Shelter Island Hotels

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Our top choices for Shelter Island hotels

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (228 reviews)
"Would stay again. "
United States
pamela
The price is P3,761
P4,325 total
includes taxes & fees
Mar 2 - Mar 3
Lamplighter Motel - Clinton, Connecticut

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (302 reviews)
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is P4,513
P5,190 total
includes taxes & fees
Feb 26 - Feb 27
Clinton 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, (466 reviews)
"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 P3,878
P4,460 total
includes taxes & fees
Feb 26 - Feb 27
Econo Lodge Inn & Suites Old Saybrook Westbrook

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (913 reviews)
"Excellent "
United States
David
The price is P4,629
P5,483 total
includes taxes & fees
Mar 22 - Mar 23
Super 8 by Wyndham Old Saybrook

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (260 reviews)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (179 reviews)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is P11,911
P13,221 total
includes taxes & fees
Feb 25 - Feb 26
Westbrook Inn B&B

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,008 reviews)
"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "
United States
Kathleen
The price is P5,607
P6,448 total
includes taxes & fees
Feb 26 - Feb 27
Quality Inn Old Saybrook - Westbrook

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (207 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 P6,076
P7,245 total
includes taxes & fees
Feb 20 - Feb 21
Southampton Long Island Hotel

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
Vine & Sand

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 P6,928
P8,865 total
includes taxes & fees
Feb 26 - Feb 27
Sea Haven Resort Motel

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (149 reviews)
"Great spot!"
United States
Keith
Harpoon House

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "
United States
Valerie
The price is P20,718
P24,249 total
includes taxes & fees
Mar 4 - Mar 5
The Huntting Inn

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 P5,150
P5,922 total
includes taxes & fees
Mar 9 - Mar 10
Liberty Inn

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (80 reviews)
"Great place to stay. Very walkable, lovely room and comfortable bed. "
Australia
Alex
The price is P14,466
P18,180 total
includes taxes & fees
Feb 22 - Feb 23
Mill House Inn

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (196 reviews)
"Very nice and very clean."
United States
Daniel
The price is P8,957
P12,547 total
includes taxes & fees
Mar 1 - Mar 2
American Beech Hotel

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (298 reviews)
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
The price is P18,747
P21,419 total
includes taxes & fees
Feb 20 - Feb 21
Zey Hotel

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,003 reviews)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is P16,722
P20,677 total
includes taxes & fees
Feb 23 - Feb 24
Saybrook Point Resort & Marina

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (81 reviews)
" 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 P9,629
P11,002 total
includes taxes & fees
Feb 21 - Feb 22
House on Chase Creek

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (176 reviews)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is P14,008
P18,319 total
includes taxes & fees
Feb 23 - Feb 24
The Menhaden

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (71 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is P8,179
P9,345 total
includes taxes & fees
Mar 14 - Mar 15
Hampton Bays Hotel on Main
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Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
Learn more about Shelter Island

Silver Beach

Silver Beach offers a tranquil coastal retreat on Shelter Island with direct access to the sound. This charming neighborhood 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 center 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 neighborhood 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 Harbor 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 neighborhood balances authentic maritime character with vacation 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 center 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: Enjoy the picturesque beaches of Shelter Island, ideal for relaxation and romantic getaways.
  • Outdoor Adventures: Engage in various outdoor activities, from hiking to wildlife spotting, amidst breathtaking scenery.
  • Cultural Experiences: Explore the island's historic buildings and vibrant cultural offerings.
  • Charming Accommodations: Choose from delightful bed and breakfasts and unique stays that cater to all types of travellers.
  • Scenic Views: Take in the stunning water views and tranquil landscapes that make Shelter Island a serene escape.

Find great hotels near Shelter Island

Discover a range of delightful accommodation options on Shelter Island, New York, from charming bed and breakfasts to unique agritourism properties. Whether you're seeking pet-friendly lodgings, family-friendly retreats, or adventurous stays, Shelter Island offers something for every traveller. Explore the best hotels and luxury accommodations that promise an unforgettable vacation experience amidst the natural beauty of this picturesque destination.

