Select the month that you will be traveling from the table below to view the packing list:
What Cumberland is like to visit throughout the year:
January
When visiting the charming town of Cumberland in January, it’s important to dress in layers to stay warm and comfortable. Temperatures can range from chilly to downright cold, so be sure to pack a warm coat, gloves, and a hat. But don’t forget to also bring some lighter layers, as the sun can make an appearance and warm things up. A waterproof jacket or raincoat is also a wise choice as winter in Cumberland can bring some rain showers. As for what to wear, opt for comfortable and practical clothing that is suitable for exploring the town’s cobblestone streets and historic sites. A pair of sturdy walking shoes is a must, as well as comfortable pants or jeans. Don’t forget to also pack some dressier attire for evenings out at the local restaurants and bars. And of course, always bring a camera to capture the quaint beauty of Cumberland in the wintertime. With the right clothing and gear, you’ll be able to fully enjoy all that this charming town has to offer in January.
Welcome to Cumberland, a charming town nestled in the Cumberland Valley of Maryland. While many tourists flock here during the peak summer months, visiting in January offers a unique and quieter experience. Start your day with a stroll through the historic downtown area, admiring the well-preserved architecture and quaint shops. Be sure to stop by the C&O Canal National Historical Park, where you can walk or bike along the scenic towpath and learn about the area’s rich history. For a taste of local culture, head to the Allegany Arts Council to browse the ever-changing exhibits of local artists. As the temperatures drop, it’s the perfect time to cozy up with a warm bowl of chili at one of Cumberland’s many local restaurants. Don’t miss the chance to try a traditional Maryland crab cake, made with fresh local seafood. After lunch, take a scenic drive up to the popular Rocky Gap State Park, where you can enjoy winter activities such as ice fishing and snowshoeing. If you’re feeling adventurous, hike to the top of Evitts Mountain for stunning panoramic views of the surrounding valley. As the sun sets, head back to town and catch a performance at the historic Cumberland Theatre, a local gem since 1925. With so much to see and do, January is the perfect time to explore all that Cumberland has to offer.
February
February is a wonderful time to visit Cumberland, the charming town nestled in the foothills of the Appalachian Mountains. As a seasoned traveler, I highly recommend packing layers for your visit. The weather in February can be quite unpredictable, with chilly mornings and warm afternoons. A light jacket, scarf, and comfortable walking shoes are essential for exploring the town’s cobblestone streets and historic buildings. Don’t forget to bring a raincoat or umbrella, as February is known for its occasional showers. And for those planning to hike in the nearby mountains, sturdy waterproof boots are a must. In terms of attire, Cumberland is a laid-back and casual town, so there’s no need to pack your fanciest outfits. Opt for comfortable and versatile clothing that you can mix and match. A pair of jeans or leggings paired with a cozy sweater and a rain jacket will be perfect for both city strolls and outdoor adventures. And don’t forget to pack a hat and gloves for those chilly mornings. As for accessories, a small backpack or crossbody bag will come in handy for carrying your essentials while leaving your hands free to take photos of the stunning scenery. With these tips in mind, you’ll be ready to dress like a local and fully enjoy your February visit to Cumberland.
February is the perfect time to visit the charming town of Cumberland, located in the heart of Maryland’s beautiful countryside. Despite the chilly weather, there are plenty of activities and events to keep visitors entertained during this time of year. One must-do activity in February is to take a stroll along the historic C&O Canal, which offers stunning views of the frozen Potomac River and quaint towpath towns. For a more adventurous experience, rent a bike and pedal your way through the scenic trail. Another highlight of visiting Cumberland in February is attending the annual Fire & Ice Festival, where you can warm up with delicious hot cocoa while watching ice sculptors create intricate masterpieces. Don’t forget to also check out the local restaurants and shops, which offer cozy atmospheres and warm hospitality during the winter months.
March
As the spring season begins to bloom in Cumberland, it’s important to pack layers for the unpredictable weather. The days may start off chilly, but as the sun shines, it can quickly warm up. A light jacket and comfortable walking shoes are a must, as you’ll want to explore the charming downtown area and its historic buildings. Don’t forget to pack a rain jacket as well, as March can bring occasional showers. And for the evenings, a nice outfit for dining out or attending a show at the Cumberland Theatre is recommended. In terms of attire, Cumberland is a laid-back and casual town, but it wouldn’t hurt to bring a few dressier options for special occasions. As for accessories, a good pair of sunglasses and a hat are essential for the sunny days, and a small backpack or crossbody bag will come in handy for carrying your essentials while exploring. And of course, don’t forget to bring your camera to capture the stunning views of the mountains and scenic trails. With these tips in mind, you’ll be dressed and prepared for a delightful visit to the charming town of Cumberland in March.
