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Arrival and Getting Around: From Boston to Kennebunkport

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  Published in Travel and Leisure on Sunday, November 23rd 2025 at 11:50 GMT by Travel + Leisure

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Kennebunkport, Maine: A Complete Holiday Guide

Travel + Leisure’s recent feature on Kennebunkport, Maine delivers an in‑depth snapshot of what makes this New England coastal town a perennial vacation favorite. The article is organized around the four pillars of any holiday: where to stay, what to eat, how to spend your days, and practical travel advice. Below is a distilled overview of the article’s key take‑aways, with a few added contextual notes from the linked resources that flesh out the town’s character.

1. Arrival and Getting Around

The piece opens by noting that Kennebunkport is a two‑hour drive from Boston or a short, scenic ferry ride from Portland. For those arriving by air, the nearest commercial airports are Portland International Jetport (PDX) and Bangor International (BGR). The author suggests renting a car or using a local shuttle for the 12‑mile trip up the coast, as public transportation is limited. The town’s compact layout makes walking the main street and waterfront a breeze, which is highlighted as a major plus for families and couples alike.

2. Accommodations: From Luxury to Cozy

Luxury: The Ocean House is presented as the benchmark for upscale lodging. Its historic, Edwardian architecture, cliffside setting, and award‑winning spa are underscored. The author also mentions The White Whale Inn and The Garrison House (the former summer residence of President George H. W. Bush) as additional premium options, each boasting unique historic charm and sea‑level views.

Mid‑range: For travelers looking for comfort without the “wow” factor, the article points to The Cape Elizabeth Inn and the Kennebunkport Beach House. These properties combine traditional Maine décor with modern amenities, offering a balance of price and experience.

Budget: The author doesn’t overlook budget options. The Kennebunkport Inn, a modest motel that prides itself on local flavor, and a handful of well‑rated vacation rentals listed on Airbnb are cited as wallet‑friendly choices that still let guests soak up the town’s ambiance.

3. Dining: From Lobster to Local Lattes

Food is a centerpiece of the article. Kennebunkport’s culinary scene is anchored by its seafood—especially lobster, clams, and the famed “clam chowder.” The author recommends:

• The Clam Shack (a no‑frills, waterfront spot that’s a local staple)
• The Red Lobster (for a more polished, high‑end experience)
• Porter House (for farm‑to‑table, seasonal New England fare)

Beyond seafood, the piece highlights the town’s artisanal coffee culture. The Kennebunkport Coffee House is cited as the perfect pit‑stop for a robust latte before a day on the water.

The article also links to a separate Travel + Leisure guide on “Kennebunkport’s Best Restaurants,” which expands on hidden gems such as The Blue Point Café (known for its brunch menu) and Café de l’Etoile (a French‑style bistro that’s surprisingly popular among tourists).

4. Activities: Exploring the Shore and Beyond

The author divides the town’s attractions into several categories:

a. Waterfront and Outdoor Fun

• Sailing and Boating: The piece notes that Kennebunkport is a hub for charter companies offering sunset cruises and private sailings.
• Kayaking and Paddleboarding: Kayak rentals are abundant along the harbor, and the Kennebunkport Kayak Club offers guided trips to nearby coves.
• Fishing: Local bait shops provide everything from tackle to fresh catch‑and‑release tips.

b. Cultural Highlights

• The Kennebunkport Historical Society Museum: Offers a look at the town’s maritime past.
• The McCall Museum: Features rotating art exhibits and local history artifacts.
• The Garrison House (linked to President Bush) is open for tours, offering a peek into presidential history.

c. Shopping and Local Markets

• The Main Street Mall: A collection of boutiques selling everything from nautical wear to handmade crafts.
• Mack’s Corner Market: A family‑owned store that sells local produce, cheese, and baked goods.
• The Kennebunkport Flea Market (seasonal) is highlighted for its eclectic mix of antiques and vintage items.

d. Seasonal Events

The article’s tone shifts to a celebratory note when it discusses Kennebunkport’s festive calendar:

• Kennebunkport Festival (spring): A town‑wide gathering with music, food trucks, and a fireworks finale.
• Summer Concert Series: Free performances by local musicians on the harbor’s promenade.
• The Holiday Market (December): Features handcrafted gifts, Christmas light displays, and a “Kennebunkport Christmas Parade” that draws families from all over the region.

The author links to a dedicated Travel + Leisure piece on “Kennebunkport’s Top 10 Must‑See Attractions,” which offers deeper dives into the holiday market and the town’s secret winter ice‑skating rink.

5. Practical Tips: The “When, Where, and How”

• Best Time to Visit: Summer months (June‑August) are ideal for boating and beach activities, while late fall (September‑October) offers cooler temperatures and fewer crowds.
• Parking: Street parking is plentiful, but the town’s Kennebunkport Parking Authority offers metered spots for a modest fee during peak seasons.
• Local Etiquette: The piece gently reminds visitors that Kennebunkport has a “no‑car” policy for certain sections of Main Street, encouraging a pedestrian‑friendly atmosphere.
• Safety: As a coastal town, Kennebunkport advises checking tide charts before engaging in water sports; a local lifeguard station is recommended for beginners.

6. The Essence of Kennebunkport

The article closes with a poetic reflection on why Kennebunkport feels like a “New England postcard come to life.” The author attributes this feeling to the town’s blend of natural beauty, historic charm, and friendly locals. Whether you’re a food lover, a water‑sports enthusiast, or a history buff, the town’s layout makes it possible to experience multiple facets of Maine life without the logistical headaches that come with larger cities.

Final Thoughts

Travel + Leisure’s Kennebunkport feature offers a holistic snapshot that balances practical travel details with vivid descriptions of local culture. From the luxury of the Ocean House to the rustic charm of a waterfront shack, the article paints a picture of a town that is as comfortable for families as it is enchanting for solo travelers. By linking to additional guides—such as the town’s best restaurants, top attractions, and seasonal events—the article gives readers a well‑rounded toolkit for planning their own holiday in this quintessential Maine destination.