Shelter Island Hotels

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Top 10 trending Shelter Island hotels

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1245)
"I had the best time and highly recommend this hotel!"
The price is €306
includes taxes & fees
9 Sept - 10 Sept
Montauk Manor

Beachcomber Resort at Montauk

3.0 star property
9.4 out of 10, Exceptional, (581)
"Clean, friendly and great location. "
Beachcomber Resort at Montauk

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1016)
"The venue is great. "
The price is €383
includes taxes & fees
9 Sept - 10 Sept
Saybrook Point Resort & Marina

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (922)
"great stay "
The Atlantic Hotel

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very good, (662)
"It was clean and staff is very nice "
The price is €612
includes taxes & fees
14 Sept - 15 Sept
Gurney's Montauk Resort & Seawater Spa

Hampton Bays Hotel on Main

2.0 star property
6.8 out of 10, (55)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main

Marram

4.0 star property
8.8 out of 10, Excellent, (220)
"Food was amazing, bed was so comfy and clean, overall 10/10"
The price is €427
includes taxes & fees
28 Sept - 29 Sept
Marram

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very good, (195)
"Great location, amazing view, clean, friendly and helpful staff."
The price is €116
includes taxes & fees
14 Sept - 15 Sept
Ocean Surf Resort

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1000)
"Good budget friendly hotel"
The price is €79
includes taxes & fees
11 Sept - 12 Sept
Pier Blue Inn Old Saybrook - Essex

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (361)
"Pet friendly "
The price is €291
includes taxes & fees
2 Oct - 3 Oct
The Preston House & Hotel

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (201)
"We loved how close it was to all amenities."
Greenporter Hotel

Offshore Montauk

2.0 star property
9.2 out of 10, Wonderful, (44)
"Great stay"
The price is €351
includes taxes & fees
16 Sept - 17 Sept
Offshore Montauk

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (510)
"Great location ,beautiful hotel,nice staff"
The price is €236
includes taxes & fees
21 Sept - 22 Sept
The Harbor Front Inn

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1017)
"Excellent Stay"
The price is €96
includes taxes & fees
16 Sept - 17 Sept
Quality Inn Old Saybrook - Westbrook

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (648)
"Great restaurant and beautiful beaches near by"
The price is €256
includes taxes & fees
4 Sept - 5 Sept
The Hampton Maid

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1009)
"It was a great time we really enjoyed our stay!!"
The price is €249
includes taxes & fees
8 Sept - 9 Sept
Water's Edge Resort & Spa

The Montauk Soundview

3.0 star property
8.6 out of 10, Excellent, (308)
"Nice stay"
The price is €236
includes taxes & fees
16 Sept - 17 Sept
The Montauk Soundview

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1005)
"Service at the restaurant was not very good aside from that beautiful hotel and property! "
Montauk Yacht Club

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (307)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is €180
includes taxes & fees
10 Sept - 11 Sept
Hampton's Vacation Inn

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (433)
"Nice rooms and kind, helpful staff. Continental breakfast is a great perk!"
The price is €201
includes taxes & fees
28 Sept - 29 Sept
Bayview Resort
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Check out pet-friendly hotels in Shelter Island

Hotels with a pool in Shelter Island you'll enjoy

These family-friendly hotels in Shelter Island may fit your trip

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.

Where to stay in Shelter Island

Find the best Shelter Island areas for the activities you enjoy most.

Silver Beach

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Wades Beach and Sunset Beach.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wades Beach and Sunset Beach.

Near an Attraction

Shelter Island Whale's Tail

Shelter Island Whale's Tail

You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.

Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

Photo by tom owens
Open Photo by tom owens

Top Shelter Island Hotel Reviews

More cheap stays in Shelter Island

More cheap stays in Shelter Island

Find out more about Shelter Island

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Shelter Island boasts beautiful beaches ideal for relaxation, sunbathing, and beach activities.
  • Charming Scenery: The picturesque landscape offers a tranquil atmosphere, perfect for romantic getaways.
  • Historic Exploration: Discover the rich history of the area through its historic buildings and local culture.
  • Outdoor Activities: Engage in scenic golf courses, beach firepits, and various outdoor adventures.
  • Family-Friendly Accommodations: A range of lodging options ensures comfort and accessibility for all guests.

Find great hotels near Shelter Island

Whether you're seeking a charming agritourism property or a comfortable hotel, Shelter Island offers a delightful array of lodging options to enhance your holiday experience. With a focus on family-friendly amenities and pet-friendly policies, you'll find accommodations that cater to your every need, including accessible rooms and air-conditioned seating. Explore the beautiful surroundings and enjoy a memorable stay in this picturesque destination.

