Hotels in Lion Head Beach

Stylish rooms in this boutique hotel offer a peaceful retreat after exploring the harbor. Unwind with a drink at the bar, grab a bite at the coffee shop, or bike to nearby Greenport Harbor Brewing Company and Farmers' Market.

Wake up to coastal tranquility at this Amagansett retreat with its own private beach access. The indoor pool and relaxing sauna complement your seaside vacation, while in-room refrigerators make beach picnics easy. Enjoy free WiFi and parking near Walking Dunes Trailhead.

This charming Southampton motel offers a refreshing seasonal pool and garden terrace just minutes from Cooper's Beach. Enjoy room conveniences like refrigerators and microwaves after exploring nearby hiking trails or trying kayaking adventures. Free WiFi and parking complete your Hamptons getaway.

Dive into waterside charm at this Southold retreat on the bay. Located near The Old Field Vineyards and Crescent Beach, the hotel offers free WiFi, bicycles, and a cafe/bar lounge. Travelers consistently praise the helpful staff for enhancing their stay experience.

Free WiFi and parking make this Montauk hotel a practical base near Fort Pond Bay Beach. Enjoy daily housekeeping and dinner at Placēbō Restaurant, with Navy Park Road attractions just minutes away. Montauk Station is a quick 3-minute drive.

Escape to this Montauk resort with a private beach complete with cabanas and beachside service. Enjoy ocean views at Scarpetta Beach restaurant, then unwind with deep-tissue massages at the seawater spa. Two pools and a 24-hour fitness center round out your coastal retreat.

Escape to Harpoon House, where 3 stylish bars and a charming café await after a day at nearby Hamptons beaches. Free WiFi and parking complement this retreat, with Southampton Station and local museums just a short walk away.

Perched on the bay, this coastal retreat offers a private beach, outdoor pool, and spa with hydrotherapy treatments. The seasonal restaurant serves local cuisine while proximity to Crescent Beach and Sunset Beach enhances your island getaway.

Embracing the Atlantic shoreline, this beach motel offers a perfect oceanfront getaway. Enjoy hiking trails nearby or relax at South Edison Beach. Travelers praise the exceptional staff while the seasonal pool provides refreshing breaks from sandy adventures.

Tucked away in Shelter Island Heights, this golf-adjacent hotel offers a seasonal outdoor pool and rejuvenating massage services. Enjoy cocktails at the poolside bar, grab bites at the restaurant or deli, then explore nearby Sunset Beach and Shelter Island Country Club.

Soak in ocean views at this coastal retreat with both indoor and outdoor pools. A short drive from Montauk Point and South Edison Beach, the convenient location lets you explore natural beauty by day and unwind in the hot tub by night.

Wake up to a fresh continental breakfast at this coastal B&B offering a seasonal outdoor pool and complimentary bicycles for island exploration. Located near Shelter Island Country Club and Sunset Beach, guests enjoy free WiFi and parking in this tranquil garden setting.

Discover this charming aparthotel near Fort Pond and Shadmoor State Park. Enjoy indoor and outdoor pools, Italian cuisine at Monte's, and in-room conveniences like refrigerators. Just an 11-minute drive from Montauk Airport and a short walk to the train station.

Tucked in Montauk, this charming motel offers a seasonal outdoor pool and tennis courts for sun-soaked recreation. Free WiFi and parking enhance your beach getaway, with Montauk Point and Marine Basin attractions nearby.

Escape to this charming Wainscott B&B offering a refreshing seasonal outdoor pool and complimentary WiFi and parking. Just a 5-minute drive from stunning Hamptons Beaches and Wolffer Estates Vineyard, with attentive staff praised by past guests.

Unwind at this peaceful Hamptons retreat near Southampton's shops and beaches. The seasonal pool, 2 bars, tennis court, and local cuisine at Claude's restaurant create the perfect base for exploring. Enjoy free WiFi just minutes from Agawam Park.