Best 12 Weekend Trips From Baltimore: Escape The City

Best 12 Weekend Trips From Baltimore: Escape The City

Baltimore itself is a city steeped in history and sports culture. Between the historic cobblestones of Fells Point, the bustling Inner Harbor, and the undeniable character of neighborhoods like Hampden, there is plenty to love right at home. But everyone needs a change of scenery now and then.

Whether you are craving the salty air of the Atlantic, the quiet solitude of the Appalachian mountains, or just a different city skyline to admire, you are in luck. Baltimore’s prime location on the East Coast means you can point your car in almost any direction and find yourself in a completely different world within hours.

So we’ve thoroughly explored weekend trips from Baltimore, covering everything from romantic coastal towns to rugged mountain getaways. We bring you authentic, actionable details to make your weekend getaway fulfilling and fun.

east coast tour


Weekend Getaways from Baltimore

Destination Travel Time (Driving) Best For Vibe
Annapolis, Maryland ~45 mins Sailing, History, Foodies Nautical & Preppy
St Michaels, Maryland ~1.5 hours Romance, Seafood, Relaxation Upscale Coastal
Chincoteague, Virginia ~3.5 hours Nature, Beaches, Ponies Rustic & Wild
Atlantic City, New Jersey ~2.5 hours Nightlife, Casinos, Beach High Energy
Oakland, Maryland ~3 hours Lake Life, Skiing, Hiking Outdoorsy Resort
Worlds End State Park, Pennsylvania ~3.5 hours Hiking, Foliage, Photography Remote Wilderness
Harpers Ferry, West Virginia ~1.25 hours History, Hiking, Rivers Historic Adventure
Berkeley Springs, West Virginia ~2 hours Spas, Wellness, Art Quirky & Healing
Ithaca, New York ~5.5 hours Waterfalls, Gorges, Wine Scenic & Bohemiam
York, Pennsylvania ~1 hour Factory Tours, Makers, Ales Industrial Cool
Richmond, Virginia ~3 hours Museums, River Rapids, Food Southern Hipster
Harrisonburg, Virginia ~2.5 hours Shenandoah Valley, Breweries Mountain Town

Coastal & Water Escapes

Nothing soothes the soul quite like the scent of the sea, the gentle breeze, soft sandy beaches, and delicious seafood all beckon. These destinations span everything from quiet seaside boulevards to neon-lit boardwalks.

Annapolis, Maryland

Time to get there: 45 minutes to 1 hour.

If you don’t want to venture too far from home or are pressed for time, Annapolis stands out as the ideal weekend getaway destination. Just a 40-minute drive away, you’ll arrive in this maritime city to experience polished brick sidewalks and gleaming white hulls.

Best time to visit: Head there in October to see the annual boat show, when the humidity has eased somewhat.

Annapolis, Maryland

Things to do

If you don’t have a boat, hop on the Schooner Woodwind for a sunset sail. It’s the same boat from the movie Wedding Crashers; it is one of the fun things to do in Maryland. For history buffs, a tour of the U.S. Naval Academy is non-negotiable; the campus is stunning, and the crypt of John Paul Jones is surprisingly moving. When you get hungry, crack some crabs at Cantler’s Riverside Inn. It’s a bit outside the main downtown area, but it’s where the locals go for the freshest catch.

Where to stay: The Graduate Annapolis offers a fun, collegiate theme that fits the town perfectly. For something more historic, the Historic Inns of Annapolis lets you sleep in buildings that date back to the 18th century.

St. Michael’s, Maryland

Time to get there: 1.5 hours.

St. Michaels is a small coastal town on the eastern shore of Chesapeake Bay, offering a more laid-back atmosphere compared to Annapolis. Often considered one of the best weekend trips from Baltimore, it’s perfect for walking and features a quiet environment.

Best time to visit: May to June and September to October are the best times to visit, with mild temperatures. You can also go in mid-December to experience Christmas in St. Michaels, featuring a variety of activities.

Chesapeake Bay Maritime Museum
miketnorton, CC BY 2.0, via Wikimedia Commons

Things to do

The Chesapeake Bay Maritime Museum is the premier attraction here, offering not only a glimpse into history but also the chance to climb the screw-pile lighthouse for sweeping views of the bay. Afterward, wander down Talbot Street to browse the boutiques. For a unique experience, book a tasting at Lyon Rum, a local micro-distillery making waves in the spirits world.

