Top Hotels in Shelter Island Heights
Find the Top Hotels in Shelter Island Heights – 20+ Quality Options from Leading Providers
1-28 out of 28 hotels
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Hotel
MapView on map1600 yd from City Center1.1 mi from Dering Harbor Marina
From
US$ 596
/night
- Vibrant party atmosphere with DJ events
- Unique European vibe and casual atmosphere
- On-site bar with self-produced Rose'
Inn
MapView on map100 yd from City Center700 yd from Dering Harbor Marina
From
US$ 826
/night
- On-site golf course
- Pets allowed
- Welcome drink offered
Bed & Breakfast
- Adirondack Chairs
- Personalized Service
- Local Dining
400 yd from City Center600 yd from Dering Harbor Marina
From
US$ 458
/night
- Intimate boutique atmosphere with historical charm
- King size beds for ultimate comfort
- Stunning creek views with outdoor seating
Bed & Breakfast
- On-site Gallery
- Spa Services
- Heated Pool
1400 yd from City Center1700 yd from Dering Harbor Marina
From
US$ 870
/night
- On-site contemporary art gallery
- Private paradise near the Hamptons
- Luxurious spa services available
Guest house
- Family Rooms
- Bicycle Rentals
- Free Parking
From
US$ 313
/night
- Bicycle rentals available on-site
- Family rooms for larger groups
- Free private parking for guests
Places to stay near Shelter Island Heights
Hotel
- On-site Restaurant
- Cocktail Bar
- Bicycle Rental
1.4 mi from Shelter Island Heights1.4 mi from City Center
From
US$ 685
/night
- Award-winning on-site restaurant
- Dog-friendly accommodations available
- Tucked in historic Sterling Square
Hotel
- Private Beach
- Piano Bar
- Outdoor Pool
2.3 mi from Shelter Island Heights2.3 mi from City Center
From
US$ 2 055
/night
- Oceanfront rooms with private beach access
- Upscale dining featuring local seafood
- Live music events at Piano Bar
- Private Beach
- On-site Dining
- Bicycle Rental
1.3 mi from Shelter Island Heights1.3 mi from City Center
From
US$ 720
/night
- Bungalow-style accommodations for unique stays
- On-site restaurant 'Nookies' serves excellent food
- Direct beach access for recreational activities
Hotel
- Rooftop Lounge
- Snack Galley
- Pet-Friendly
1.3 mi from Shelter Island Heights1.3 mi from City Center
From
US$ 499
/night
- Stunning rooftop lounge with harbor views
- Complimentary baked goods throughout the day
- Galley kitchens stocked with snacks
Hotel
- Tennis Court
- Saltwater Pool
- Private Patios
6.5 mi from Shelter Island Heights6.5 mi from City Center
From
US$ 219
/night
- Harborside dining with local ingredients
- Private tennis court for guests
- Seasonal saltwater swimming pool
Hotel
- Private beach
- Farm-to-table restaurant
- Event space
3.2 mi from Shelter Island Heights3.2 mi from City Center
From
US$ 407
/night
- Charming waterfront venue with private beach
- Farm-to-table cuisine with seasonal flavors
- Year-round events promoting local culture
Bed & Breakfast
- Hot tub
- Yoga classes
- Tennis court
3.0 mi from Shelter Island Heights3.0 mi from City Center
From
US$ 406
/night
- On-site spa with diverse wellness services
- Historic building with garden views
- Tennis court and cycling excursions available
Hotel
- Spa centre
- Heated pool
- Bicycle rental
1.3 mi from Shelter Island Heights1.3 mi from City Center
From
US$ 170
/night
- On-site spa centre for rejuvenation
- Outdoor heated swimming pool for families
- Bicycle rentals for exploring Greenport
Hotel
- On-site Spa
- Private Cottages
- Tennis Court
1.4 mi from Shelter Island Heights1.4 mi from City Center
From
US$ 334
/night
- Complimentary kayaking and paddleboarding available
- Historic charm with modern renovations
