Photo by Brian V. Rowe

Shelter Island Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Shelter Island hotels

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1002)
"Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. "
United States
sue
Pier Blue Inn Old Saybrook - Essex

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (713)
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
Shorewood Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (445)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is €95
includes taxes & fees
7 Jan - 8 Jan
Hamlet Inn

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (299)
"Is good"
United States
Miguel
The price is €75
includes taxes & fees
6 Jan - 7 Jan
Clinton Motel

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is €102
includes taxes & fees
6 Jan - 7 Jan
House on Chase Creek

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (882)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (93)
"Hotel was beautiful !!"
United States
Erica
The price is €162
includes taxes & fees
19 Jan - 20 Jan
Offshore Montauk

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (465)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is €66
includes taxes & fees
11 Jan - 12 Jan
Econo Lodge Inn & Suites Old Saybrook Westbrook

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1003)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is €95
includes taxes & fees
11 Jan - 12 Jan
Quality Inn Old Saybrook - Westbrook

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1279)
"Very beautiful place, staff are amazing. Thank you"
United States
Frank
The price is €152
includes taxes & fees
6 Jan - 7 Jan
Montauk Manor

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (558)
"Room and staff were amazing. "
United States
Manuel
The price is €156
includes taxes & fees
1 Feb - 2 Feb
The Harbor Front Inn

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1003)
"Everything was perfect, from the room to the staff. "
United States
Kathleen
The price is €156
includes taxes & fees
14 Jan - 15 Jan
Inn at Harbor Hill Marina

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is €107
includes taxes & fees
6 Jan - 7 Jan
Southampton Long Island Hotel

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
"Loved this hotel. Rooms were spacious and clean and the area is very quaint!"
United States
Ryan
The price is €103
includes taxes & fees
20 Jan - 21 Jan
Hyatt Place Long Island East End

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (133)
"Quiet and warm and clean. Nice touch from Housekeeping too! "
United States
Jessica
The price is €113
includes taxes & fees
12 Jan - 13 Jan
The Niantic Inn

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (603)
"Nice place"
United States
Mateusz
The price is €189
includes taxes & fees
4 Feb - 5 Feb
Sound View Greenport

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (234)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is €181
includes taxes & fees
6 Jan - 7 Jan
The Shoals Suites and Slips

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (178)
"Our stay was amazing! All the staff were so accommodating and kind. The inn has a rustic charm and was so festive for the holidays! Rooms are a good size, clean, and have everything you need. The breakfast was delicious and they even had free tea/coffee/cookies for all guests to enjoy :) "
United States
Chewon
The price is €195
includes taxes & fees
1 Feb - 2 Feb
Westbrook Inn B&B

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is €293
includes taxes & fees
6 Jan - 7 Jan
The 1770 House Restaurant & Inn
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.
Save an average of 15% on thousands of hotels when you're signed in

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 Sunset Beach and Crescent Beach.

Menantic Creek

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

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Sunset Beach 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 Mashomack Preserve and Sunset Beach.

Stay near popular Shelter Island attractions

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.

Central Park summer

Top Shelter Island Hotel Reviews

More cheap stays in 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.

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 18.4 mi (29.7 km) from the heart of Shelter Island, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Water's Edge Resort & Spa and Montauk Blue Hotel. 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?
Work and Play Special! Extended Stay Discount: This highly rated holiday home rental in Shelter Island is located near the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden. 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?
Gurney's Montauk Resort & Seawater Spa: Features a seasonal outdoor pool, an indoor pool and a private beach. Water's Edge Resort & Spa and Montauk Blue Hotel 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 97 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, Mashomack Preserve and Crescent Beach. A couple of additional sights to add to your itinerary are Gardiner's Bay Country Club and Shelter Island Historical Society. 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.

Explore a world of travel with Expedia