Where to stay: The Inn at Perry Cabin is a well-known and pricey lodging option locally, but it offers spacious accommodations and waterfront views. For a cozy, authentic feel, check into the Log Canoe Inn. It offers incredible waterfront views and a more intimate setting.

Chincoteague, Virginia

Time to get there: 3 to 3.5 hours.

Chincoteague, located on the Delmarva Peninsula, is another small coastal town. This island, famous for its wild ponies, exudes a rustic charm that makes it perfect for families or nature lovers seeking relaxation.

Best time to visit: The most famous Pony Swim takes place at the end of July, but be prepared for crowds. May and June offer the most comfortable temperatures and ideal visitor numbers.

Chincoteague pony wash

Things to do

The main activities are centered around Assateague Island National Seashore. Unlike Ocean City, no high-rises are blocking the sun, just miles of dunes and ocean. Rent a bicycle and ride the wildlife loop; it’s the best way to spot the famous wild ponies grazing in the marshes. If you are a space geek, the NASA Wallops Flight Facility is right nearby and often has rocket launches visible from the beach. End your day with a scoop from Island Creamery, often voted one of the best ice cream shops in the country.

Where to stay: The Refuge Inn is a family favorite with easy access to the ponies. For a waterfront view, try the Marina Bay Hotel & Suites.

Atlantic City, New Jersey

Time to get there: 2.5 hours.

Atlantic City stands in stark contrast to other cities. It’s bustling and vibrant, serving as the playground of the Mid-Atlantic region. If you’re looking for a weekend getaway with more activities and brighter lights, Atlantic City offers the best entertainment.

Best time to visit: For the most comfortable temperatures, May through June and September are the best months, and prices are also moderate.

Atlantic City

Things to do

Obviously, gambling is on the menu, with The Borgata and Hard Rock offering the best casino floors. But step outside the casino air conditioning and walk the historic Boardwalk. It stretches for miles, perfect for strolling or visiting various shopping malls and beaches. If you are bringing kids, the Steel Pier offers classic amusement rides right over the ocean.

Where to stay: The Ocean Casino Resort is the newest and sleekest option on the boardwalk, offering floor-to-ceiling windows with incredible ocean views. And the price is relatively affordable

Mountain & Nature Retreats

For nature lovers, escaping the city and crowds for the mountains is the best way to relieve stress. Especially in these locations with breathtaking scenery, fresh air, and a tranquil backdrop.

Oakland, Maryland

Time to get there: 3 hours.

Garrett County, located in the westernmost part of Maryland, serves as the gateway to Deep Creek Lake, Maryland’s premier natural destination. Whether you want to shred snow or go wakeboarding, this is the place.

Best time to visit: The best times to visit are summer from June to August and autumn from September to October, offering abundant lake activities and stunning scenery. For skiing enthusiasts, December to February is also an ideal period.

Deep Creek Lake

Things to do

In the winter, Wisp Resort is the main attraction for skiing and snow tubing. In the summer, rent a pontoon boat and spend the day on Deep Creek Lake. But do not miss Swallow Falls State Park, located just outside of town. The hike to Muddy Creek Falls, the highest free-falling waterfall in Maryland, is accessible and breathtaking. It’s an ancient hemlock forest that feels like a fairy tale. Of course, Oakland’s Main Street also features many local cafes and family-run restaurants worth visiting.

Where to stay: Most people rent cabins via Airbnb or Vrbo. If you prefer a motel, the Garrett Inn is a solid option nearby, or stay right at the Wisp Resort for ski-in/ski-out convenience.

Worlds End State Park, Pennsylvania

Time to get there: 3.5 hours.

The park’s name is quite intriguing, and the scenery is breathtaking. Located in the Endless Mountains of Pennsylvania, this is one of the more rugged places to visit near Baltimore. It is perfect for those who really want to get off the grid, because this is one of Pennsylvania’s most pristine parks.

Best time to visit: The autumn months of September and October offer the prime time for viewing maple leaves, making it one of the best destinations on the East Coast for autumn foliage.

Worlds End State Park Far View
Nicholas, CC BY 2.0, via Wikimedia Commons

Things to do

Hiking is the most important activity here; the Canyon Vista Trail is a four-mile loop that rewards you with a stunning view of the Loyalsock Creek winding through the valley below. It’s a bit of a workout, but the view is worth every step. In the summer, the creek offers a natural swimming area, and you can also go kayaking and fishing.