  • Sound View Greenport: Nestled 6.4km away from Shelter Island, Sound View Greenport exudes a warm and inviting atmosphere perfect for family getaways and business travellers alike. With a distinctive pet-friendly theme, this 3.5-star hotel welcomes dogs and cats, ensuring your furry companions can join in the fun. Families will appreciate the thoughtful amenities for children, including free cribs and window guards for safety. Guests rave about the comfortable accommodations and the serene views, making it an ideal retreat for those seeking relaxation amidst nature.
  • The Harbor Front Inn: Located a mere 4.8km from Shelter Island, The Harbor Front Inn is synonymous with charm and convenience. This 3.5-star hotel caters to pet lovers and business travellers, featuring a welcoming environment for pets, including dogs. With permitted in-room pets and a service animal policy that waives fees, it provides a hassle-free stay for all guests. The hotel’s prime location offers stunning waterfront views, making it a perfect spot for relaxation after a busy day of exploring the local area.
  • Sag Harbor Inn: Positioned 8.0km from Shelter Island, Sag Harbor Inn offers a sophisticated retreat for business travellers seeking comfort and convenience. This 3.5-star hotel is known for its tranquil ambiance and elegant accommodations, making it an attractive option for those looking to unwind after a busy day. While it focuses primarily on business travel, the inn’s welcoming atmosphere and proximity to local attractions ensure that all guests feel at home, whether for work or pleasure.

Where to stay near Shelter Island

Embark on a delightful journey to Shelter Island, New York, where outdoor adventures and romantic beach escapes await. This peaceful getaway offers breathtaking water views and a charming atmosphere, perfect for memorable excursions. Nearby Long Island enhances your experience with family-friendly activities and serene landscapes. Whether you seek relaxation or scenic beauty, Shelter Island promises an enchanting retreat filled with history and natural wonder.

  • Hamptons: Nestled approximately 14.5km from Shelter Island, the Hamptons are renowned for their stunning beaches and picturesque landscapes. This popular destination attracts visitors primarily from June to August, offering a delightful mix of outdoor and romantic experiences. Activities abound, including rounds of golf on pristine courses, music concerts in charming venues, and leisurely days spent at the beach. With family-friendly beaches and serene lakes nearby, the Hamptons provide an inviting escape for those seeking relaxation and adventure in equal measure.
  • Greenport: Situated merely 4.8km from Shelter Island, Greenport is a vibrant city that captures the essence of coastal living. Like the Hamptons, its peak visitor season falls between June and August, making it a lively summer retreat. Visitors flock here for outdoor pursuits, romantic strolls along the waterfront, and delightful beach days. The city's attractions include golf courses and recreational areas, while local beaches and parks offer perfect spots for relaxation. Greenport's charming atmosphere and scenic views make it a must-visit destination during your vacation.
  • Sag Harbor: Located about 8.0km from Shelter Island, Sag Harbor boasts a rich maritime history and a charming village atmosphere. The city experiences seasonal visitor patterns, with peak numbers from June through August. Known for its beautiful beaches and outdoor activities, Sag Harbor is ideal for romantic getaways or family outings. Enjoy golfing, and explore the nearby lighthouse, or take a leisurely walk along the beach. With its unique blend of history and coastal charm, Sag Harbor is a delightful addition to your travel itinerary.

Things to do in and around Shelter Island

Experience the charm of Shelter Island, perfect for romantic beach getaways and outdoor adventures. Engage in activities like skiing and explore ski resorts, while also enjoying the vibrant nightlife filled with live music. Don't miss the chance to spot local wildlife and create unforgettable memories during your stay amidst the natural beauty of this serene destination.

Shopping

For shopping in Shelter Island, visit the Greenport Farmers' Market, just 4.8km away, offering local produce and unique gifts. The Style Bar, 8.0km from Shelter Island, features stylish clothing. If you're up for a drive, Love Lane, located 17.7km away, boasts a charming shopping area with a family-friendly vibe.