Welcome to Cumberland in the month of March! As the snow begins to melt and the flowers start to bloom, this quaint town in the foothills of the Appalachian Mountains comes alive with activities for visitors. One of the must-do experiences is to take a scenic drive along the historic Cumberland Gap Parkway, which offers stunning views of the surrounding countryside. For the outdoor enthusiasts, March is the perfect time to go hiking in the nearby Cumberland Gap National Historical Park, where you can explore the trails that were once used by Native Americans and early pioneers. But don’t worry, there’s plenty to do indoors as well. Cumberland is known for its rich history and there’s no better way to learn about it than by visiting the Cumberland Gap Museum. From displays of Native American artifacts to exhibits on the Civil War, this museum offers a fascinating look into the town’s past. And for those looking for a taste of the local culture, be sure to check out the Cumberland Mountain Music Show, where you can enjoy live music and traditional Appalachian dancing. Whether you’re into outdoor adventures or cultural experiences, Cumberland in March has something for everyone.
April
When visiting Cumberland in April, it’s important to pack for the unpredictable spring weather. While the days may start off chilly, they can quickly warm up, so it’s best to dress in layers. I recommend bringing a light jacket or sweater, as well as a raincoat or umbrella in case of showers. Comfortable walking shoes are a must, as the streets of Cumberland are best explored on foot. And don’t forget to pack a hat and sunglasses for those sunny days. As for attire, Cumberland is a casual town, so there’s no need to dress up. A comfortable pair of jeans and a t-shirt or sweater will do just fine. However, if you plan on visiting any churches or historical sites, it’s respectful to cover your shoulders and knees. And if you’re planning on hiking in the nearby mountains, be sure to bring sturdy shoes and a waterproof jacket. Overall, the key is to dress comfortably and be prepared for any type of weather that April may bring in this charming town.
April is a spectacular time to visit Cumberland, with spring in full swing and plenty of activities to enjoy. One of the must-see attractions during this time is the Western Maryland Scenic Railroad, which runs through the picturesque mountains of Cumberland. Hop aboard one of the vintage trains and take in the stunning views of the blooming trees and rolling hills as you travel through the countryside. For a truly unique experience, book a ride on the Murder Mystery Dinner Train, where you can solve a thrilling crime while indulging in a delicious meal. For history buffs, a visit to the George Washington’s Headquarters Museum is a must. This historic building was used by General Washington as his headquarters during the French and Indian War, and is now a fascinating museum filled with artifacts and exhibits. April is also the perfect time to explore the C&O Canal National Historical Park, which offers beautiful hiking and biking trails along the Potomac River. Be sure to stop by the visitor center for a map and information about the area’s rich history. With so many activities to choose from, April is the perfect time to visit Cumberland and experience all it has to offer.
May
As you plan your trip to Cumberland in May, keep in mind that the weather can be quite unpredictable. While the days may be warm and sunny, the evenings can still be chilly. I recommend dressing in layers, so you can be prepared for any changes in temperature. A light jacket or sweater is a must-have item to bring along. Also, be sure to pack comfortable walking shoes as Cumberland is best explored on foot. In terms of attire, Cumberland is a casual and relaxed destination. You will see many locals dressed in jeans and t-shirts, but you may also want to bring a dressier outfit if you plan on dining at some of the nicer restaurants. Don’t forget to bring a hat, sunglasses, and sunscreen to protect yourself from the sun during your outdoor adventures. And lastly, be sure to bring a waterproof jacket or umbrella, as May can bring some rain showers to the area. With these items in your suitcase, you’ll be well-equipped to enjoy all that Cumberland has to offer during your May visit.
Cumberland, located in the picturesque mountains of Maryland, offers a variety of activities for visitors to enjoy in the month of May. As the weather warms up, the town comes alive with outdoor adventures and cultural experiences. One must-do activity is hiking in the nearby Catoctin Mountain Park. With miles of trails, visitors can take in stunning views of the rolling hills and lush forests. For history buffs, a visit to the nearby Antietam National Battlefield is a must. This Civil War site holds a significant place in American history and offers guided tours to educate visitors on the famous battle that took place there. In addition to outdoor activities, May is a great time to experience the local culture of Cumberland. The town hosts a variety of festivals and events during this month, including the Cumberland Arts & Entertainment District First Friday. This event showcases the talents of local artists, musicians, and performers, and is a great opportunity to immerse oneself in the vibrant community. For foodies, the annual Western Maryland Blues Fest is a must-attend event. Featuring delicious local food and talented blues musicians, it is a perfect way to spend a sunny afternoon in Cumberland. No matter what your interests may be, May is the perfect time to visit Cumberland and experience all it has to offer.