Where to stay: The accommodations here are relatively simple; the Eagles Mere Inn in the nearby historic village of Eagles Mere is charming and comfortable. Otherwise, grab a tent and camp in the park itself.

Harpers Ferry, West Virginia

Time to get there: 1 hour 15 minutes.

Harpers Ferry is located at the confluence of the Potomac and Shenandoah rivers. Here, history and nature converge, allowing you to learn about the American Civil War while also enjoying nature hikes.

Best time to visit: May to June and September to October are the most suitable times. Spring offers warm weather ideal for various outdoor activities. Autumn features beautiful maple leaf scenery to admire.

Harpers Ferry, West Virginia

Things to do

The small town boasts numerous 19th-century buildings, museums, and historic districts, particularly the landmark John Brown’s Fort. Walk across the footbridge to the C&O Canal towpath and hike up the Maryland Heights Trail. It is a steep climb, but the photo you get from the top, looking down at the confluence of the rivers and the town, is iconic.

Where to stay: Stonehouse Bed & Breakfast is a historic building in its own right, situated close to the riverbank. For a unique stay, look for tiny house rentals in the surrounding wooded areas.

Berkeley Springs, West Virginia

Time to get there: 2 hours.

Berkeley Springs, as a hot springs resort, known as America’s First Spa Town, offers a deeply restorative experience, making it the most relaxing weekend getaway Baltimore. Located in the valleys of the Appalachian Mountains, it offers a unique blend of leisure and sports activities.

Best time to visit: Visits are welcome year-round, though summer brings larger crowds, and some outdoor activities may be restricted during winter.

Cacapon Resort State Park
Acroterion, CC BY-SA 4.0, via Wikimedia Commons

Things to do

Go straight to Berkeley Springs State Park, located right in the middle of town. You can soak in the historic Roman Baths for a very reasonable price. It’s a no-frills, authentic spa experience. After relaxing, you can also head to Cacapon State Park for hiking or biking. The town itself is an artist enclave, full of quirky galleries and antique shops.

Where to stay: The Country Inn of Berkeley Springs is right next to the park and has a great tavern. For a luxury upgrade, check out the Coolfont Resort.

Ithaca, New York

Time to get there: 5.5 to 6 hours.

Ithaca is the farthest destination on this list, making it an unbeatable choice if you have a long weekend. Located at the southern end of Cayuga Lake and home to Cornell University and Ithaca College, it naturally exudes an academic atmosphere. Its placement in the Finger Lakes region adds to the appeal, creating a blend reminiscent of Napa Valley and the Pacific Northwest.

Best time to visit: Except for winter, other times of the year are ideal for visiting. Spring offers comfortable temperatures and stunning waterfall views, summer features a wealth of activities, and autumn brings breathtaking foliage across the Finger Lakes region.

Ithaca, New York

Things to do

Be sure to visit Taughannock Falls State Park, home to waterfalls taller than Niagara Falls, where you can walk right to the base. At Cayuga Lake, there are also a variety of water activities, including boating, kayaking, and fishing. Spend an afternoon hiking the Cascadilla Gorge Trail, which connects downtown Ithaca to the Cornell University campus; it’s essentially a staircase of waterfalls. Then, drive up the west side of Cayuga Lake to hit the Cayuga Lake Wine Trail. The Rieslings here are world-class.

Where to stay: The Statler Hotel at Cornell University is an excellent choice for accommodation when visiting the campus. For a funkier vibe, try Ithaca by Firelight Camps for “glamping” near the trailheads.

City & History

Coastal and mountainous landscapes are undoubtedly popular, but if you prefer the convenience of city life, these cities offer distinct cultures, histories, and cuisines. And they lack the hurried and tense atmosphere of major metropolises.

York, Pennsylvania

Time to get there: 1 hour.

York is often overlooked as a tourist destination, yet it stands as a significant historical city and manufacturing hub. Here, visitors can explore numerous historic buildings and factories.

Best time to visit: May through June and September are the best times to visit. Spring offers pleasant weather ideal for exploring parks. September features the historic York State Fair.

