Every fall, Maine families make the same pilgrimage to Cape Neddick for one of the region’s best October activities: Hilton Winn Farm’s Fall Farm Fun Day. It’s a day that’s equal parts pumpkins, pony rides, and purpose. If you’re staying with us this October, this is the event worth clearing your schedule for — especially...
Fall Events in Kennebunk: Why September Through November Is another Peak Season The question lands in my inbox every August: “What’s happening in Kennebunk in the fall?” Most people assume the real season ends on Labor Day—that everything worth doing wraps up when summer does. Then they come stay with us in October and realize...
If you’re staying with us in Ogunquit for OgunquitFest 2026, block off the whole weekend. It’s the town’s biggest event of the season — three full days of car shows, craft fairs, costume parades, and enough going on that you genuinely can’t do it all, so don’t try. This is the 23rd year running, and...
If you’re staying with us in York this October, block off Saturday the 17th. That’s Harvestfest — the one day a year Short Sands Beach trades sandcastles for craft booths, and half the town shows up. This is the 41st year the York Region Chamber of Commerce has put it on, and it’s grown into...
The Short Rib Potato Skins That Ruined Us for Regular Apps Every trip up toward the White Mountains needs a food stop, and we have for you to add on the “best restaurants” in North Conway NH area list. Tuckerman’s just wrecked our standards for what a potato skin is supposed to be — and...
Wondering where to eat at Attitash Village on your first night? Every guest asks us the same thing within the first hour of checking in, and our answer is always the same — you don’t even need to get back in the car. Head down to Matty B’s Mountainside Cafe, right in the Attitash hospitality...
If you’re staying with us anywhere near Portland, do yourself a favor and book a sunset cruise in Portland, Maine for one evening of your trip. I finally did this myself last week — first time, no excuse for waiting so long — and I’m already planning my next one. The Plan: Drinks First, Then...
If you’ve been driving around Wells or Ogunquit this summer, you’ve probably run into the Roosters of Ogunquit — six-foot-tall, wildly colorful metal rooster statues standing outside gas stations, banks, restaurants, even someone’s front porch. Guests ask us about them constantly. “Is that… a rooster? Outside the bank?” Yes. Yes it is. And the story...
Where to Find the Best Pizza in Southern Maine (Straight from a Local) If you’re hunting for the best pizza in Southern Maine, you’re asking the right people — it’s the first thing every guest wants to know within a day of checking in. And every time, we send them to the same place: Seacoast...
Everyone knows Old Orchard Beach for its seven miles of soft sand and postcard sunsets — and honestly, that reputation is earned. But if you’re planning a trip to Old Orchard Beach in the fall, here’s the secret locals already know: September and October might be the best time to visit. The crowds thin out,...