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State: NY

  • The Roxbury Motel – Roxbury, NY

    The Roxbury Motel – Roxbury, NY

    The Roxbury Motel

    Roxbury, NY

    the-roxbury-motel-roxbury-ny
    The Roxbury Motel’s theatrical exterior sets the stage long before you step inside. 📸 The Roxbury Motel

    The Roxbury Motel
    • Address: 2258 County Hwy 41, Roxbury, NY 12474
    • State: New York
    • Website: theroxburyexperience.com

    Overview
    The Roxbury Motel is a Catskills landmark known for its theatrical design, storybook architecture, and commitment to doing things differently. From the exterior alone, it’s clear this is not a traditional roadside stay.

    Why It’s Worth a Stop
    It’s memorable in the best way. The Roxbury leans fully into whimsy and creativity, making it a standout for travelers who appreciate humor, bold visuals, and a sense of play baked into their surroundings.

    What to Know Before You Go
    • Every room is uniquely themed
    • Advance booking is strongly recommended
    • Located in the Catskills, about a scenic drive from NYC
    • Best suited for adults or older teens

    Fun Fact
    Many guests return specifically to stay in a different themed room each time.

  • Driftwood Motel – Montauk, NY

    Driftwood Motel – Montauk, NY

    Driftwood Motel

    Montauk, NY

    driftwood-motel-montauk-ny
    Light-filled interiors at the Driftwood Motel reflect Montauk’s easy, ocean-first pace. 📸 Driftwood Motel

    Driftwood Motel
    • Address: 2178 Montauk Hwy, Montauk, NY 11954
    • State: New York
    • Website: https://www.driftwoodmontauk.com/

    Overview

    Set on a low bluff above the Atlantic, the Driftwood Motel is an old-school Montauk stay with front-row ocean views and wide, open grounds. It feels relaxed and unpolished in the best way, shaped more by salt air and sunsets than trends.

    Why It’s Worth a Stop

    This is Montauk before the scene. Fire pits flicker at dusk, Adirondack chairs face the water, and days revolve around the beach rather than reservations. It’s especially appealing outside peak summer, when the coastline quiets down and the ocean takes center stage.

    What to Know Before You Go

    • Seasonal property, typically open late spring through early fall
    • Mix of oceanfront and oceanview rooms, plus cottages
    • Direct beach access, pool, and outdoor gathering spaces
    • Not walkable to town; a car is helpful
    • Many activities and events are offered in the peak summer months

    Fun Fact

    Montauk has long been called “The End,” a nickname that still fits when you’re watching the sun drop into the Atlantic from the Driftwood’s bluff.