York, Pennsylvania

Things to do

The Harley-Davidson Vehicle Operations tour is fascinating, even if you don’t ride a motorcycle; seeing the assembly line in action is mesmerizing. Visit the York Central Market, a historic market house that rivals Baltimore’s Lexington Market but feels a bit more intimate. Grab a pretzel or a localized craft soda. History nerds will appreciate the Colonial Complex, where you can learn how York briefly served as the capital of the United States.

Where to stay: The Yorktowne Hotel is a beautifully restored historic property that offers luxury right downtown.

Richmond, Virginia

Time to get there: 3 hours.

Richmond is the capital of Virginia, situated on the beautiful James River. It combines Southern heritage with modern urban energy. Its historic neighborhoods, Civil War landmarks, and thriving arts scene give the city a unique character, reminiscent of Charleston and Savannah but with a contemporary twist.

Best time to visit: The best time to visit is from April to June, when Richmond’s city parks are filled with blooming flowers, and you can enjoy outdoor activities along the river.

Richmond, Virginia

Things to do

Start in Carytown, a nine-block stretch of quirky shops and vintage stores. Visit the Virginia Museum of Fine Arts; it’s open 365 days a year, and general admission is free. It has an incredible collection and a great happy hour on the lawn. For outdoor action, head to Belle Isle in the middle of the James River. You can sunbathe on the flat rocks or watch kayakers tackle the Class IV rapids that run right through the downtown area.

Where to stay: The Quirk Hotel is an art-focused boutique hotel that captures the modern Richmond vibe perfectly. The Jefferson Hotel is the place to go for old-world Southern opulence.

Harrisonburg, Virginia

Time to get there: 2.5 to 3 hours.

Located in the heart of the Shenandoah Valley, Harrisonburg is also home to the esteemed James Madison University. Surrounded by rolling hills and farmland, Harrisonburg provides a gateway to Shenandoah National Park and the scenic Blue Ridge Mountains.

Best time to visit: Except for winter, all other seasons are ideal. In spring, you can enjoy the lush greenery of the valley; in summer, you can hike through the forests; and in autumn, the Shenandoah Valley and mountains offer spectacular scenery.

Harrisonburg, Virginia

Things to do

The Edith J. Carrier Arboretum is an urban oasis located on the university campus, featuring botanical gardens and walking trails. If you enjoy beer, the craft brews here will delight, and you might want to try the local apple cider and honey wheat. Drive 20 minutes east to enter Shenandoah National Park at the Swift Run Gap entrance. You can drive a section of Skyline Drive, or hike a section of the Appalachian Trail.

Where to stay: Hotel Madison is located in the city center and offers convenient transportation access. For a B&B experience, the Friendly City Inn offers historic charm.

Tips for Planning Your Weekend Trip from Baltimore

  • Timing the Traffic: The elephant in the room for any Baltimore getaway is the traffic on I-95 and I-495. If you are heading south to Richmond or Chincoteague, try to leave before 2:00 PM on a Friday, or wait until after 7:00 PM. For heading west to Deep Creek or Harpers Ferry, I-70 usually moves better, but watch for congestion near Frederick.
  • Pack for the Weather: The Mid-Atlantic region is known for its unpredictable weather. Temperatures in Baltimore may be mild, but once you reach the mountains of Oakland, the temperature can drop by 15 degrees.
  • Book Ahead: Places like St. Michaels and St. Michaels Harbour Inn fill up months in advance for summer weekends. Spontaneity is great, but reservations are better.
  • Get your EZ-Pass Ready: If you’re driving north to New Jersey or New York, make sure your EZ-Pass is loaded.

FAQ

Where can I go by train from Baltimore?

Baltimore Penn Station is a major hub. You can easily take an Amtrak train to Philadelphia (1 hour), New York City (2.5 hours), or Washington D.C. (40 mins). For a slower pace, the MARC train offers cheap commuter access to Harpers Ferry, WV (weekdays only) and Frederick, MD.

What destinations can I cruise to from Baltimore?

The Port of Baltimore offers cruises year-round, primarily on Carnival and Royal Caribbean. While these are usually longer vacations (5-9 days), there are occasionally shorter 3-4 day itineraries that head to Bermuda or the Bahamas.

Are there any good day trips from Baltimore?

If you don’t want to stay overnight, Gettysburg, PA, is a fantastic day trip for history. Gunpowder Falls State Park is great for a quick hike or swimming, just 30 minutes from the city. Downtown Frederick, MD, features many interesting boutiques and restaurants, and is less than an hour’s drive away.

 

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