- Engaging evening s'mores at fire pits
Hotel
- Outdoor Pool
- Balcony Rooms
- Harborview Lounge
6.4 mi from Shelter Island Heights6.4 mi from City Center
From
US$ 600
/night
- Complimentary beach permits for local access
- Stunning harbor-view balconies and patios
- Personalized service from friendly staff
Hotel
- Private Beach
- Fitness Centre
- Outdoor Pool
2.1 mi from Shelter Island Heights2.1 mi from City Center
From
US$ 800
/night
- Stunning beachfront access
- Inviting seasonal outdoor pool
- Helpful and friendly staff
Motel
- Beach Access
- Garden Area
- Family Rooms
3.1 mi from Shelter Island Heights3.1 mi from City Center
From
US$ 225
/night
- Beachfront location with stunning views
- Spacious accommodations with kitchenettes
- On-site picnic area for guests
Hotel
- Outdoor Pool
- Harbor View Suites
- Bicycle Rentals
1.3 mi from Shelter Island Heights1.3 mi from City Center
From
US$ 329
/night
- Harbor view terrace suite with deck
- Outdoor pool overlooking the Peconic Bay
- Complimentary bicycles for local exploration
Bed & Breakfast
- Private Beach
- Canoe Rentals
- Bicycle Access
2.9 mi from Shelter Island Heights2.9 mi from City Center
From
US$ 325
/night
- Private beach access across the street
- Delicious daily changing breakfast options
- Beautifully maintained gardens with butterflies
- Outdoor pool
- Kitchenette
- Fire pit
2.8 mi from Shelter Island Heights2.8 mi from City Center
From
US$ 186
/night
- Complimentary weekend breakfast for guests
- Close proximity to local wineries
- Pet-friendly accommodations available
Bed & Breakfast
- Family rooms
- Game room
- Garden views
1.4 mi from Shelter Island Heights1.4 mi from City Center
From
US$ 512
/night
- Bicycle rental for cycling enthusiasts
- Family rooms for groups and kids
- Garden views for relaxing atmosphere
Bed & Breakfast
- Private Parking
- Garden Views
- Flat-Screen TV
3.8 mi from Shelter Island Heights3.8 mi from City Center
From
US$ 355
/night
- Scenic garden views from the property
- Adults-only peaceful atmosphere
- Diverse buffet breakfast options available
Bed & Breakfast
- Picnic Area
- Family Rooms
- Garden
8.7 mi from Shelter Island Heights8.7 mi from City Center
From
US$ 446
/night
- Picnic area with outdoor dining tables
- Family-friendly with themed dinner nights
- Beach access for leisure activities
Bed & Breakfast
- Outdoor jacuzzi
- Private parking
- Garden terrace
5.1 mi from Shelter Island Heights5.1 mi from City Center
From
US$ 765
/night
- Seasonal outdoor heated swimming pool
- Inviting outdoor fireplace for guests
- Bicycle rental for exploring Southold
Bed & Breakfast
- Sun terrace
- Snack bar
- Concierge service
1.4 mi from Shelter Island Heights1.4 mi from City Center
From
US$ 559
/night
- Historic building with garden views
- On-site bicycle rental service available
- Sea views from private rooms
- Tennis court
- Garden views
- Bicycle rental
4.5 mi from Shelter Island Heights4.5 mi from City Center
From
US$ 483
/night
- Tennis court and outdoor dining area
- Garden-view rooms with private bathrooms
- On-site bicycle rental available
- Beer Garden
- Oyster Lounge
- Event Space
2.6 mi from Shelter Island Heights2.6 mi from City Center
From
US$ 199
/night
- Accessible by land and sea
- Exclusive Beer Garden with local brews
- Oyster farm experience on-site
Bed & Breakfast
- Private beach
- Seasonal pool
- Gourmet breakfast
1.1 mi from Shelter Island Heights1.1 mi from City Center
From
US$ 717
/night
- Exceptional views of Greenport Harbor
- Personalized and attentive host service
- On-site heated swimming pool
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