  • Sound View Greenport: Nestled a mere 6.4km from Shelter Island, Sound View Greenport caters to the discerning traveller seeking a blend of business and leisure. This 3.5-star hotel is positioned directly on the beach, providing guests with stunning seaside views and easy access to sun-soaked relaxation. Families will appreciate the child-friendly amenities, including complimentary cribs and window guards for safety. Business travellers can take advantage of the well-equipped conference space and meeting rooms, making it an ideal spot for both work and play.
  • Sag Harbor Inn: Located 8.0km from Shelter Island, Sag Harbor Inn is another excellent choice for those looking to combine business with leisure. This 3.5-star accommodation is tailored for the business-minded traveller, featuring dedicated meeting rooms for your professional needs. While its focus is on business, guests can also enjoy the charming surroundings of Sag Harbour, offering a quintessential seaside experience. The inn’s warm atmosphere ensures a comfortable stay, making it a practical choice for your visit.
  • The Harbor Front Inn: Just 4.8km from Shelter Island, The Harbor Front Inn offers a unique appeal for those travelling with pets, as it is a pet-friendly establishment. This 3.5-star hotel combines business amenities with a welcoming environment for furry friends, allowing pets in rooms and waiving fees for service animals. Ideal for both business and leisure travellers, the inn provides a comfortable retreat while being close to the picturesque waterfront, enhancing your stay with an inviting atmosphere and modern amenities.

Where to stay near Shelter Island

Shelter Island offers a delightful blend of stunning beaches and charming scenery, perfect for a romantic or relaxing getaway. With easy access to lovely beaches, visitors can unwind and soak up the sun. Explore nearby towns for family-friendly excursions and budget-friendly activities that showcase the area's rich history and natural beauty. Whether you're strolling along the shoreline or enjoying a scenic drive, Shelter Island promises a memorable experience for every traveller.

  • Hamptons: A mere 14.5km from Shelter Island, the Hamptons are a quintessential summer retreat, famed for their beautiful beaches and vibrant outdoor lifestyle. Visitors flock here from June to August for romantic getaways and family outings. The area boasts an array of golf courses, music concerts, and luxurious resorts, catering to diverse tastes. Local highlights include pristine beaches and serene lakes, making it an ideal spot for relaxation and outdoor activities. The Hamptons’ charming villages exude a sophisticated yet laid-back vibe, perfect for leisurely strolls and scenic picnics.
  • Greenport: Located just 4.8km from Shelter Island, Greenport is a delightful coastal village that welcomes visitors with its quaint charm and rich maritime history. The peak travel season runs from June to August, attracting couples and families seeking beachside fun and outdoor adventures. Popular activities include golfing and attending local music concerts, while the nearby family-friendly beaches provide ample opportunities for sunbathing and swimming. Greenport also features a vibrant event conference venue, adding to its appeal as a cultural hub. The picturesque waterfront and charming shops make for a perfect day of exploration.
  • Sag Harbor: A short 8.0km jaunt from Shelter Island, Sag Harbor is a historic whaling village that combines scenic beauty with a rich cultural heritage. The area draws visitors from June to August looking for outdoor activities and romantic seaside experiences. With access to golf courses and ski fields, it offers a variety of recreational options. Nearby beaches and parks provide tranquil spaces for relaxation or picnicking. Sag Harbor's quaint streets are lined with boutiques and galleries, making it a delightful spot for leisurely exploration and discovering local art.

Things to do in and around Shelter Island

Shelter Island offers a delightful blend of outdoor and beach activities perfect for romantic getaways. Visitors can enjoy scenic golf courses, engaging acoustic sets, and memorable beach days. Relax by the water, partake in various beach activities, or gather around beach firepits for a cosy evening. Whether you're seeking adventure or tranquillity, Shelter Island provides an idyllic setting for a rejuvenating holiday.

Shopping

The Greenport Farmers' Market is a charming spot located 4.8km away, offering local produce and unique gifts. The Style Bar, 8.0km from Shelter Island, features trendy clothing and accessories. If you're up for a drive, visit Love Lane, 17.7km away, known for its family-friendly shops and boutiques.

Recreation

At Shelter Island Whale's Tail, enjoy a fun-filled mini-golf experience with family vibes and adventure. For a more serene outing, visit Cedar Point County Park, where you can relax amidst nature's beauty, and indulge in outdoor sports at Noyac Golf Club, roughly 9.7km away.

