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The Pridwin Hotel
Booking.com
$329
View Deal
#1 Best Value of 5 hotels in Shelter Island
  • Free Parking
  • Breakfast included
Shelter Island House
No availability for your dates from these sites
#2 Best Value of 5 hotels in Shelter Island
  • Free Wifi
  • Free Parking
Sunset Beach
No availability for your dates from these sites
#3 Best Value of 5 hotels in Shelter Island
  • Free Wifi
  • Free Parking
Dering Harbor Inn
#4 Best Value of 5 hotels in Shelter Island
  • Free Wifi
  • Free Parking
Ram's Head Inn
#5 Best Value of 5 hotels in Shelter Island
  • Free Wifi
  • Free Parking
Still looking for a place to stay?
Shelter Island has 9 B&Bs/inns with 494 reviews
The Chequit
Booking.com
$345
View Deal
1.2 miles from Shelter Island center
  • Free Wifi
  • Free Parking
No availability for your dates from these sites
1.2 miles from Shelter Island center
  • Free Wifi
  • Free Parking
House on Chase Creek
No availability for your dates from these sites
1.0 miles from Shelter Island center
  • Free Wifi
  • Free Parking
See all 9 Shelter Island B&Bs/inns
See all hotels in or near Shelter Island
Harborfront Inn at Greenport
Booking.com
$389
View Deal
2.4 miles from Shelter Island
  • Free Wifi
  • Free Parking
Cliffside Resort Condominiums
Booking.com
$459
View Deal
3.4 miles from Shelter Island
  • Free Wifi
  • Free Parking
Greenporter Hotel
2.5 miles from Shelter Island
  • Free Wifi
  • Free Parking
Drossos Motel
3.0 miles from Shelter Island
  • Free Parking
*Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.