Explore the best 2025 4 Star Hotels Hotels in Shelter Island

Name: Offshore Montauk
Price range: $518 total

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Top Shelter Island 4 Star hotels

Montauk Yacht Club

32 Star Island Rd, Montauk, NY

$519 nightly

$593 total

Jun 26 - Jun 27

Total includes taxes and fees

This hotel features a private beach, a marina, and 2 restaurants. Traveling on business? Take advantage of the 5 conference rooms, along with free WiFi in public areas. Enjoy the 2 outdoor pools and get free self parking.

On private beach

Pool

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway, Montauk, NY

$994 nightly

$1,136 total

Jun 25 - Jun 26

Total includes taxes and fees

This resort features a private beach, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

On private beach

Pool

Baron's Cove

31 West Water Street, Sag Harbor, NY

$501 nightly

$572 total

Jun 30 - Jul 1

Total includes taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free valet parking and free WiFi. Free self parking, a business center, and a coffee shop are also offered.

Pool

Spa

Marram

21 Oceanview Terrace, Montauk, NY

$569 nightly

$650 total

Jul 2 - Jul 3

Total includes taxes and fees

A seasonal outdoor pool, free self parking, and wedding services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.

Pool

Parking included

Silver Sands Motel & Beach Bungalows

1400 Silvermere Rd, Greenport, NY

$523 nightly

$598 total

Jul 20 - Jul 21

Total includes taxes and fees

This smoke-free hotel features a private beach and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

On private beach

Parking included

Sound View Greenport

58775 County Rd 48, Greenport, NY

$454 nightly

$519 total

Jun 25 - Jun 26

Total includes taxes and fees

A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.

On private beach

Pool

Canoe Place Inn and Cottages

239 E Montauk Hwy, Hampton Bays, NY

$843 nightly

$963 total

Jul 14 - Jul 15

Total includes taxes and fees

This smoke-free hotel features a full-service spa, a marina, and a restaurant. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like valet parking and a beach shuttle. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.

Pool

Spa

Journey East Hampton

490 Pantigo Road, East Hampton, NY

$490 nightly

$560 total

Jun 29 - Jun 30

Total includes taxes and fees

A seasonal outdoor pool is featured at this hotel, along with a coffee shop and a garden. Enjoy the free on-the-go breakfast each morning. A picnic area, dry cleaning, and luggage storage are also on offer.

Pool

Breakfast included

The Pridwin Hotel

81 Shore Road, Shelter Island Heights, NY

$472 nightly

$539 total

Jun 30 - Jul 1

Total includes taxes and fees

This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy the gym and free perks like continental breakfast and free self parking. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.

On private beach

Pool

Hero Beach Club

626 Montauk Hwy, Montauk, NY

$393 nightly

$450 total

Jun 25 - Jun 26

Total includes taxes and fees

This motel features a seasonal outdoor pool and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Free self parking, a terrace, and a garden are also offered.

Pool

Spa

Madison Beach Hotel

94 West Wharf Road, Madison, CT

$450 nightly

$517 total

Jul 6 - Jul 7

Total includes taxes and fees

This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.

On private beach

Spa

Offshore Montauk

71 S Emerson Ave, Montauk, NY

$454 nightly

$518 total

Jun 25 - Jun 26

Total includes taxes and fees

A full-service spa and an outdoor pool are featured at this smoke-free aparthotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area is also provided.

Pool

Pet friendly

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

4 Star Hotels Shelter Island

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Shelter Island 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Shelter Island will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Shelter Island, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Shelter Island hotels essential information

Accommodation	4,739 hotels
Lowest Price	$450
Highest Price	$1,136
Popular hotels	Montauk Yacht Club, Gurney's Montauk Resort & Seawater Spa, Baron's Cove, Marram, Silver Sands Motel & Beach Bungalows, Sound View Greenport, Canoe Place Inn and Cottages, Journey East Hampton, The Pridwin Hotel, Hero Beach Club, Madison Beach Hotel, Offshore Montauk

Recent Shelter Island hotel reviews by fellow wanderers

Offshore Montauk

5 out of 5

Posted 6 hours ago

Travelocity Verified Review

"My family and I stayed at Offshore Montauk and it was just perfect! The rooms were great, the staff were extremely accommodating, we were able to check-in earlier than we thought. Once I told them I was expecting family members, they were quick to try accommodating for us to be near each other. The pool area was clean, music was nice, the hotel is located walking-distance to many shops and restaurants plus like 2 minute-walk to the beach, literally across the street! I would recommend this hotel to anyone planning Montauk this summer "

A verified traveler stayed at Offshore Montauk