Hotels in Montauk

Maidstone Estate Hotel Owner Hamptons Private Loft

Style -Photo Art - Design - 300 square ft in size. Stay in an upscale loft that’s near everything you want to visit. This luxury loft is set back from the magical Maidstone Hotel. This is the owners loft with all the privileges and more. Just steps away from the owners homes lies this stylish loft. Best kept secret in East Hampton. Steps away from the hotel or use the side entrance with private parking to be invisible. Close to town , close to the beach. Private pool. Pets Loft /private bathroom

Superior Queen Guestroom

Bespoke suites boasting modern amenities, land marked distinction and luxe charm. A designated landmark hotel and restaurant are the embodiment of 18th century seaside charm-Located in the most coveted location in the Hamptons. Room features Free WiFi, Free Local Calls, Telephone, TV, Room Services, Minibar, Coffeemaker, Wake up calls, Private Bathroom, Self Controlled AC/Heating, Alarm Clock, Hairdryer, Iron/Ironing Board. This is a Non Smoking Room. Max Occupancy of 2 guests per Guestroom.

Queen Room Cristy’s Madison #5

Smaller room with queen bed. Private bathroom, free cable/Roku, WiFi and beach access. We are a one minute walk from 2 beaches, and minutes from center of town, shopping and various weekly town events. Common area with coffee and water, downstairs is a full restaurant with breakfast, lunch and dinner. Maid service not provided. THIS ROOM IS LOCATED ABOVE A RESTAURANT AND BAR ON THE 2ND FLOOR, ACCESSIBLE BY STAIRS. THERE IS POTENTIAL FOR NOISE, ESPECIALLY ON THE WEEKENDS.

Hampton Bays Hotel, King Suite - Adults Only

Hampton Bays Hotel on Main is a boutique hotel in the heart of town, featuring comfortable, affordable rooms above the Rod and Reel and Bub's Tavern. Enjoy a contactless stay with online check-in and secure smart locks with personalized access codes, designed to ensure guest privacy and convenience. Located close to beaches, dining, and nightlife, our hotel provides a high-quality experience at the center of it all, perfect for exploring the vibrant charm of the Hamptons.

Close to Yale University + The Bistro. Pool. Gym.

Settle into comfort at Courtyard by Marriott Shelton, located near I-95 with easy access to Yale, Downtown New Haven, and area parks. Fuel up with Starbucks® drinks at The Bistro, unwind in the indoor pool, or stay productive in the 24/7 fitness center. Free parking and Wi-Fi keep things simple, while nearby hiking trails, restaurants, and local attractions make it easy to explore. Whether you're in town for work or a weekend escape, this stay makes it feel effortless.

Long Island Sound Views | Free Breakfast & Pool

Wake up to the waves at Sound View Greenport. Every room boasts a private waterfront deck overlooking the Long Island Sound. Unwind on our quarter-mile private beach, lounge by the seasonal pool, or savor local seafood at The Halyard. Just minutes from North Fork wineries and downtown Greenport, this mid-century modern retreat offers the perfect mix of relaxation and adventure. End your day with a cocktail at the Piano Bar and a stunning sunset.

Partial Harbor Views + Free Breakfast & Pool

Wake up to harbor views at The Harbor Front Inn, perfectly set in the heart of Greenport Village. Just steps from Mitchell Park Marina, boutique shops, and the Shelter Island Ferry, this stay blends coastal charm with modern comfort. Enjoy the seasonal outdoor pool, start your mornings with complimentary breakfast, and take advantage of free parking while exploring Long Island Wine Country and the North Fork’s best spots.

Walk to Yale University + Onsite Dining & Fitness

Stay steps from Yale University in downtown New Haven, where upscale style meets urban convenience. Enjoy spacious rooms with 50" TVs, spa-style bathrooms, Bluetooth mirrors, and free Wi-Fi. Onsite dining, a 24/7 fitness center, and walkable access to top museums, theaters, and restaurants make this a prime choice for campus visits, business, or city getaways. Paid parking and pet-friendly options available.

One Bedroom At Boutique Complex Adjacent to Ocean

Enjoy this one bedroom one bathroom unit located at the Plum in Montauk! The unit features a queen sized bed in the private bedroom, a full-sized sleeper sofa, kitchen, complimentary wi-fi, and an outdoor deck. The property features an outdoor heated pool, outdoor shower, daily housekeeping, walk to the beach, and a walk to Downtown MTK!

Fire Island Escape, Steps to the Beach!

Located at the Seashore Condo Hotel, in Ocean Bay Park, escape to Unit 11. This charming ground-floor cedar-paneled room is your perfect home base for a relaxing Fire Island getaway. Located by the bay and just moments from the beach, it's ideal for couples or solo travelers looking to unwind by the coast.

Ask about Fireside Chats calendar

The private balcony of this Double Queen room overlooks our lush, natural dune-scape courtyard, and is a breezy walk to the pool and the Atlantic. Features two queen beds perfect for friends or family traveling together.

Penthouse Bungalow with Oceanview

Enjoy this Penthouse Unit located at the Breakers at Montauk featuring a king sized bed, kitchenette, oversized and luxurious bathroom, on-site pool, private walk to the ocean, walk to Downtown and much more!