Shelter Island Hotels from S$94

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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 S$94
includes taxes & fees
18 Feb - 19 Feb
Lamplighter Motel - Clinton, Connecticut

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (302 reviews)
  • cleanliness
    Enjoy a seaside retreat in Clinton with a seasonal outdoor pool and free WiFi.
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is S$113
includes taxes & fees
18 Feb - 19 Feb
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)
  • cleanliness
    Convenient Old Saybrook location with free WiFi and parking near Tanger Outlets.
"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 S$97
includes taxes & fees
24 Feb - 25 Feb
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)
  • cleanliness
    Quiet budget-friendly hotel in Old Saybrook near attractions and outlets.
"Excellent "
United States
David
The price is S$120
includes taxes & fees
8 Mar - 9 Mar
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)
  • cleanliness
    Stay at this charming Georgian B&B with hiking trails and free bike rentals nearby.
"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)
  • cleanliness
    Relax at this oceanside B&B in Westbrook with free breakfast and bicycles.
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is S$265
includes taxes & fees
25 Feb - 26 Feb
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, (1,007 reviews)
  • cleanliness
    Serene Connecticut stay with indoor pool, convenient to train station and attractions.
"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 S$141
includes taxes & fees
23 Feb - 24 Feb
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)
  • cleanliness
    Enjoy easy access to Hamptons beaches and relax by the refreshing pool.
"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 S$158
includes taxes & fees
18 Feb - 19 Feb
Southampton Long Island Hotel

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
  • cleanliness
    Explore Southold's vineyards from this charming B&B with a seasonal pool.
"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)
  • cleanliness
    Relax minutes from Sebonack Golf Course in this cosy Southampton retreat.
"Great staff"
United States
Douglas
The price is S$193
includes taxes & fees
3 Mar - 4 Mar
Sea Haven Resort Motel

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (149 reviews)
  • cleanliness
    Unwind at this cosy B&B moments from Southampton's pristine beaches.
"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)
  • cleanliness
    Picturesque East Hampton B&B with an Italian restaurant and garden escape.
"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "
United States
Valerie
The price is S$529
includes taxes & fees
2 Mar - 3 Mar
The Huntting Inn

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (641 reviews)
  • cleanliness
    Serene waterside retreat near Essex Saybrook Antique Village with free WiFi and parking.
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is S$129
includes taxes & fees
9 Mar - 10 Mar
Liberty Inn

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (80 reviews)
  • cleanliness
    Experience coastal charm at this luxurious B&B near The Hamptons Beaches.
"Great place to stay. Very walkable, lovely room and comfortable bed. "
Australia
Alex
The price is S$397
includes taxes & fees
18 Feb - 19 Feb
Mill House Inn

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (196 reviews)
  • cleanliness
    Classic Greenport inn with complimentary bikes and dining on-site.
"Very nice and very clean."
United States
Daniel
The price is S$274
includes taxes & fees
18 Feb - 19 Feb
American Beech Hotel

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (298 reviews)
  • cleanliness
    Pedal through historic Greenport from this boutique hotel with complimentary bikes.
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
The price is S$467
includes taxes & fees
18 Feb - 19 Feb
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)
  • cleanliness
    Serene harbourside escape with full-service spa and scenic marina views.
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is S$413
includes taxes & fees
26 Feb - 27 Feb
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)
  • cleanliness
    Tranquil golf course retreat on Shelter Island with waterfront views and gardens.
" 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 S$150
includes taxes & fees
18 Feb - 19 Feb
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 S$400
includes taxes & fees
18 Feb - 19 Feb
The Menhaden

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (70 reviews)
  • cleanliness
    Located close to Hampton Bays Station, this hotel offers beachside relaxation and local charm.
"Loved the 2 bar options on the property."
United States
Jennifer
The price is S$204
includes taxes & fees
20 Feb - 21 Feb
Hampton Bays Hotel on Main
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. 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 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 with serene waters, perfect for relaxation and sunbathing.
  • Outdoor Adventures: Enjoy a variety of activities such as hiking, biking, and golfing amidst beautiful scenery.
  • Charming Accommodation: Choose from delightful bed and breakfasts and unique agritourism properties for a memorable stay.
  • Rich History: Explore historic buildings and landmarks that reflect the island's cultural heritage.
  • Romantic Getaways: Ideal for couples, the island offers a tranquil atmosphere for intimate escapes.

