Milford, CT

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If you're craving coastal charm, walkable streets, and beachside relaxation, I always recommend spending time in Milford. I’ve wandered through its downtown shops, sipped iced coffee by the harbor, and stretched out on the sand—and it always leaves me feeling refreshed. Whether you’re in for a quick day trip or a laid-back weekend, you’ll find that perfect mix of New England history and easy-going shoreline vibes here.

Best Time to Visit

In my experience, late spring through early fall (May to October) is the best time to visit. You’ll get long, sunny days, lively outdoor events, and that beach town energy that makes summer feel endless. I’ve also come in the fall—cooler air, colorful leaves along the water, and a quieter vibe that’s perfect when you need to slow down. Either way, you’ll enjoy the fresh seafood, harbor views, and cozy charm Milford offers.

How to Get There

By Car: I usually take I-95 or the Merritt Parkway—super easy routes from NYC or Boston. You’ll be here in around 2 hours from the city, and the drive itself gives you that road-trip thrill before the coast comes into view.
By Train: When I want to skip the traffic, I hop on Metro-North’s New Haven Line. You’ll ride right into town and walk from the station to the harbor or downtown in just minutes—it’s one of the most relaxing ways to arrive.
By Air: I’ve flown into Tweed New Haven Airport before—it’s just 25 minutes away. If you’re coming from farther out, Bradley International near Hartford is another solid choice, just over an hour’s drive.

Where to Stay

Hyatt Place Milford – When I’m traveling by car and want convenience, this hotel checks all the boxes. You’ll get roomy suites, a modern feel, and easy access to shopping and quick bites along I-95.
SpringHill Suites by Marriott – I’ve stayed here for both business and weekend escapes. You’ll find it clean, stylish, and close to all the action on the Post Road—great restaurants, shops, and quick drives to the beach.
Beachside Airbnbs & Inns – If I’m staying longer or want that breezy, toes-in-the-sand experience, I go for a rental in Fort Trumbull or Woodmont. You’ll love the quiet coastal charm and waking up just steps from the water.