Adventure

At Splish Splash Water Park, 37.0km from Shelter Island, enjoy thrilling water rides and family-friendly attractions. Discover the stunning scenery along the Walking Dunes Trailhead, located 25.7km away, perfect for adventurous hikes. For adrenaline junkies, 35.4km away, Riverhead Raceway offers exciting motor racing experiences.

Nightlife

The nightlife on Shelter Island offers a charming mix of outdoor fun at the Greenport Carousel, just 4.8km away, and cultural experiences at Bay Street Theatre, 8.0km away. For a romantic film night, visit Regal UA East Hampton, located 17.7km from the island.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Shelter Island

To save money on your trip to Shelter Island, plan your visit between January and March when hotel prices are at their lowest, especially on Tuesdays. Avoid weekends, particularly Saturdays, for more affordable rates. Use Expedia to refine your accommodation options by budget and preferences, and consider eco-certified hotels for sustainability. Additionally, look for package deals that combine flights and activities with your hotel booking for extra savings. Take advantage of free activities available on the island to enhance your experience without overspending.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Shelter Island is moderately seasonal. The cheapest months to stay in Shelter Island are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Shelter Island is Tuesday. The most expensive day to stay in Shelter Island is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation that suits you best. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Shelter Island

Shelter Island, a charming destination for outdoor and romantic getaways, offers a delightful mix of beaches, historic buildings, and urban parks. Visitors can immerse themselves in the local culture while enjoying family-friendly experiences. With its picturesque landscape and tranquil atmosphere, Shelter Island is perfect for those seeking relaxation by the shore or exploring the rich history of the area.

  • 67 Steps Beach: Located 6.4km from Shelter Island, 67 Steps Beach offers a serene escape with stunning views and relaxing beach vibes. Enjoy the soft sands and gentle waves, making it an ideal spot for sunbathing or leisurely strolls along the shore.
  • Gardiner's Bay Country Club: Situated within Shelter Island, Gardiner's Bay Country Club is a golfer's paradise. This picturesque course offers challenging play amidst beautiful landscapes, perfect for both seasoned golfers and beginners looking to enjoy a day on the greens.
  • Orient Point County Park: Just 12.9km away, Orient Point County Park is a family-friendly urban park that invites outdoor activities. Experience picnic areas, walking trails, and scenic views, making it a wonderful destination for a day out in nature.

Best time to go to Shelter Island

The best time to visit Shelter Island is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyAverageModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyHighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyLowAverage
November49.6°F (9.8°C)Light RainMostly SunnyLowAverage
December42.1°F (5.6°C)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island

For your visit to Shelter Island, you have several airport options. Islip, NY (ISP-MacArthur) is located 70.8km away, with nearby hotels such as the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. New Haven, CT (HVN-Tweed) is closer at 51.5km, offering quality accommodations like the 4-star Blake Hotel and Graduate by Hilton, both just 4.8km from the airport. The nearest option is East Hampton, NY (HTO), situated 14.5km away, where you can find the luxurious Mill House Inn and Topping Rose House, both 4.8km from the airport, providing easy access to your destination.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 13.4 mi (21.5 km) from the heart of Shelter Island, The Atlantic Hotel is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Quality Inn Old Saybrook - Westbrook and Marram. See all available top hotels, or vacation rentals in Shelter Island.

What are some of the best holiday rentals that Shelter Island has to offer?

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres: This highly rated holiday home rental in Shelter Island is equipped with a BBQ, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly. See all vacation rentals in Shelter Island.

If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.

What's the best dog-friendly accommodation option in Shelter Island?

Sunset Beach Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.

What's the best hotel to stay near the beach in Shelter Island?

Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach . See more stays near the beach in Shelter Island.

What are some accommodation options with pools in Shelter Island?

The Atlantic Hotel: Features 2 outdoor tennis courts, a seasonal outdoor pool and continental. Quality Inn Old Saybrook - Westbrook and Marram are a couple of other choices that offer an on-site pool. View all hotels with pools in Shelter Island.

What's it like to stay in Shelter Island?

Visitors can enjoy all that Shelter Island has to offer, including the parks, beaches and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 94 hotels and other accommodation options to choose from. Find out more about Shelter Island.

What should I see while I'm in Shelter Island?

Natural beauty is on display at Sunset Beach, Crescent Beach and Wades Beach. A couple of additional sights to add to your itinerary are Shelter Island Whale's Tail and Gardiner's Bay Country Club. Take a look at what more there is to see and do in Expedia's Shelter Island guide.

What's the seasonal weather in Shelter Island?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.