Main Line Weekend Getaway Ideas for Fall and Winter

As the leaves change and cooler days roll in, weekends on the Main Line start to feel more peaceful. The air is crisp, the trees glow with color, and even a short drive can lead to a refreshing change of scenery.

If you’re looking for a nearby adventure, we’ve rounded up our favorite Main Line weekend getaway ideas that are less than two hours away. From charming small towns to scenic countryside escapes, these destinations are perfect for fall foliage drives, cozy evenings, and winter wonderland vibes.

1. New Hope, PA – 1 hour

New Hope is a timeless favorite filled with creativity and character. Its streets are lined with art galleries, antique shops, and riverfront cafés that invite you to slow down and savor the moment. A walk along the Delaware Canal Towpath offers beautiful views year-round, especially when the leaves are changing.

Don’t Miss: A walk along the Delaware Canal Towpath, exploring Lambertville across the bridge, and browsing the unique boutiques on Main Street.

Where to Eat: Enjoy riverside dining at Stella or casual bites at the Landing Restaurant.

Where to Stay: Ghost Light Inn or The Logan Inn.

Seasonal Tip: Visit in late October for peak foliage and live music along the riverfront.

If you ever considered relocating to New Hope or one of these charming towns, our buyer’s guide walks you through steps to get started.

2. The Poconos, PA – 1 hour 45 minutes

When it’s time for mountain air and cozy fires, the Poconos are calling. Whether you’re skiing at Camelback, exploring local breweries, or staying tucked away in a quiet cabin, the region delivers classic cozy weekend escapes near the Main Line.

Don’t Miss: Snow tubing at Blue Mountain, hiking Bushkill Falls, and exploring the historic town of Jim Thorpe.

Where to Eat: The Settlers Inn or Jim Thorpe Brewing Company for casual meals.

Where to Stay: Skytop Lodge or a private Airbnb cabin.

Seasonal Tip: Visit during Jim Thorpe’s Olde Time Christmas for twinkling lights and festive charm.

3. Lancaster County, PA – 1 hour 15 minutes

If your ideal weekend includes scenic drives, fresh food, and local charm, Lancaster County is worth the trip. Just over an hour from the Main Line, it offers rolling farmland, roadside markets, and handmade goods that make every stop feel meaningful.

Don’t Miss: Lancaster Central Market, covered bridges, and the local crafts at Kitchen Kettle Village.

Where to Eat: Lancaster Brewing Company or John J. Jeffries for hearty meals.

Where to Stay: Eden Resort & Suites or a cozy farmhouse Airbnb.

Seasonal Tip: Enjoy harvest festivals in fall and holiday events like the Christkindlmarkt in winter.

4. Princeton, NJ – 1 hour

Elegant and historic, Princeton offers the perfect blend of culture, sophistication, and charm. It’s an easy day trip or overnight stay, and it’s especially beautiful when the campus is draped in fall colors or glowing with winter lights.

Don’t Miss: Touring the Princeton University Art Museum, walking the campus, and exploring Palmer Square with its boutique shops and bakeries.

Where to Eat: Cozy dinner at Agricola Eatery, known for its farm-to-table dishes.

Where to Stay: The Peacock Inn for a boutique experience or the Nassau Inn for historic charm.

Seasonal Tip: Visit in fall for the ivy-covered campus or in December for the Palmer Square tree lighting and winter market.

5. Kennett Square & Longwood Gardens, PA – 50 minutes

Longwood Gardens transforms every winter into a breathtaking holiday wonderland. Their annual “A Longwood Christmas” display features glowing lights, fountains, and floral artistry that make it one of the region’s most magical experiences.

Don’t Miss: Longwood Gardens’ A Longwood Christmas display, exploring Kennett Square’s downtown shops, and seasonal wine tastings nearby.

Where to Eat: Portabello’s or Grain Craft Bar + Kitchen.

Where to Stay: Inn at Mendenhall or local bed & breakfasts in Kennett Square.

Seasonal Tip: Reserve Longwood Gardens tickets early as weekend dates fill up fast during the holiday season.

6. Brandywine Valley, PA – 40 minutes

For those who love art, history, and a glass of wine, the Brandywine Valley is the perfect weekend escape. The rolling hills, historic estates, and cozy inns make it one of the most peaceful Main Line weekend getaway ideas year-round. 

Don’t Miss: Brandywine River Museum of Art, Chaddsford Winery, and the scenic trails surrounding Winterthur Estate.

Where to Eat: The Gables at Chaddsford for fine dining or Talula’s Table, Kennett Square for a farm-to-table option.

Where to Stay: Inn at Whitewing Farm for Bed & Breakfast.

Seasonal Tip: Drive scenic backroads in fall for foliage or visit Winterthur Estate’s Yuletide tour in December.

7. Stay Local: A Main Line Staycation

Sometimes the best getaway is right where you are. The Main Line has plenty of ways to unwind and explore—no suitcase required.

Don’t Miss: Golden-hour drives through Valley Forge National Park, local arts events, and nearby historic sites.

Where to Eat: Savona or Autograph Brasserie for wine and dinner, or Malvern Buttery for a morning coffee stop and casual bites.

Where to Stay: In the comfort of your home!

Seasonal Tip: Treat yourself to a spa day at Cure De Repos in Ardmore or Chestnut Hill for a relaxing weekend without leaving the Main Line.

Whether you’re planning a quick overnight or a peaceful weekend at home, these cozy weekend escapes near the Main Line are the perfect way to reset and recharge this fall and winter. Explore more local content or listings via our blog or check out what’s available right now in our Properties / Home Search section.