June
When visiting Cumberland in the month of June, it’s important to dress for warm and sunny weather. Be sure to pack lightweight and breathable clothing, such as shorts, t-shirts, and sandals. It’s also a good idea to bring a sunhat and sunglasses to protect yourself from the strong UV rays. However, don’t forget to also pack some layers and a light jacket as the evenings can get cooler. In addition to clothing, make sure to bring comfortable walking shoes to explore the charming streets and trails of Cumberland. If you plan on hiking or biking, sturdy shoes are a must. And don’t forget to pack a swimsuit, as Cumberland has some beautiful beaches and lakes to cool off in during the hot summer days. To be fully prepared for your trip, bring a small daypack to carry your essentials, such as a water bottle, sunscreen, and a map of the area. With the right attire and gear, you’ll be able to fully enjoy the beauty and adventure that Cumberland has to offer in June.
Visiting Cumberland in the month of June is a delightful experience for any traveler. The quaint town comes to life with vibrant colors and buzzing energy. One of the must-do activities during this time is to explore the C&O Canal National Historical Park. Take a leisurely stroll or rent a bike to ride along the 184.5 mile long towpath, marveling at the lush greenery and charming canal boats. Stop by the Great Falls Tavern Visitor Center to learn about the history of the canal and its importance in the region’s transportation system. June is also a great time to visit the Western Maryland Scenic Railroad, where you can hop on a vintage steam train and enjoy breathtaking views of the Allegheny Mountains while sipping on a cold drink from the onboard snack bar. For those looking for a more adventurous activity, June is the perfect time to go white water rafting on the nearby Youghiogheny River. The rushing rapids and stunning scenery make for an exhilarating and unforgettable experience. And after a day of outdoor activities, be sure to check out the local farmer’s market in downtown Cumberland. Here, you can sample delicious local produce and handmade crafts while mingling with friendly locals. June in Cumberland truly offers something for every type of traveler, making it a fantastic destination for a summer getaway.
July
As you prepare for your summer trip to Cumberland, it’s important to consider the warm and humid weather that awaits you. July is one of the hottest months in this charming town, so light and breathable clothing is a must. Opt for loose-fitting tops and bottoms made of natural fabrics like cotton or linen. A wide-brimmed hat and sunglasses are also essential to protect yourself from the strong sun. When it comes to footwear, choose comfortable and sturdy shoes for exploring the cobblestone streets and hiking through the picturesque countryside. Sandals may be tempting, but keep in mind that they won’t provide much support for all the walking you’ll be doing. Don’t forget to pack a swimsuit if you plan on taking a dip in the nearby lake or river. And for those cooler evenings, bring a light jacket or sweater to throw on over your outfit. With these items in your suitcase, you’ll be ready to stay cool and stylish while enjoying all that Cumberland has to offer in July.
July is a fantastic time to visit the charming town of Cumberland, located in the heart of Maryland’s Appalachian Mountains. The warm summer weather makes it the perfect time for outdoor activities, such as hiking and biking on the town’s many scenic trails. One must-see spot is the historic C&O Canal, which offers a picturesque backdrop for a leisurely bike ride or a relaxing stroll. For those interested in history, the nearby Fort Frederick State Park is a must-visit, with its well-preserved fort from the French and Indian War era. And don’t forget to check out the local farmer’s market, where you can sample delicious fresh produce and meet friendly locals. In addition to outdoor adventures, July in Cumberland also offers a variety of cultural events. The annual Western Maryland Blues Fest draws in music lovers from all over with its impressive lineup of talented blues artists. And for a taste of the town’s heritage, don’t miss the Allegany County Fair, where you can experience traditional crafts, food, and entertainment. And for a unique experience, take a trip on the Western Maryland Scenic Railroad, which offers stunning views of the mountains and a glimpse into the town’s rich railroad history. No matter what your interests may be, Cumberland has something for everyone to enjoy in the summer.
August
When packing for a summer trip to Cumberland, it’s important to remember that the weather can be quite humid. Be sure to pack lightweight, breathable clothing such as cotton or linen to stay cool and comfortable. As Cumberland is a small town with a casual vibe, leave your fancy clothes at home and opt for comfortable, casual attire. Don’t forget to pack a hat and sunglasses to protect yourself from the strong sun during outdoor activities. In addition to clothing, it’s important to bring practical items when visiting Cumberland in August. As the town is known for its outdoor activities, be sure to pack sturdy walking shoes or hiking boots to explore the beautiful trails and parks. Don’t forget to bring a reusable water bottle and sunscreen to stay hydrated and protected from the sun. And of course, don’t leave without your camera to capture the stunning natural beauty of Cumberland. With the right clothing and accessories, you’ll be prepared for a comfortable and memorable trip to this charming town.