Find great hotels near Shelter Island

Discover a range of delightful accommodation options on Shelter Island, New York, where you can choose from charming bed and breakfasts to unique agritourism properties. This idyllic destination caters to families and pet-friendly travellers alike, offering a perfect blend of adventure and relaxation. Unwind in the welcoming atmosphere of Shelter Island hotels and enjoy a memorable getaway filled with natural beauty and local charm.

  • Sound View Greenport: Nestled a mere 6.4km from Shelter Island, Sound View Greenport is the ideal retreat for families, business travellers, and beach enthusiasts alike. This 3.5-star hotel boasts direct beach access, allowing guests to indulge in sun-soaked days by the water. Business amenities such as a Conference Space and Meeting Room cater to corporate needs, while families can enjoy thoughtful features like complimentary cribs and window guards designed for young children. With a perfect blend of relaxation and practicality, this hotel offers a memorable coastal experience.
  • Sag Harbor Inn: Just 8.0km from Shelter Island, Sag Harbor Inn is a distinguished choice for those seeking a business-friendly escape. This 3.5-star property excels in providing a conducive environment for professionals, equipped with a Meeting Room that supports various corporate activities. While maintaining a focus on business, the inn captures the charm of the surrounding area, making it a pleasant place for guests to unwind after a productive day. Experience the balance of work and leisure at this welcoming establishment.
  • The Harbor Front Inn: Located a mere 4.8km from Shelter Island, The Harbor Front Inn is a versatile 3.5-star accommodation that welcomes both business travellers and their pets. Its pet-friendly policy allows dogs to stay in rooms, ensuring that no family member is left behind. The hotel provides essential business amenities while also offering a relaxing atmosphere for leisure. With a commitment to service, this inn strikes a perfect balance between professional and personal needs, making it a great choice for those travelling with furry companions.

Where to stay near Shelter Island

Discover the enchanting charm of Shelter Island, a perfect getaway for those seeking serene waters and picturesque scenery. This idyllic destination offers a blend of outdoor adventures and romantic escapes, with family-friendly neighbourhoods to explore. Unwind on beautiful beaches, delve into the area's rich history, and uncover charming spots that make Shelter Island a delightful retreat. Nearby, you'll find excursions that enhance your experience, ensuring a memorable holiday filled with relaxation and scenic beauty.

  • Hamptons: Located 14.5km from Shelter Island, the Hamptons is a quintessential summer retreat known for its stunning beaches and vibrant outdoor activities. This area comes alive from June to August, attracting visitors seeking romantic getaways and family fun. Popular attractions include pristine beaches, golf courses, and lively music concerts. The picturesque landscape also features charming lakes, making it an ideal spot for leisurely picnics and sunset strolls. The Hamptons’ blend of luxury and natural beauty ensures an unforgettable travel experience.
  • Greenport: Just 4.8km away from Shelter Island, Greenport is a delightful seaside village perfect for those in search of a romantic and outdoor experience. The city sees a seasonal influx of visitors, particularly from June to August, as it offers inviting beaches and engaging cultural events. Golf courses and music concerts are popular activities, while local landmarks, including family-friendly beaches and event venues, add to its charm. Greenport's vibrant waterfront and quaint shops enhance its appeal, making it a must-visit destination.
  • Sag Harbor: Situated 8.0km from Shelter Island, Sag Harbor is a captivating city that embodies the essence of coastal living. With a peak tourist season from June to August, visitors flock here for its outdoor pursuits and beautiful beaches. The area features numerous golf courses and ski fields for active adventurers, while parks and family beaches provide serene spots for relaxation. Sag Harbor's rich history and artistic vibe create a unique atmosphere, making it a lovely destination for those looking to explore and unwind.