Recreation

Shelter Island Whale's Tail offers a fun-filled mini golf experience for families, combining adventure and sports vibes. Noyac Golf Club, just 9.7km away, invites golf enthusiasts to enjoy its outdoor setting. For relaxation, Cedar Point County Park, 8.0km from Shelter Island, provides a tranquil space for wellness activities.

Adventure

Splish Splash Water Park offers thrilling water rides and attractions for the whole family, located 37.0km from Shelter Island. For outdoor enthusiasts, the Walking Dunes Trailhead, 25.7km away, provides scenic hiking trails amid stunning landscapes. Experience the excitement of motor racing at Riverhead Raceway, situated 35.4km from Shelter Island.

Nightlife

Experience the whimsical Greenport Carousel, perfect for families just 4.8km away, or enjoy a romantic evening at Bay Street Theatre, located 8.0km from Shelter Island, offering captivating performances. For a cinematic treat, head to Regal UA East Hampton, 17.7km away, showcasing the latest films.

*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, consider visiting between January and March when hotel prices are at their lowest, especially on Tuesdays. Avoid Fridays for more expensive rates. Use Expedia to find budget-friendly accommodation by sorting results from lowest to highest price, and filter for eco-certified options. Combine your hotel, flights, and activities through Expedia packages for additional savings. Explore free outdoor activities around the island to enjoy its natural beauty without spending much.

  • 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: Expedia's search tool enables you to specify your budget, preferred location, and additional preferences. You can organise your results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Furthermore, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save on your overall expenses by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Shelter Island

Shelter Island offers a delightful escape for outdoor enthusiasts and couples seeking a romantic beach getaway. Visitors can explore stunning beaches, enjoy the charm of urban parks, and discover historic buildings. The island is perfect for those interested in cultural experiences, family activities, and scenic views, with highlights including Sunset Beach and opportunities to spot whales. A trip to Shelter Island promises a memorable blend of relaxation and adventure.

  • Safe Harbor Stirling: Located 4.8km from Shelter Island, this picturesque harbour offers stunning beach views and scenic vibes. A perfect spot for relaxing walks, picnicking, or simply soaking in the tranquil atmosphere, it's an ideal getaway for nature lovers.
  • LongHouse Reserve: Situated 14.5km away, this enchanting sculpture garden is perfect for families and outdoor enthusiasts. Explore beautifully curated gardens adorned with contemporary sculptures, providing a unique fusion of art and nature that inspires creativity and reflection.
  • Custer Institute and Observatory: Only 8.0km from Shelter Island, this fascinating space observatory invites you to explore the wonders of the universe. Engage in educational programmes and stargazing events, making it a must-visit for aspiring astronomers.

Best time to go to Shelter Island

The best time to visit Shelter Island can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Shelter Island falls in August, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Shelter Island falls in January, 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

When visiting Shelter Island, you can access it via three major airports. Islip, NY (ISP-MacArthur) is located 70.8km away, with nearby hotels like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both just 6.4km from the airport, and the Radisson Hotel Hauppauge-Long Island, which is 14.5km away. East Hampton, NY (HTO) is situated 14.5km from Shelter Island, with excellent options such as the luxurious 4.5-star Topping Rose House and The Baker House 1650, both 4.8km away. Montauk, NY (MTP) is 35.4km away and offers the 4-star Marram and Gurney's Montauk Resort & Seawater Spa, both within 8.0km of the airport.

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 traveler data. Other good choices for your trip to the area are Sound View Greenport and Montauk Manor. 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, the majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and get 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 pet-friendly accommodation in Shelter Island?
Sunset Beach Hotel is a top hotel for people traveling 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 place 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 accommodations 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. Sound View Greenport and Montauk Manor are a couple of other choices that feature an onsite 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 99 hotels and other accommodations 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 agenda are Shelter Island Historical Society and Shelter Island Whale's Tail. Check out what more to see and do in Expedia's Shelter Island guide.
What's the weather like in Shelter Island?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.

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