Biddeford, Maine Weekend Escapes: 10 Short Scenic Road Trips

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10 Easy Road Trips From Biddeford, Maine (All Outside York County)

If you’re based in Biddeford, Maine and itching to hit the road, you’re in luck. Within just a couple of hours, you can reach mountains, lakes, beaches, and some of New England’s most charming small towns—without ever repeating the same county. In this guide, we’ll explore 10 fun out-of-county road trips from Biddeford to nearby places in:
  • Cumberland County, ME
  • Oxford County, ME
  • Carroll County, NH
  • Rockingham County, NH
  • Strafford County, NH
Each idea includes what to do, how far it is, and a few tips to make planning easier. Fuel up, grab a coffee in town, and let’s go.

1. Portland, Maine – Foodie Day on the Waterfront (Cumberland County)

Just about 25–30 minutes north of Biddeford, Portland feels like a mini city vacation without the stress. Why go: It’s one of the best small cities in New England for food, craft beer, and ocean views. Things to do in Portland:
  • Stroll the Old Port with its cobblestone streets, shops, and working waterfront.
  • Try a classic Maine lobster roll at a wharf-side shack.
  • Walk the Eastern Promenade for harbor views and a nice breeze in summer.
  • Hop between breweries on the “Breweries in a 1-mile radius” cluster near the waterfront.
How far: About 20–25 miles, roughly 30 minutes by car, depending on traffic. Road trip tip: Head up early on a weekend, grab brunch, and aim for a sunset walk along the water before driving back to Biddeford.

2. Freeport, Maine – Shopping & Shoreline Walks (Cumberland County)

If you love outlet shopping and coastal walks, Freeport is an easy win. Why go: It’s home to the famous L.L.Bean flagship store and easy access to relaxing nature spots. Things to do in Freeport:
  • Browse the outlets and specialty shops along Main Street.
  • Visit the 24/7 L.L.Bean campus and snap a photo with the giant boot.
  • Stretch your legs at Wolfe’s Neck Woods State Park with short, family-friendly trails along Casco Bay.
How far: About 45–50 minutes from Biddeford. Road trip tip: This makes a great rainy-day trip since you can spend plenty of time indoors shopping and still sneak in a short coastal walk if the weather clears.

3. Sebago Lake – Swim, Boat, or Just Unplug (Cumberland County)

When summer hits and you’re craving water that isn’t the chilly Atlantic, Sebago Lake is a perfect escape. Why go: It’s one of Maine’s biggest and clearest lakes, with sandy spots, boat rentals, and campgrounds. Things to do at Sebago Lake:
  • Relax on the beach at Sebago Lake State Park (great for families).
  • Rent a kayak, canoe, or small boat for a few hours.
  • Pack a picnic and enjoy shady spots under tall pines.
How far: Around 45–60 minutes, depending on which part of the lake you visit. Road trip tip: Bring layers. Even on hot days, evenings by the lake can get cool fast once the sun dips.

4. Bridgton, Maine – Classic Lake Town Vibes (Cumberland County, close to Oxford County)

If you want that “small New England town by a lake” feel, Bridgton delivers. Why go: Cute downtown, multiple nearby lakes, and easy access to gentle hikes. Things to do in Bridgton:
  • Walk Main Street and pop into local shops and cafés.
  • Relax by Highland Lake or Long Lake at a public beach.
  • Hike Pleasant Mountain (technically in nearby Oxford County) for big views without a huge time commitment.
How far: About 1 hour–1 hour 15 minutes from Biddeford. Road trip tip: This is an excellent leaf-peeping trip in fall. The drive itself, with lakes and rolling hills, is half the fun.

5. Bethel & Grafton Notch – Mountain Scenery and Waterfalls (Oxford County)

Ready to go deeper into western Maine? Bethel and nearby Grafton Notch State Park feel like an entirely different world from the coast. Why go: For dramatic mountain views, waterfalls, and some of Maine’s best scenic drives. Things to do in Bethel / Grafton Notch:
  • Walk around Bethel’s historic village center with its white churches and inns.
  • Hike short trails in Grafton Notch State Park to features like Screw Auger Falls.
  • Drive the scenic Route 26 corridor through the notch for amazing overlooks.
How far: About 2–2.5 hours from Biddeford, so this is more of a full-day trip. Road trip tip: Leave early and pack snacks. Western Maine can feel pretty remote between towns, especially in the off-season.

