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A Coastal Maine Getaway to Ogunquit

Updated: Oct 12

Some places never lose their pull — for me, that’s Ogunquit. My family spent summers at Meadowmere Resort, always in the red building, and dinner next door at Jonathan’s was non-negotiable. The trip always included Barnacle Billy’s in Perkins Cove for lobster, chowder, and rum punch.


The southern coast of Maine is an easy drive from Providence or Boston, but it feels worlds away. These days, I go back in the off-season when the pace slows, the weather stays mild, and the town settles into something more local. Autumn in Ogunquit is quieter, more relaxed, and just as good — maybe even better.

Perkins Cove in Ogunquit Maine

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Not to Miss

Flo’s Hot Dogs (Route 1, Cape Neddick) A roadside classic that’s marked the start of countless family trips north. The steamed hot dogs, and a secret, slightly mysterious relish signal you’re getting close to Ogunquit. It’s a ritual worth keeping.


Ogunquit Playhouse - One of the first things you’ll see driving into town, the Playhouse has been entertaining since 1933. The talent is exceptional, and its summer and fall seasons rival professional theater anywhere in New England. If you’re visiting in October, look for their fall musical or special event — it’s always worth adding to the itinerary.


Ogunquit, Maine

In Town - Wander through Perkins Cove, cross the hand-cranked drawbridge, and explore the mix of galleries, boutique stores, and saltwater taffy shops. Grab an ice cream, browse a few local art studios, or just watch the boats pull in — it’s the best of small-town Maine, all within walking distance.


Marginal Way - For sea air and open views, walk the Marginal Way, a one-mile coastal path connecting Perkins Cove to Ogunquit Beach. The cliffs, benches, and Atlantic spray make it one of the most beautiful coastal walks in New England. At the start of the trail, you’ll see the small white lighthouse that’s become a town icon, and on clear days, you may spot the Nubble Lighthouse in York across the water.


Best Beach for a Walk - Ogunquit Beach stretches for three miles — wide, flat, and perfect for an afternoon stroll. In fall, the tide runs out forever, the sand firms up, and you can walk from the river mouth nearly to Wells without seeing another soul. Bring a jacket and your camera; the light here in October is golden.


Where to Eat

Breakfast

  • The Egg & I – A long-time local staple for big breakfasts and no-fuss service.

  • The Greenery Café – Creative morning dishes and excellent coffee in a relaxed space.

Lunch & Dinner

  • Barnacle Billy’s – A local institution. Order inside, then sit overlooking Perkins Cove while they bring steamers, chowder, lobster, and classic rum punch to your table.

  • Jonathan’s Ogunquit – Just steps from Meadowmere. Unpretentious, consistent, and great for families or groups.

  • The Steakhouse (Wells) – A few minutes up Route 1, perfect when you’re ready for something other than seafood.

  • Angelina’s Tuscan Grille – Italian comfort food and an excellent wine list.

  • The Front Porch Piano Bar & Restaurant – A downtown fixture for over 40 years. The dining room serves coastal classics; upstairs, the piano bar hosts nightly sing-alongs that feel more like a community than a show.


Where to Stay

Ogunquit’s lodging mix ranges from nostalgic family favorites to refined coastal retreats — all within easy reach of the beach and town center.

  • Meadowmere Resort – My family’s go-to for years. Comfortable, convenient, and open year-round, with a welcoming, familiar vibe.

  • Anchorage by the Sea – Oceanfront views, easy access to the Marginal Way, and one of the best spots in town for watching the sunset.

  • The Cliff House Maine – Perched on the cliffs of Cape Neddick, minutes from downtown Ogunquit. It’s modern, stylish, and perfect for a spa weekend or winter escape.

  • The Colonial Inn – Historic but updated, with porches, friendly service, and a short walk to everything.

  • Hartwell House Inn – Romantic and quiet, close to Perkins Cove and the Marginal Way entrance.

  • The Admiral’s Inn – Central, comfortable, and a strong value in the off-season.

  • The General Grant Inn – A boutique-style B&B near Shore Road with New England charm and contemporary comfort — ideal for couples or solo travelers looking for something smaller.


Ogunquit

When to Visit

Fall is prime time in Ogunquit. The crowds fade after Labor Day, but nearly everything stays open through October. The weather is mild — think 60s by day, cool enough for sweaters by night — and the Atlantic still carries that late-summer warmth.


October brings OgunquitFest, a weekend of crafts, pumpkin people, and small-town charm. December shines with Christmas by the Sea, when lights line Shore Road, shop windows glow, and Santa arrives by lobster boat.


Whatever the season, Ogunquit knows how to make visitors feel like locals. Easy to reach, endlessly walkable, and always in season — Ogunquit proves that Maine’s southern coast has more to offer than just summer. It’s as good in October as it ever was in July.


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