Ditch Plains

415-acre park with wooded areas & ocean vistas, beaches & wetlands, plus trails for hiking & biking.

Casual condo hotel in a 1927 building, offering a spa, tennis & dining, plus indoor & outdoor pools. Set in a regal Tudor Revival building built on a hilltop in 1927, this relaxed condo hotel is 6 minutes' walk from Montauk train station, 6 miles from the Montauk Point Lighthouse and a 9-minute walk from the beach along Fort Pond Bay. Condos come as studios or as 1- to 3-bedroom units, and have kitchens and free Wi-Fi. Some offer ocean views or outdoor decks/balconies. There's a laid-back Italian restaurant with a terrace, and a picnic area with BBQs. Other amenities include indoor and outdoor pools, a hot tub, a sauna and a gym, as well as a spa and tennis courts. There's also a putting green and a driving range. Minimum-stay rules may apply.

Nestled in Cove Marina, The Hideaway serves up vibrant Mexican eats, fresh seafood, and cocktails in a laid-back setting perfect for families and furry friends.

Ditch Plains Beach is a surfer's paradise with stunning views, soft sands, and a lively atmosphere, perfect for swimming and sunbathing.

The newly revamped Montauk Skatepark offers a smooth, multi-level experience with diverse bowls and a rad community vibe, making it a must-visit for skaters.

Mavericks is a stylish Montauk steakhouse overlooking Fort Pond, serving up fresh seafood and top-notch steaks alongside killer cocktails in a chic atmosphere.

Modest property offering homey quarters, some with kitchenettes, plus a seasonal pool & a garden. Moments from the boat rentals and sports fishing excursions in Montauk Harbor, this modest hotel is an 8-minute walk from the quaint shops and seafood restaurants in Gosman's Dock. Homey rooms are decorated in a traditional style. All have en suite bathrooms and cable TV, while the 1- and 2-bedroom apartments feature kitchenettes and dining/living areas. Wi-Fi is available. There's a seasonal outdoor pool with a barbecue area and picnic tables, plus a Zen-like garden with meditation music and a waterfall. A buzzy publike restaurant, which opens for breakfast, lunch and dinner, is nearby.

Joni’s is the quirky Montauk hotspot for fresh, organic breakfast burritos and fruit smoothies, where beach vibes meet delicious chaos.

Beachfront guesthouse offering homey rooms, suites & studios with Wi-Fi, plus an outdoor pool. Across the street from Montauk Beach, this relaxed guesthouse is a 5-minute walk from the town center and 6 miles from Montauk Point Lighthouse. Low-key, homey rooms offer minifridges, microwaves and coffeemakers, as well as free Wi-Fi and flat-screen TVs. Studios add living areas; suites also have whirlpool tubs. Parking is free, as are beach chairs, towels and umbrellas. There's an outdoor pool, and a private courtyard with hammocks, loungers and porch swings.

Nestled in a strip mall, this laid-back spot offers heavenly lobster rolls and gooey grilled cheese melts, perfect for a breezy beach day.