Cumberland, a charming town nestled in the heart of Maryland, is a hidden gem waiting to be explored. In the month of August, visitors can experience the perfect blend of outdoor adventures, cultural activities, and delicious local cuisine. Start your day by taking a leisurely stroll through the historic downtown area, where you can admire the beautifully preserved Victorian architecture. Be sure to stop by the C&O Canal National Historical Park, where you can bike along the scenic canal or take a relaxing boat ride. For those seeking a bit more thrill, head to Rocky Gap State Park for hiking, fishing, and even a round of golf. And don’t forget to try some of the mouth-watering seafood at one of the many waterfront restaurants. As the sun begins to set, make your way to the Allegany Museum for a taste of Cumberland’s rich history and culture. This small but mighty museum offers a fascinating collection of artifacts and exhibits that showcase the town’s past. Afterwards, catch a performance at the Cumberland Theatre, a local gem that puts on top-notch productions. And no trip to Cumberland is complete without indulging in some of the famous local delicacies, such as crab cakes and apple butter. Trust me, August is the perfect time to visit Cumberland and experience all that this charming town has to offer.
September
When visiting Cumberland in September, it’s important to dress in layers to prepare for the changing weather. The mornings can be chilly, but by midday, the temperatures can rise significantly. I recommend bringing a light jacket or sweater that can easily be taken off or put back on. It’s also a good idea to pack a rain jacket or umbrella, as September tends to be a bit rainy in Cumberland. As for what to wear, I suggest comfortable and casual clothing. Cumberland is a small town with a relaxed atmosphere, so there’s no need to dress up. Opt for comfortable walking shoes as there are many beautiful hikes and trails to explore in the area. Don’t forget to also pack a swimsuit if you plan on taking a dip in the ocean or one of the nearby lakes. Lastly, be sure to bring a refillable water bottle and sunscreen to stay hydrated and protected while enjoying the outdoors. With these tips in mind, you’ll be well-prepared for a wonderful September trip to Cumberland.
September is a fantastic time to visit Cumberland, nestled in the heart of the beautiful Appalachian Mountains. As the summer crowds disperse and the temperatures start to cool down, the town comes alive with a plethora of exciting activities. One of the highlights of visiting Cumberland in September is attending the Mountain Maryland Oktoberfest, a celebration of German culture complete with traditional music, food, and of course, plenty of beer. This festival is a perfect opportunity to mingle with the locals, try some delicious bratwurst, and raise a glass to the changing of the seasons. For nature lovers, September is an ideal time to explore the stunning outdoor landscapes that surround Cumberland. The leaves are just beginning to change colors, creating a picturesque backdrop for hiking, biking, and kayaking. The nearby C&O Canal Towpath offers miles of scenic trails to explore, with the added bonus of being able to spot some of the local wildlife, such as bald eagles and deer. And after a day of outdoor adventure, be sure to stop by one of the many local farm stands to pick up some fresh produce and enjoy a taste of the season. September truly is a magical time to experience all that Cumberland has to offer.
October
October is a beautiful time to visit Cumberland, with the leaves changing color and a crispness in the air. As a seasoned traveler, I always make sure to pack layers for this time of year. Mornings can be chilly, but by midday, the sun is shining and it can get quite warm. A light jacket or sweater, along with a scarf and hat, are essential items to bring. Comfortable walking shoes are a must, as Cumberland is a pedestrian-friendly city with plenty of cobblestone streets and historic sites to explore. When it comes to dressing for Cumberland, I recommend opting for a casual and practical look. The locals here are friendly and down to earth, and you won’t find many people dressed to the nines. Jeans or trousers paired with a comfortable top and a waterproof jacket are perfect for a day of sightseeing. Don’t forget to bring a small backpack or crossbody bag to carry your essentials, such as a water bottle, camera, and guidebook. And of course, a good pair of walking shoes and a sense of adventure are the most important things to bring with you on your trip to Cumberland in October.
