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Our top choices for Shelter Island hotels

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
"nice area and quiet...eat and drink in the same place"
United States
michael
The price is Rp1.709.840
Rp1.966.316 total
includes taxes & fees
5 Apr - 6 Apr
Quality Inn Old Saybrook - Westbrook

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (304 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
The price is Rp1.284.704
Rp1.477.410 total
includes taxes & fees
28 Mar - 29 Mar
Clinton Motel

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (150 reviews)
"Clean rooms friendly staff"
United States
Crystal
The price is Rp1.947.341
Rp2.239.442 total
includes taxes & fees
13 Apr - 14 Apr
The Niantic Inn

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, (1,003 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
The price is Rp1.186.104
Rp1.364.019 total
includes taxes & fees
29 Mar - 30 Mar
Pier Blue Inn Old Saybrook - Essex

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is Rp3.088.361
Rp3.528.453 total
includes taxes & fees
1 Apr - 2 Apr
North Fork Cottages & RV Resort

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (729 reviews)
"We really love the place. It was walking distance from some of the best steaks in Long Island. The staff was so friendly our room could possibly need a new coat of paint rather than that the room was in very good condition."
United States
Thomas
The price is Rp1.551.787
Rp1.772.892 total
includes taxes & fees
29 Mar - 30 Mar
Shorewood Inn

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (149 reviews)
"Room was clean. Bathroom was refinished. "
United States
robert
The price is Rp2.535.600
Rp2.896.923 total
includes taxes & fees
31 Mar - 1 Apr
Harpoon House

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,001 reviews)
"Great hotel, clean, walkable area "
United States
Lawanne
The price is Rp2.298.944
Rp2.626.544 total
includes taxes & fees
29 Mar - 30 Mar
Hyatt Place Long Island East End

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (465 reviews)
"Great place. Beautiful property. Friendly staff"
United States
Amie
The price is Rp1.810.418
Rp2.340.021 total
includes taxes & fees
31 Mar - 1 Apr
Hamlet Inn

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (208 reviews)
"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 Rp2.113.875
Rp2.520.923 total
includes taxes & fees
31 Mar - 1 Apr
Southampton Long Island Hotel

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (230 reviews)
"Would stay again. "
United States
pamela
The price is Rp1.098.760
Rp1.263.574 total
includes taxes & fees
30 Mar - 31 Mar
Lamplighter Motel - Clinton, Connecticut

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (915 reviews)
"Excellent "
United States
David
The price is Rp1.171.447
Rp1.387.566 total
includes taxes & fees
1 Apr - 2 Apr
Super 8 by Wyndham Old Saybrook

Offshore Montauk

Offshore Montauk
4.5 star property
Montauk
9.4 out of 10, Exceptional, (115 reviews)
"The view was beautiful and room was spotless. Robert assisted us to all we needed . Great spot and will definitely book it once again ! "
United States
Cruz
The price is Rp3.027.506
Rp4.424.567 total
includes taxes & fees
12 Apr - 13 Apr
Offshore Montauk

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (250 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is Rp2.861.678
Rp3.692.067 total
includes taxes & fees
2 Apr - 3 Apr
The Shoals Suites and Slips

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,003 reviews)
"Always a nice stay. Clean and comfortable."
United States
Shelby
The price is Rp3.025.816
Rp3.479.688 total
includes taxes & fees
30 Mar - 31 Mar
Inn at Harbor Hill Marina

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31 reviews)
"Great staff"
United States
Douglas
The price is Rp1.904.009
Rp2.436.370 total
includes taxes & fees
31 Mar - 1 Apr
Sea Haven Resort Motel

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, (469 reviews)
"The only thing they serve for continental breakfast are waffles and orange juice and coffee very disappointed"
United States
Candise
The price is Rp1.133.075
Rp1.303.036 total
includes taxes & fees
5 Apr - 6 Apr
Econo Lodge Inn & Suites Old Saybrook Westbrook