Things to do in and around Shelter Island

Shelter Island is an idyllic destination for outdoor enthusiasts and couples seeking a romantic getaway. Enjoy scenic walks, indulge in outdoor experiences, and relax in picturesque picnic areas. The island also offers opportunities for golf, skiing, and refreshing splashes in the summer. Embrace the serene atmosphere and create lasting memories in this charming locale, perfect for both adventure and relaxation.

Shopping

The Greenport Farmers' Market, located 4.8km away, offers a vibrant atmosphere with local produce and crafts. For fashion enthusiasts, The Style Bar, 8.0km from Shelter Island, showcases trendy apparel. If you're up for a drive, Love Lane, 17.7km away, features a charming selection of shops for the whole family.

Recreation

At Shelter Island Whale's Tail, enjoy a fun-filled mini golf experience with a family-friendly atmosphere. Just a short drive away, Noyac Golf Club invites you to embrace the outdoors while playing golf. For a tranquil retreat, Cedar Point County Park offers wellness and relaxation amidst nature's beauty.

Adventure

Splish Splash Water Park, located 37.0km from Shelter Island, offers thrilling water rides and family-friendly entertainment for a fun-filled day. For a thrilling experience, the Long Island Skydiving Center, situated 43.5km away, provides exhilarating air sports. Alternatively, the Walking Dunes Trailhead, 25.7km away, boasts stunning scenery and adventurous hiking trails.

Nightlife

The nightlife in Shelter Island offers a blend of outdoor charm at the Greenport Carousel, cultural and romantic vibes at the Bay Street Theatre, and an entertaining cinematic experience at the Regal UA East Hampton. Each venue promises a unique atmosphere for an unforgettable evening.

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

Booking tips and Expedia advantages for Shelter Island

For a budget-friendly trip to Shelter Island, consider visiting between January and March when hotel prices are at their lowest, particularly on Tuesdays. Avoid Saturdays for the most affordable stays. Use Expedia to customise your accommodation preferences and filter for the best deals, including flexible cancellation options. Look for package deals that combine hotels with flights and activities for greater savings. Enjoy free activities such as exploring the island's natural beauty and parks to keep costs down while making the most of your visit.

  • 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 customise your preferences, such as your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy significant savings 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 offers a delightful blend of outdoor activities, romantic getaways, and beach relaxation. Visitors can explore a variety of attractions, including scenic beaches, historic buildings, and urban parks, which cater to those seeking cultural experiences alongside natural beauty. With its charming atmosphere, Shelter Island is perfect for travellers looking to immerse themselves in outdoor adventures while enjoying the serene coastal environment.

  • 67 Steps Beach: A picturesque escape located 6.4km from Shelter Island, 67 Steps Beach offers a serene atmosphere with stunning views and sandy shores. Perfect for sunbathing, swimming, or simply enjoying the beach vibes, it’s an ideal spot to unwind and connect with nature.
  • Gardiner's Bay Country Club: Nestled within Shelter Island, this exclusive golf course provides a unique golfing experience amidst lush landscapes. With its well-maintained fairways and scenic views, it’s a haven for golf enthusiasts looking to enjoy a round in a tranquil setting.
  • Orient Point County Park: Located 12.9km away, this urban park is perfect for families and outdoor enthusiasts. With ample picnic areas, walking trails, and stunning views of the water, it offers a delightful blend of city vibes and natural beauty.

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

Accessing Shelter Island is convenient with several nearby airports. Montauk Airport (MTP) is 35.4km away, with excellent hotels like Gurney's Montauk Resort & Seawater Spa, and Marram, both within 8.0km. Islip Airport (ISP-MacArthur), situated 70.8km from Shelter Island, offers accommodation options such as Hyatt Regency Long Island and Radisson Hotel Hauppauge-Long Island, both within 14.5km of the airport. New Haven Airport (HVN-Tweed) is located 51.5km away, featuring hotels like The Blake Hotel and Graduate by Hilton New Haven, both just 4.8km from the airport. Each airport provides various transportation services to facilitate your journey to Shelter Island.

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 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! 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. Sound View Greenport and Montauk Manor 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 99 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 Shell Beach. A couple of additional sights to add to your itinerary are Shelter Island Historical Society 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.

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