Shelter Island Hotels

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Best Shelter Island Hotels

Shelter Island hotels offer a variety of accommodations that cater to different preferences, from charming inns to luxurious retreats. Many are positioned near stunning beaches and provide easy access to various activities such as hiking, biking, and fishing.

8.7

Good

(85 Reviews)

+ 15 photos

Oyster Estate

326 Front Street
Wi-Fi
Free parking
Baggage storage
24-hour security
Bar/ Lounge area
Restaurant
Coffee shop
Fitness center
Seasonal outdoor pool
Heated swimming pool
Jacuzzi
Flat-screen TV
Elevator
Business center
Cycling
Golf course
Sun loungers
Beach umbrellas
Toys
Board games
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Greenporter Hotel is situated just 9 minutes from Greenport and features 34 cozy rooms. The hotel offers access to amenities such as a swimming pool and a fitness suite. Located near East End Seaport Maritime Museum, guests can explore local attractions like the Fireboat Firefighter Museum and Railroad Museum of Long Island. Each room is equipped with ironing facilities and modern conveniences for a comfortable stay. Dining options nearby include The Frisky Oyster, a local favorite.

Price comparison

Average Price 170 US$

8.2

Good

(8 Reviews)

+ 55 photos

Sunset Beach

35 Shore Road
Wi-Fi
Bar/ Lounge area
Restaurant
Flat-screen TV
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Located in Shelter Island Heights, Sunset Beach offers 20 luxurious rooms with breathtaking water views and balconies. The hotel is within walking distance of Crescent Beach. Guests can take advantage of the restaurant on-site, serving delicious local cuisine, as well as the various yoga classes available for leisure. The hotel's proximity to Greenport Antique Carousel adds an element of fun during your stay.

Price comparison

Average Price 596 US$

9.5

Good

(19 Reviews)

+ 97 photos

Arbor View House Bed And Breakfast

8900 Main Road
Wi-Fi
Free parking
Baggage storage
Outdoor dining area
Welcome drink
Picnic area/ Tables
Paid shuttle service
Fitness center
Pedicure
Manicure
Jacuzzi
Facial
Body wraps
Body scrub
Waxing
Massage
Treatment room
Flat-screen TV
Adults only
Business center
Express check-in/ -out
VIP check-in/ -out
Hiking
Cycling
Canoeing
Fishing
Diving
Wind surfing
Horseback riding
Archery
Golf course
Tennis court
Aqua park
Yoga class
Sun loungers
Beach umbrellas
Board games
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Arbor View House Bed and Breakfast, located in East Marion, features beautifully appointed rooms with garden views. This property offers wellness packages along with a variety of outdoor activities, such as cycling and hiking. Situated near Lavender By the Bay Farm, guests can enjoy a serene environment perfect for relaxation. The bed and breakfast also provides a range of dining options, including a full breakfast to start your day.

Price comparison

Average Price 406 US$

8.3

Good

(176 Reviews)

+ 18 photos

The Blue Inn At North Fork

7850 Main Rd
Wi-Fi
Outdoor dining area
Flat-screen TV
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The Blue Inn At North Fork is conveniently located just 5 minutes from Lavender By the Bay Farm. The inn features 20 comfortable rooms equipped with diverse amenities and offers a shared lounge and a garden terrace for relaxation. Guests can enjoy the swimming pool. The hotel's close proximity to the East End Seaport Maritime Museum provides cultural enrichment during your stay.

Price comparison

Average Price 186 US$

Beachfront Hotels in Shelter Island

Beachfront accommodations provide guests with direct access to sandy shores and breathtaking views, making them ideal for sunbathing, swimming, and beach activities. Many properties also offer on-site dining options to enjoy meals with stunning ocean backdrops.

8.7

Good

(70 Reviews)

+ 97 photos

The Pridwin Hotel

81 Shore Road
Free Wi-Fi in public areas
Free parking
24-hour reception
Bar/ Lounge area
Restaurant
Welcome drink
Fitness center
Seasonal outdoor pool
Saltwater pool
Heated swimming pool
Back massage
Full body massage
Beauty treatment
Steam room
Spa & wellness center
Elevator
Table tennis
Pool tables
Hiking
Cycling
Golf course
Tennis court
Water sports
Beach access
Private beach
Sun loungers
Game room
Children's menu
No pets allowed
Air conditioning
Non-smoking rooms
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The Pridwin Hotel is a stunning waterfront resort on Shelter Island, featuring 33 well-appointed guest rooms and 16 private cottages. Guests can savor delicious dishes at the on-site American restaurant while enjoying water views. The hotel also provides access to various seasonal activities for all ages, a full-service spa, and a scenic pool. Outdoor adventures such as hiking and boating allow for exploring the beautiful natural setting surrounding the property.