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (641 reviews)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is Rp1.470.648
Rp1.691.245 total
includes taxes & fees
5 Apr - 6 Apr
Liberty Inn

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (262 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is Rp3.624.556
Rp4.023.321 total
includes taxes & fees
5 Apr - 6 Apr
The Captain Stannard

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (181 reviews)
"Delicious breakfast, wonderful service and beautiful accommodations."
United States
Beth
The price is Rp3.479.688
Rp3.862.454 total
includes taxes & fees
31 Mar - 1 Apr
Westbrook Inn B&B
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.
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Where to stay in Shelter Island

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

Silver Beach

Silver Beach offers a tranquil coastal retreat on Shelter Island with direct access to the sound. This charming area features weathered cottages and natural shorelines perfect for peaceful waterfront strolls. Shell Beach provides a serene spot for swimming and sunbathing. The neighborhood's calm waters make it ideal for kayaking and small boat activities. Enjoy the scent of salt air mixed with pine and beach roses. Most visitors bring supplies or travel to nearby island markets since Silver Beach maintains its residential character.

Menantic Creek

Menantic Creek on Shelter Island offers a peaceful waterfront escape where natural beauty takes centre stage. This residential haven features classic Hamptons-style homes with private docks nestled among mature trees. The winding creek waters create a tranquil backdrop for a truly authentic island experience. The area provides excellent opportunities for kayaking, paddleboarding, and birdwatching along pristine shorelines. Visitors can easily explore nearby attractions like Wades Beach and Shelter Island Historical Society. Those seeking quiet relaxation will appreciate the gentle creek sounds and salt-tinged air that define this serene coastal retreat.

Coecles Harbor

Coecles Harbour offers a peaceful retreat where pristine waterfront paths wind along Peconic Bay. Luxury yachts and sailboats dot the protected marina, creating a classic New England coastal scene. Wooden docks extend into calm waters, providing perfect sunset viewing spots. This upscale Shelter Island area balances authentic maritime character with holiday amenities. Visitors can enjoy swimming at Menhadden Lane Beach or explore by kayak and paddleboard. The quiet atmosphere, with only the sounds of lapping waves and seabirds, makes it ideal for those seeking a serene coastal escape.

Hay Beach

Hay Beach offers a tranquil peninsula retreat on Shelter Island, away from the bustling Hamptons scene. This residential haven is surrounded by water on three sides with several beach access points for scenic coastal views. Private waterfront homes and cottages create a peaceful atmosphere where natural beauty takes centre stage. Visitors can explore Menhadden Lane Beach or take short trips to nearby Gardiner's Bay Country Club. The neighborhood's charm lies in its uncrowded shoreline paths and pristine waters. Perfect for kayaking, swimming, and sunset watching, Hay Beach delivers a genuine low-key coastal experience.

Shorewood

Shorewood offers a peaceful retreat on Shelter Island with pristine shorelines and scenic waterfront paths. Classic Hamptons-style cottages with cedar shingles and white trim line the quiet, tree-lined streets. The neighborhood's charm lies in its natural beauty and exclusive residential character. Wades Beach beckons with sandy shores and calm bay waters perfect for swimming and kayaking. Visitors appreciate the minimal tourist crowds and opportunities for stargazing at night. The salt air mingles with pine scents while gentle waves create a soothing natural soundtrack.

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 picturesque beaches, perfect for relaxation and romantic getaways.
  • Outdoor Adventures: Enjoy a variety of activities, from hiking to skiing at nearby resorts.
  • Natural Beauty: Explore the island's scenic landscapes and tranquil parks, ideal for unwinding.
  • Charming Accommodations: Choose from delightful bed and breakfasts and family-friendly lodgings.
  • Cultural Experiences: Discover historic buildings and immerse yourself in the local charm.

