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 €63
includes taxes & fees
3 Mar - 4 Mar
Lamplighter Motel - Clinton, Connecticut

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 €65
includes taxes & fees
3 Mar - 4 Mar
Econo Lodge Inn & Suites Old Saybrook Westbrook

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 €76
includes taxes & fees
23 Feb - 24 Feb
Clinton Motel

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 €194
includes taxes & fees
3 Mar - 4 Mar
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 €95
includes taxes & fees
26 Feb - 27 Feb
Quality Inn Old Saybrook - Westbrook

Vine & Sand

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

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 €106
includes taxes & fees
21 Feb - 22 Feb
Southampton Long Island Hotel

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 €87
includes taxes & fees
9 Mar - 10 Mar
Liberty Inn

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 €137
includes taxes & fees
21 Feb - 22 Feb
Hampton Bays Hotel on Main

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 €356
includes taxes & fees
9 Mar - 10 Mar
The Huntting Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (452 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is €95
includes taxes & fees
21 Feb - 22 Feb
Hamlet Inn

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 €130
includes taxes & fees
1 Mar - 2 Mar
Sea Haven Resort Motel

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, (1,001 reviews)
"Room was clean and warm and the staff was very friendly "
United States
Pattie
Pier Blue Inn Old Saybrook - Essex

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 €161
includes taxes & fees
21 Feb - 22 Feb
House on Chase Creek

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,006 reviews)
"Great place!"
United States
Laura
The price is €205
includes taxes & fees
24 Feb - 25 Feb
Water's Edge Resort & Spa

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (688 reviews)
"Great place to stay"
United States
Mitchell
The Hampton Maid

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (163 reviews)
"Amazing stay"
United States
Liana
The price is €186
includes taxes & fees
22 Feb - 23 Feb
Journey East Hampton

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 €184
includes taxes & fees
22 Feb - 23 Feb
American Beech Hotel
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 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 Sound View Greenport and Montauk Manor. 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?
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!: This holiday home rental outside of Shelter Island is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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: 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, Mashomack Preserve and Crescent 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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