Price comparison

Average Price 334 US$

10.0

Good

(15 Reviews)

+ 47 photos

Harbor Knoll Bed And Breakfast

424 4Th Street 1 Miller Lane
Free Wi-Fi in rooms
Free parking
Baggage storage
Bar/ Lounge area
Outdoor dining area
Welcome drink
Seasonal outdoor pool
Heated swimming pool
Laundry
Flat-screen TV
Electric kettle
Cookware/ Kitchen utensils
Cycling
Canoeing
Fishing
Horseback riding
Golf course
Beach access
Private beach
Sun loungers
Beach umbrellas
Board games
No pets allowed
Air conditioning
No smoking on site
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Harbor Knoll Bed and Breakfast is a charming beachfront property located in Greenport. The property features 5 guest rooms with beautiful views of the sea and garden, along with a private beach area for guests to relax. The seasonal outdoor swimming pool adds to the comfort of your stay. A wide range of bicycles for exploration and a bar are also available for guests at this inviting bed and breakfast.

Price comparison

Average Price 625 US$

9.7

Good

(123 Reviews)

+ 83 photos

Silver Sands Motel & Beach Bungalows

1400 Silvermere Road
Free Wi-Fi in public areas
Free parking
Baggage storage
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Fitness center
Head massage
Full body massage
Steam room
Spa & wellness center
Laundry
Flat-screen TV
Electric kettle
Cookware/ Kitchen utensils
Express check-in/ -out
VIP check-in/ -out
Hiking
Cycling
Canoeing
Fishing
Yoga class
Beach access
Private beach
Sun loungers
Beach umbrellas
Cribs
Board games
Wheelchair access
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Silver Sands Motel & Beach Bungalows offers guests a unique beachfront experience just 25 miles from Splish Splash. The motel features a tranquil atmosphere with a private beach area and a restaurant serving American cuisine. Each room is equipped with air conditioning, and certain units come with a terrace overlooking the sea. Guests can stay active with the complimentary bicycles offered by the motel.

Price comparison

Average Price 710 US$

9.6

Good

(65 Reviews)

+ 54 photos

Hotel Moraine

62005 County Road 48
Free Wi-Fi in rooms
Free parking
Bar/ Lounge area
Welcome drink
Snack bar
Coffee shop
Fitness center
Seasonal outdoor pool
Heated swimming pool
Massage
Sauna
Laundry
Flat-screen TV
Electric kettle
Hiking
Fishing
Golf course
Yoga class
Beach access
Private beach
Sun loungers
Beach umbrellas
Children's menu
Cribs
Board games
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Hotel Moraine is located near Greenport and offers a seasonal outdoor swimming pool and private beach access. The property features a shared lounge for relaxation and comfortable parking for guests. Each room includes a multi-channel TV and air conditioning for added comfort. Nature enthusiasts can explore local attractions such as Horton Point Lighthouse Nautical Museum and Kontokosta Winery.

Price comparison

Average Price 828 US$

Hotels Near Shelter Island, NY

Staying near Shelter Island provides easy access to the island's attractions while also benefiting from the options available on the mainland, which often include diverse dining experiences and shopping opportunities. These hotels are well-positioned for both relaxation on Shelter Island and convenience for exploring the surrounding areas.

9.8

Good

(21 Reviews)

+ 97 photos

The Stirling House Waterfront Inn Greenport

104 Bay Avenue
Wi-Fi
Off-site parking lot
Baggage storage
Bar/ Lounge area
Outdoor dining area
Welcome drink
Snack bar
Flat-screen TV
Electric kettle
Cookware/ Kitchen utensils
Express check-in/ -out
VIP check-in/ -out
Golf course
Sun loungers
Beach umbrellas
Board games
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
The Stirling House Waterfront Inn is a charming 4-star bed and breakfast in Greenport. Each air-conditioned unit includes modern amenities such as a flat-screen TV and Wifi. The inn provides opportunities for sightseeing tours and boasts proximity to local attractions. Guests can enjoy additional services such as bicycle rentals and on-site dining at the snack bar.

