8 Best Hotels in Long Island, New York

In a prime spot on Crescent Beach, The Pridwin was completely renovated in 2012 to create a bright, beachy hip (but not "sceney"), family-friendly resort. It's been around since 1927, with the same family at the helm since the 1950's, and retains some endearing old touches: partially slatted doors that allow air flow (but also some light) into your room; creaky hallway floors; vintage swimsuits and old photos of the property on display. Meals are served on a large waterfront deck, a nice setting for dinner, when piped Brazilian jazz adds to the romantic aura. During the day, Carribbean and classical music is piped throughout the common areas. For the ultimate family party, come on a Wednesday night for the cookout, which can attract around 400–500 locals, guests, and visitors for burgers, hot dogs, and freshly-caught fish.

The style is a bit dated at this Montauk beach hotel, but it's clean, the staff is friendly, and it's just a walk—although a steep one—away from the oceanfront. With apartment-style efficiencies, the resort is a good choice for families and groups looking for a convenient, no-frills beach vacation.

With spectacular views of Dering Harbor, this family-friendly complex just steps from the dock is a perfect base for an active vacation—with many amenities, plus Shelter Island Yoga & Fitness right on-site. Kayaking is available, you can rent bikes, and an outdoor pool and tennis courts are on the premises. Or you can just relax on the peaceful, pleasant grounds and enjoy the water view. Accommodations include motel studios and one- and two-bedroom units; the two-bedroom waterfront suites have a fireplace and private deck.

The sprawling, family-friendly "American castle" has views of the bay and myriad amenities and events. The Tudor-style Manor, built in 1927 as a luxury resort, is now a condominium, so each unit is decorated differently. Most units are bright and have contemporary furnishings; some have loft bedrooms with skylights, patios, or balconies. Jitneys take you to the beaches, and beach passes are available. Events such as a children's festival and murder-mystery weekend take place throughout the year. The restaurant, Tre Bella, offers traditional southern and northern Italian cuisine.

In business for eight decades, this resort on Star Island in Montauk Harbor, with a mini-replica of the Montauk Lighthouse, has a 232-slip marina, a private beach, various restaurants and lounges, and family activities. These include bonfires and movies on the lawn, fishing, a spa, indoor and outdoor pools, and surf camps and paddleboard lessons. Rooms have floor-to-ceiling windows, private terraces, and nautical design. Not every room has an ocean view, so if this is important to you, make sure you verify this when booking.

The residents of Quogue so love this historic property that when is was about to close, they formed a cooperative to purchase and restore it to its former glory, adding designer chic and a range of health and fitness activities to its appeal. The tranquil complex in the village center consists of an 18th-century house, a 19th-century house right across the road, and two private cottages. With interiors by famed designer Alexa Hampton, it's a sophisticated and relaxed place to clear your mind and get in vacation mode, with complimentary bicycles, a fitness center, yoga and Pilates classes, a massage room, and a children's room.

A landmark Tudor-style building in a quiet spot outside of town offers a peaceful retreat with a hip, lounge vibe. It's bungalow-like rooms are small but well-appointed with a beachy feel, and there are also cabana suites. Bamboo walkways lead to a large, heated pool surrounded by oversized sunbeds, and when a DJ is not spinning tunes poolside, there's always chill reggae or loungy music setting the tone. Grab a drink or a bite to eat at the poolside lounge or on-site restaurant. Their summer concert series attracts big names like Maxi Priest.

Here it's all about location—each room in this complex of motel-style buildings has a deck right on the 1,400-foot-long private beach. Interiors, although simple and in need of some updating, are clean and bright. The staff is friendly and accommodating. An outdoor pool, sport courts, and a small fitness room are all on-site.