6. Conway & North Conway, New Hampshire – Gateway to the White Mountains (Carroll County)

Crossing into New Hampshire opens up a whole new set of adventures, starting with Conway and North Conway. Why go: It’s an all-in-one spot for outlet shopping, hiking, scenic drives, and winter sports. Things to do in the Conway area:
  • Shop tax-free at the outlet stores in North Conway.
  • Drive the scenic Kancamagus Highway (Route 112) for mountain views and overlooks.
  • Ride a scenic train on the Conway Scenic Railroad (seasonal).
  • In winter, hit nearby ski areas like Cranmore or Attitash.
How far: Around 1.5–2 hours from Biddeford, depending on your route. Road trip tip: Fall weekends get busy; go early or consider a weekday for lighter crowds and easier parking.

7. Wolfeboro, New Hampshire – “Oldest Summer Resort in America” (Carroll County)

On the shores of Lake Winnipesaukee, Wolfeboro is pure New England summer nostalgia. Why go: Lakeside views, boat rides, ice cream, and an easygoing small-town feel. Things to do in Wolfeboro:
  • Walk the waterfront trail and docks for classic lake views.
  • Take a boat tour or cruise on Winnipesaukee (seasonal).
  • Browse local shops and grab an ice cream cone downtown.
How far: Roughly 1.5–2 hours from Biddeford. Road trip tip: This is a great place to unplug. Plan a slow day: coffee, a walk, lunch by the water, and a lazy drive back before dark.

8. Portsmouth, New Hampshire – History Meets Harbor (Rockingham County)

If you want a walkable city with coastal charm, Portsmouth is a can’t-miss day trip from Biddeford. Why go: It’s loaded with history, good food, and pretty harbor views—all in a compact downtown. Things to do in Portsmouth:
  • Wander the narrow streets of the historic downtown.
  • Visit Prescott Park for gardens and river views.
  • Grab lunch at a waterfront restaurant and watch the tugboats at work.
  • Check out local boutiques and bookstores.
How far: Around 50–60 minutes from Biddeford. Road trip tip: Parking downtown can be tight in peak season. Public garages are usually your best bet for less hassle.

9. Hampton Beach, New Hampshire – Classic Boardwalk Fun (Rockingham County)

Craving a boardwalk-style beach day with arcades and fried dough? Hampton Beach delivers those classic summer vibes. Why go: It’s a totally different beach scene than Maine’s quieter coves—bright lights, live music, and people-watching. Things to do at Hampton Beach:
  • Spread a towel on the sandy beach and jump in the waves.
  • Play old-school arcade games along the strip.
  • Grab beach food: fried clams, pizza by the slice, and soft-serve ice cream.
  • Check for concerts or fireworks on summer evenings.
How far: About 1 hour–1 hour 15 minutes from Biddeford. Road trip tip: Arrive early on hot summer weekends. Parking lots fill up fast, and traffic can back up along the main drag.

10. Dover & Durham, New Hampshire – College-Town Energy and River Views (Strafford County)

For something a little different, head inland to Dover and Durham, home to a mix of history, river scenery, and college-town energy. Why go: Easygoing towns with good food, short walks, and a laid-back vibe. Things to do in Dover & Durham:
  • Stroll downtown Dover’s brick-lined streets and grab coffee at a local café.
  • Walk near the Cocheco River and explore small parks and historic mill buildings.
  • Drive over to Durham, home of the University of New Hampshire, and wander the campus and nearby trails.
How far: About 1–1.25 hours from Biddeford. Road trip tip: Weekends outside of major college events are usually quieter and easier for parking and dining.

Planning Your Road Trips From Biddeford

Here are a few quick tips to make these Biddeford day trips smoother:
  • Check the season: Some attractions (like boat tours or certain trails) are seasonal. Always look up hours before you go.
  • Pack smart: A small backpack with water, snacks, a light jacket, and sunscreen goes a long way in New England, where weather changes fast.
  • Time your drive: Leaving Biddeford early in the morning helps you beat traffic and gives you more time at your destination.
  • Mix it up: Alternate between “busy” city days (Portland, Portsmouth) and quieter nature days (Sebago, Bethel, Conway) so you don’t burn out.
From lakes and mountains in Maine and New Hampshire to coastal cities and boardwalk beaches, you’ve got a ton of options within a short drive of Biddeford—all outside York County.

What Did We Miss? Share Your Favorite Road Trips

Have you done any of these out-of-county road trips from Biddeford? Do you have a favorite hidden-gem spot in Cumberland, Oxford, Carroll, Rockingham, or Strafford County? Drop your suggestions in the comments—I’d love to hear where you go when you need a quick escape from Biddeford. If you found this guide helpful, please share it with friends or family who are planning a trip to southern Maine or looking for easy day trips from Biddeford. Your shares and comments help others discover new places to explore!
Location: Georgetown, IN, USA

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