Price comparison

Average Price 447 US$

+ 22 photos

Fordham House

817 Main Street
Free Wi-Fi
Parking lot
Breakfast
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Fordham House is a cozy 3-star hotel just a short walk from the Greenport Antique Carousel. It features convenient amenities such as free Wi-Fi and on-site parking. The hotel's location provides easy access to Sandy Beach. Guests can enjoy the local dining scene with various restaurants nearby.

Price comparison

8.7

Good

(153 Reviews)

+ 20 photos

Southold Beach Motel

53250 North Road
Wi-Fi
Free parking
Picnic area/ Tables
Flat-screen TV
Beach access
No pets allowed
Air conditioning
No smoking on site
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Located in Southold, Southold Beach Motel is a family-friendly option situated just steps from Hashamomuck Beach. It features comfortable accommodations and a sun terrace ideal for relaxation. Free Wi-Fi is available throughout the property, enhancing guests' experience during their stay. The motel's location offers access to nearby attractions such as Lavender By the Bay Farm.

Price comparison

Average Price 250 US$

9.4

Good

(16 Reviews)

+ 24 photos

A Walk In The Woods Bed And Breakfast

9680 North Bayview Road
Free Wi-Fi in public areas
Free parking
Flat-screen TV
Adults only
Hiking
No pets allowed
Air conditioning
No smoking on site
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A Walk In The Woods Bed And Breakfast is a charming accommodation located near Cedar Beach County Park. It provides guests with personalized breakfast options daily. The property features a terrace for relaxing outdoors and air-conditioned rooms equipped with modern amenities. Conveniently situated for access to local hiking trails, this bed and breakfast is an ideal option for those who love the outdoors.

Price comparison

Average Price 375 US$

8.5

Good

(109 Reviews)

+ 97 photos

Faraway Sag Harbor

31 W. Water Street
Wi-Fi
Off-site parking lot
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Fitness center
Seasonal outdoor pool
Heated swimming pool
Massage
Spa center
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
VIP check-in/ -out
Cycling
Canoeing
Fishing
Yoga class
In-room breakfast
Beach access
Sun loungers
Beach umbrellas
Children's menu
Cribs
Board games
Babysitting/Child services
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Baron's Cove is a luxury hotel situated in Sag Harbor. The on-site restaurant serves fresh American cuisine and is popular for its brunch options. The property provides the convenience of complimentary bicycle rentals, allowing guests to explore the beautiful Sag Harbor area and nearby beaches easily.

Price comparison

Average Price 219 US$

Luxury Hotels in Shelter Island, NY

Luxury accommodations in Shelter Island provide guests with upscale amenities, exquisite dining options, and prime locations that enhance the travel experience. Guests can indulge in spa services, opulent furnishings, and stunning views.

10.0

Good

(1 Reviews)

+ 45 photos

Hamptons Style North Fork Chill 3 Bedroom 2 Night Minimum

150 Mt Beulah Ave
Wi-Fi
Flat-screen TV
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The Hamptons Style North Fork Chill is a luxurious villa boasting three bedrooms and two bathrooms. It is nestled near cultural points of interest such as Horton Point Lighthouse Nautical Museum. Guests can unwind in the sauna or enjoy the summer terrace and outdoor pool. The villa is equipped with a fully equipped kitchen for guests who prefer to cook their own meals during their stay.

Price comparison

Pet-Friendly Hotels in Shelter Island, NY

Pet-friendly accommodations allow guests to enjoy their stay without leaving their furry friends behind. These hotels often offer special amenities and services for pets.

8.5

Good

(245 Reviews)

+ 21 photos

Zey Hotel

441 Main Street
Wi-Fi
Free parking
24-hour security
Flat-screen TV
Dryer
Electric kettle
Cookware/ Kitchen utensils
Express check-in/ -out
VIP check-in/ -out
Cycling
Fishing
Game room
Children's play area
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Zey Hotel in Greenport offers a welcoming environment for pet owners, featuring air-conditioned rooms and a variety of amenities. Guests can enjoy free Wi-Fi, parking, and even an indoor play area for pets. The hotel is conveniently located near attractions like Kontokosta Winery. Bicycle rentals are also available for guests who wish to explore the surrounding area.

Price comparison

Average Price 599 US$

Dog-Friendly Hotels in Shelter Island

Dog-friendly accommodations enable pet owners to relax knowing their companions are welcome. These properties may offer nearby pet-friendly parks and facilities.