Welcome to Cumberland, a charming town nestled in the heart of the Allegheny Mountains. As the leaves start to change and the air becomes crisp, October is the perfect time to visit this scenic destination. One of the must-see activities in Cumberland during this time is taking a ride on the Western Maryland Scenic Railroad. Sit back and relax as the vintage train takes you on a scenic journey through the colorful fall foliage, offering stunning views of the surrounding mountains. For history buffs, the railroad also offers a Murder Mystery Dinner Train where you can solve a murder while enjoying a delicious meal. Another must-do in Cumberland during October is exploring the C&O Canal National Historical Park. This 184.5 mile long park offers a variety of hiking and biking trails, perfect for taking in the stunning autumn scenery. You can also take a leisurely stroll along the canal and learn about its rich history and significance in the development of the region. And don’t forget to stop by the charming town center, where you can browse through local shops, enjoy a warm cup of cider, and take in the festive fall decorations. With plenty of outdoor activities and cozy small-town charm, October is a wonderful time to experience all that Cumberland has to offer.
November
When visiting the charming town of Cumberland in November, it’s important to pack for the chilly weather. Temperatures can range from 30-50 degrees Fahrenheit, so be sure to bring warm, layered clothing. A waterproof jacket and sturdy walking shoes are also essential for exploring the town and its scenic trails. As for what to wear, I recommend packing comfortable and casual clothing that can be easily layered. A warm sweater, jeans, and a scarf will keep you cozy while strolling through the quaint streets of Cumberland. Don’t forget to bring a hat and gloves to protect yourself from the crisp autumn air. And for those planning to hike or bike, be sure to pack appropriate gear and shoes for outdoor activities. With the right clothing and gear, you’ll be able to fully enjoy all that Cumberland has to offer in November.
When November hits, the charming town of Cumberland, nestled in the mountains of Maryland, transforms into a cozy and festive destination. The crisp air and changing leaves provide the perfect backdrop for outdoor activities such as hiking and biking on the nearby trails. For a unique experience, take a scenic train ride on the Western Maryland Scenic Railroad and admire the stunning views of the surrounding landscape. After a day of exploring, warm up with a cup of hot apple cider from one of the local street vendors or indulge in a hearty meal at one of the town’s many cozy restaurants. As the holiday season approaches, Cumberland comes alive with various festive events and activities. Join in on the fun at the Mountain Maryland Christmas Market, where you can find unique gifts and crafts from local vendors. Take a stroll through the historic city center and admire the beautifully decorated storefronts and twinkling lights. For a taste of Cumberland’s rich history, visit the C&O Canal National Historical Park and learn about the town’s role in the transportation industry. And don’t forget to end your day with a slice of the famous Smith Island Cake, a local delicacy that will surely satisfy your sweet tooth. November in Cumberland truly offers something for everyone, making it the perfect destination for a memorable fall getaway.
December
As you prepare for your December visit to charming Cumberland, there are a few things to keep in mind when it comes to dressing for the weather. With temperatures ranging from 30-50 degrees Fahrenheit, it’s important 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 on top. A waterproof and windproof jacket is essential for the chilly and potentially wet weather. Don’t forget to pack a warm hat, gloves, and a scarf to keep your extremities cozy. And for footwear, opt for comfortable and waterproof shoes or boots to navigate the cobblestone streets and potential rain puddles. While Cumberland may not be known for its fashion scene, it’s always a good idea to dress in a way that shows respect for the local culture. In December, this means embracing a cozy and practical style. Stick to neutral colors and classic pieces that can be easily layered and mixed and matched. And don’t forget to bring a small umbrella or rain jacket, as December is one of the rainiest months in Cumberland. As for accessories, a crossbody bag or backpack is the perfect choice for carrying your essentials while exploring the town. With these tips in mind, you’ll be prepared to enjoy all that Cumberland has to offer, no matter what the weather may bring.
December is a magical time to visit Cumberland, with the town bustling with holiday cheer and festive activities. Start your day by strolling through the charming streets of the historic district, admiring the beautifully decorated homes and storefronts. Stop by the Cumberland Visitor Center to pick up a map and learn about the town’s rich history, dating back to the 18th century. Then, head to the Canal Place Heritage Area to take a ride on the beautifully lit Western Maryland Scenic Railroad. As you chug along the scenic tracks, enjoy hot cocoa and carolers singing traditional holiday tunes. For a taste of local culture, don’t miss the Cumberland Christmas Market, held every weekend in December. This open-air market features local artisans selling handcrafted goods, as well as live music and delicious food. For a more active experience, lace up your skates and hit the ice at the outdoor ice skating rink in Downtown Cumberland. As the sun sets, make your way to the City Lights Festival, where you can enjoy a festive parade, tree lighting ceremony, and fireworks display. With so many holiday events and activities, Cumberland is the perfect destination for a December getaway.
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.
