt, NY

Summer in the Cortlandt area has a way of pulling everyone outside. The Hudson River views feel brighter, the evenings last longer, and a quick drink with friends can turn into a full afternoon of good food, live music, and local flavor. For anyone looking to stay close to home while still making the most of the season, the area around Cortlandt, Peekskill, Croton-on-Hudson, Ossining, and Garnerville has some excellent places to grab a craft beer, enjoy a casual meal, or settle into a relaxed waterfront-inspired outing. This guide highlights a mix of breweries, taprooms, and laid-back local hangouts that make summer sipping feel easy. Some are built around house-brewed beer, some bring in great regional selections, and others are ideal for pairing a cold drink with dinner after a day along the river. Each spot has its own personality, giving locals and visitors plenty of reasons to explore the communities surrounding Cortlandt. Hudson River Views at River Outpost Brewing Co. For a classic warm-weather stop near Cortlandt, River Outpost Brewing Co. is hard to beat. Located in Peekskill, this waterfront craft brewery brings together house-brewed beer, food, cocktails, and river scenery in one easygoing destination. It is the kind of place that works for a casual lunch, a weekend meetup, or a relaxed evening when you want something that feels local without being too formal. River Outpost Brewing Co. is especially appealing in summer because of its setting. A brewery visit always feels better when there is water nearby, and Peekskill’s Hudson River backdrop gives this spot a true seasonal feel. Their on-site microbrewery produces a variety of styles, so beer fans can usually find something refreshing, malty, hoppy, or smooth enough for the moment. Add in a full food menu and occasional live music, and it becomes a strong pick for anyone looking to turn a simple drink into a summer outing. It is also a convenient choice for people coming from Cortlandt Manor, Buchanan, Montrose, or northern Westchester. You do not have to travel far to get a waterfront atmosphere, and the mix of beer, food, and views makes it flexible for groups with different tastes. Small-Town Charm at The Croton Tapsmith Croton-on-Hudson has its own laid-back summer rhythm, and The Croton Tapsmith fits right into it. This local taproom focuses on craft beer, wine, cider, and a friendly neighborhood feel. It is not trying to be oversized or flashy. Instead, it feels like the kind of place where you can stop in after work, meet friends before dinner, or spend a slower weekend afternoon enjoying something new on tap. The Croton Tapsmith highlights Hudson Valley and regional craft beer, which makes it a fun stop for people who like trying local and semi-local brews without driving all over the state. The atmosphere is approachable, and the wood-fired pizza angle gives it extra appeal when you want a snack or meal with your drink. During nice weather, the sidewalk bier garden feel adds to the experience, giving guests a simple way to enjoy Croton’s village charm. For Cortlandt-area residents, this is a nice option when you want something relaxed and close by. It is also a good stop before or after a walk around Croton-on-Hudson, a visit with friends, or a low-key summer evening that does not require a big plan. Downtown Peekskill Energy at Whiskey River NY Whiskey River NY brings a different kind of summer sipping experience to the list. Rather than a brewery-only stop, it is a downtown Peekskill restaurant and bar with a lively, welcoming feel. This is a good choice when the group wants food, drinks, and a social atmosphere in one place, especially if not everyone is strictly focused on craft beer. Whiskey River NY serves American food with a creative twist, plus a beer menu, cocktails, and a setting that works for everything from dinner with friends to a casual night out. Its location on North Division Street puts it in one of Peekskill’s most walkable areas, which is a major plus during the summer. You can grab a meal, enjoy a drink, and continue exploring nearby shops, music spots, or riverfront areas without feeling rushed. This is also a practical pick for people who want a hangout rather than a traditional taproom. The menu gives you more flexibility, the drinks cover a wider range of preferences, and the downtown setting makes it feel connected to the local scene. For Cortlandt residents, it is close enough for a spontaneous weeknight dinner but lively enough to feel like a weekend destination. Community-Minded Craft Beer at Sing Sing Kill Brewery Ossining’s Sing Sing Kill Brewery is a strong choice for craft beer drinkers who care about local character. This NY Farm Brewery and taproom has a clear community identity, with house-made beer, local values, and a welcoming taproom environment. It feels deeply tied to the Hudson Valley, which gives it a different kind of charm than a more commercial beer stop. Sing Sing Kill Brewery brews beer on the premises and offers a range of styles, along with guest taps and other New York-made beverages. Its focus on sustainability and community programming adds another layer to the experience. For many visitors, that makes the beer feel connected to something bigger than the glass in front of them. This is a great summer stop for people who enjoy a taproom with personality. It works for a relaxed afternoon, a casual meetup, or a visit after spending time in Ossining or along the Hudson. The Ossining location is also a nice change of pace for Cortlandt-area residents who want to explore nearby towns while still keeping the trip simple and local. Gather Around at Round Table Brewery Round Table Brewery in Garnerville is a little farther from Cortlandt than some of the Peekskill and Croton stops, but it is still worth considering for a summer craft beer outing. The brewery has a warm, social identity built around good beer, community, and gathering with friends. It is a natural fit for people who enjoy destinations that feel like more than a quick stop at the bar. Round Table Brewery offers a tavern and brewery experience in Garnerville, with beers, Argentine-inspired cuisine, and events helping shape the atmosphere. The brewery side focuses on quality brews, including traditional and mixed fermentation methods, while the tavern gives guests a comfortable place to settle in. It is a good option for a group outing, especially when the goal is to eat, drink, and spend a little more time together. For those coming from Cortlandt, the drive can feel like part of the adventure. It gives you a reason to explore another Hudson Valley community while still staying within reach of home. If your summer plans include brewery hopping or finding new places to gather with friends, Round Table is a strong addition to the list. Make the Most of Summer Near Cortlandt The area around Cortlandt has plenty of ways to enjoy a summer afternoon or evening without traveling far. River Outpost Brewing Co. brings the waterfront brewery feel, The Croton Tapsmith offers small-town craft beer charm, Whiskey River NY adds downtown Peekskill energy, Sing Sing Kill Brewery brings Ossining community spirit, and Round Table Brewery makes the trip to Garnerville feel worthwhile. Together, they show how much local flavor can be found within a short drive of Cortlandt. Bill Volz Westchester CDJR is proud to be part of a region where local businesses, scenic drives, and community gathering spots help make everyday life more enjoyable. Next time you are planning a summer outing near Cortlandt, these breweries and hangouts are great places to start.