Find great hotels near Shelter Island

Whether you're seeking a charming bed and breakfast or an agritourism property, Shelter Island offers a delightful array of accommodation options to suit every traveller. With a focus on pet-friendly facilities and family-friendly experiences, you'll find hotels equipped with essential amenities such as accessible rooms, air conditioning, and restrooms. Enjoy a memorable stay amidst the island's natural beauty and adventure-filled activities.

  • The Harbor Front Inn: This charming 3.5-star hotel offers a delightful blend of business convenience and a pet-friendly environment, making it a perfect choice for both leisure and work travellers. Situated 4.8km from Shelter Island, The Harbor Front Inn features modern amenities to cater to your needs, including spacious rooms that allow dogs and a welcoming atmosphere for pets. With its proximity to local attractions, guests can enjoy both the tranquillity of the area and the comfort of their furry companions.
  • SEVEN - Shelter Island Guest House: A haven for adventure seekers and golf enthusiasts, SEVEN - Shelter Island Guest House is a delightful 3.5-star bed and breakfast located just 1.6km from Shelter Island. This accommodation is tailored for those seeking excitement, with easy access to various outdoor activities such as kayaking, surfing, and snowshoeing. The guest house embraces a pet-friendly policy, ensuring that your four-legged friends are welcome. Guests can enjoy a unique golfing experience right at the property, providing a perfect blend of relaxation and adventure.
  • Fordham House: Offering a warm and inviting atmosphere, Fordham House is a quaint 3-star bed and breakfast located 4.8km from Shelter Island. Guests can indulge in complimentary full breakfasts during their stay, giving them a delightful start to each day. The property’s charming features and attentive service create a homely feel, making it an excellent choice for those looking to unwind and enjoy a peaceful getaway. With its emphasis on comfort and hospitality, Fordham House is a lovely retreat after a day of exploration.

Where to stay near Shelter Island

Embark on a delightful journey in Shelter Island, where outdoor adventures and romantic beach getaways await. Explore the stunning American Beech, immerse yourself in charming experiences, and enjoy the scenic beauty of adjacent islands. With a family-friendly atmosphere and opportunities for excursions, Shelter Island offers a perfect blend of relaxation and exploration, even in the colder weather. Discover the magic of this enchanting destination during your stay.

  • Greenport: Located a mere 4.8km from Shelter Island, Greenport is a charming coastal village known for its vibrant maritime culture and scenic waterfront. The travel experience here is marked by a blend of outdoor adventures and romantic escapes, particularly during the peak summer months of June to August. Visitors can enjoy activities such as golfing, attending live music concerts, and exploring recreational areas. Notable local attractions include family-friendly beaches and parks that provide a perfect backdrop for relaxation and enjoyment.
  • Hamptons: Approximately 14.5km from Shelter Island, the Hamptons are synonymous with sophistication and leisure, attracting a diverse array of tourists. The area experiences a similar seasonal pattern, with the highest visitor numbers from June to August. Renowned for its stunning beaches and outdoor activities, the Hamptons offer an idyllic setting for a romantic getaway. Guests can partake in golfing, visit picturesque recreational spots, or attend various music events. The nearby beaches and tranquil lakes are perfect for sunbathing and engaging in water sports.
  • Sag Harbor: Situated just 8.0km from Shelter Island, Sag Harbor is a historic whaling village that exudes charm and character. The travel experience here is equally seasonal, with peak visits occurring in the summer months. Known for its outdoor and beach experiences, Sag Harbor entices visitors with opportunities for golfing and even skiing in winter. Key attractions include scenic beaches, a family beach, and the iconic lighthouse, making it a delightful destination for both relaxation and exploration.

Things to do in and around Shelter Island

Shelter Island offers a perfect setting for outdoor and romantic beach vacations. Visitors can indulge in a variety of activities, including skiing at nearby resorts for adventure seekers. Day trips to the island present opportunities to explore its natural beauty and tranquillity, making it an ideal destination for those looking to unwind or seek adventure amidst picturesque surroundings.