9.9

Good

(100 Reviews)

+ 97 photos

Seven Resort Style Inn Near Beach

7 Stearns Point Road
Free parking
Baggage storage
Outdoor dining area
Welcome drink
Coffee shop
Picnic area/ Tables
Fitness center
Seasonal outdoor pool
Saltwater pool
Heated swimming pool
Full body massage
Laundry
Flat-screen TV
Adults only
Dryer
Business center
Express check-in/ -out
VIP check-in/ -out
Hiking
Cycling
Fishing
Golf course
Tennis court
Beach access
Private beach
Sun loungers
Beach umbrellas
Toys
Board games
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Seven Resort Style Inn Near Beach is located just a stone's throw from the beach. The inn includes complimentary breakfast prepared each morning and features a picturesque garden area for relaxation. Each room is well-equipped with cable TVs and complimentary Wi-Fi. The property also boasts an on-site contemporary art gallery, providing an inviting atmosphere for guests.

Price comparison

Average Price 270 US$

9.1

Good

(122 Reviews)

+ 97 photos

American Beech Hotel

300 Main Street
Wi-Fi
Baggage storage
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Back massage
Head massage
Full body massage
Foot massage
Flat-screen TV
Express check-in/ -out
VIP check-in/ -out
Cycling
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
American Beech Hotel allows guests to bring their pets along, featuring air-conditioned rooms and a welcoming garden area where pets can stretch their legs. Guests can take advantage of complimentary bicycle rentals to discover the scenic area or relax in the comfortable hotel lounge. With a focus on offering quality accommodations, guests can enjoy their stay knowing their furry friends are welcome.

Price comparison

Average Price 619 US$

8.3

Good

(175 Reviews)

+ 97 photos

Sound View Greenport

58775 Country Road
Free Wi-Fi in rooms
Baggage storage
24-hour reception
Bar/ Lounge area
Outdoor dining area
Restaurant
Welcome drink
Seasonal outdoor pool
Flat-screen TV
Hiking
Cycling
Golf course
Tennis court
Yoga class
Water sports
Beach access
Private beach
Sun loungers
Beach umbrellas
Children's menu
Cribs
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Sound View Greenport is a pet-friendly property featuring a private beach area, perfect for guests traveling with dogs. The hotel has a seasonal outdoor pool for guests to enjoy and offers accommodations with a focus on comfort and convenience. Located near popular attractions like Montauk and East Hampton, guests can explore the surroundings with their pets by their side, creating memorable experiences together.

Price comparison

Average Price 559 US$

9.2

Good

(9 Reviews)

+ 61 photos

Shelter Island House

11 Stearns Point Road
Free Wi-Fi in public areas
Free parking
Baggage storage
Bar/ Lounge area
Restaurant
Picnic area/ Tables
Seasonal outdoor pool
Flat-screen TV
Cycling
Beach access
Sun loungers
Beach umbrellas
Cribs
Board games
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Shelter Island House is a dog-friendly boutique hotel, featuring a seasonal outdoor swimming pool and comfortable accommodations. The property's restaurant serves dishes created with locally sourced ingredients, appealing to food lovers. Guests can enjoy complimentary bicycles for exploring the area, allowing for convenient access to nearby attractions. With a welcoming ambiance for pets, the hotel ensures a memorable stay for all guests.

Price comparison

Average Price 569 US$

9.5

Good

(93 Reviews)

+ 63 photos

The Menhaden Hotel

207 Front Street
Wi-Fi
Free parking
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Welcome drink
Snack bar
Coffee shop
Flat-screen TV
Elevator
Express check-in/ -out
VIP check-in/ -out
Hiking
Fishing
Wind surfing
Golf course
Yoga class
Beach access
Sun loungers
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
The Menhaden Hotel welcomes guests with pets. Located in the heart of Greenport, the hotel provides easy access to local attractions and restaurants. Guests can enjoy bicycle rentals for exploring the scenic surroundings.

Price comparison

Average Price 499 US$

Founded in 1652, Shelter Island is rich in history and natural beauty, home to attractions such as the Mashomack Preserve and the Shelter Island Historical Society. This 29.8-square-mile island offers a quaint, peaceful atmosphere interlaced with sandy beaches, marinas, and stunning waterfront views. With numerous options, travelers can choose from 5-star luxury hotels, pet-friendly accommodations, and beachfront properties. Top-rated establishments, including intimate inns and lavish retreats, provide convenient access to local attractions and a comfortable base for exploring the surrounding Long Island region.

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