Shopping

The Greenport Farmers' Market, located 4.8km away, offers a vibrant public market atmosphere with local produce and artisan goods. The Style Bar, 8.0km from Shelter Island, provides a chic shopping experience. If you're up for a drive, Love Lane, 17.7km away, features family-friendly boutiques and shops.

Recreation

Shelter Island Whale's Tail offers a fun-filled mini golf experience, perfect for families and adventure seekers. For golf enthusiasts, Noyac Golf Club provides a picturesque outdoor setting just 9.7km away. Meanwhile, Cedar Point County Park, located 8.0km away, is ideal for relaxation and wellness amidst nature.

Adventure

Experience the thrill of freefall at Long Island Skydiving Center, located 43.5km from Shelter Island, where adventure and adrenaline await. For family fun, visit Splish Splash Water Park, 37.0km away, offering exhilarating water rides. Explore the stunning scenery along Walking Dunes Trailhead, situated 25.7km away.

Nightlife

On Shelter Island, the Greenport Carousel offers a charming outdoor atmosphere, perfect for a nostalgic evening. For a dose of culture and romance, Bay Street Theatre enchants with its performances. Alternatively, Regal UA East Hampton cinema provides a delightful family-friendly experience, showcasing the latest films in a relaxed setting.

*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 visit to Shelter Island, consider travelling during the off-peak months from January to March, when accommodation prices are cheaper. Booking your stay on a Tuesday can also reduce costs, while Fridays tend to be the most expensive. Utilise Expedia's search tool to filter hotels by budget and location, and explore package deals that combine flights, hotels, and activities for added savings. Additionally, take advantage of free attractions and public transport to keep your expenses down while enjoying the island's offerings.

  • 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 Friday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of hotel you favour. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservation on Shelter Island with your flights and activities through an Expedia package.

Find the best attractions in and around Shelter Island

Shelter Island offers a charming blend of outdoor adventures and romantic beach getaways, perfect for a delightful vacation. Visitors can explore captivating beaches, serene urban parks, and historic buildings, catering to those seeking cultural experiences and natural beauty. With its picturesque settings, Shelter Island is an ideal destination for travellers looking to unwind and connect with nature.

  • 67 Steps Beach: Experience the serene beauty of 67 Steps Beach, just 6.4km from Shelter Island. This beach offers a perfect escape with its laid-back vibes, allowing you to bask in the sun, enjoy the gentle surf, and take leisurely strolls along the shoreline.
  • Orient Point County Park: A mere 12.9km away, Orient Point County Park is an urban oasis ideal for families. With its spacious areas for picnicking and various outdoor activities, visitors can relish the vibrant atmosphere while exploring the park's natural beauty.
  • Gardiner's Bay Country Club: Located within Shelter Island, Gardiner's Bay Country Club is a golfer's haven. Enjoy a round of golf surrounded by stunning views, and unwind in the club's friendly atmosphere, making it a perfect spot for both novice and seasoned golfers.

Best time to go to Shelter Island

The best time to visit Shelter Island is dependent 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

Reaching Shelter Island, New York, is convenient via several major airports. Islip, NY (ISP-MacArthur) is located 70.8km away, with nearby accommodation options such as Jake's 58 Casino Hotel, 6.4km from the airport, and the Holiday Inn Long Island-Islip Arpt East, 8.0km away, both offering shuttle services. New Haven, CT (HVN-Tweed) is 51.5km from Shelter Island, featuring the Omni New Haven Hotel at Yale, just 4.8km from the airport. East Hampton, NY (HTO) is the closest at 14.5km away, with The Maidstone, a 4-star hotel located 4.8km from the airport, providing easy access for travellers.

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 Montauk Manor and Water's Edge Resort & Spa. See all available top hotels, or 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: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Manor and Water's Edge Resort & Spa 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 101 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 Gardiner's Bay Country Club and Shelter Island Whale's Tail. 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.