Heated pool, tennis courts, waterfront beach and dock. Beautiful grounds and gardens, and that’s just the beginning.

Rent bikes on premises, or enjoy a late afternoon barbecue on the bluff. Relax in the Adirondack chairs overlooking sublime Dering Harbor. Take advantage of the free access to the on site fitness center, Shelter Island Yoga & Fitness, owned and operated by long time Shelter Island tennis pro, Moussa Drame.

Packages & Rates

Choose the right package for you based on how much time you have, your favorite activities and the number of people in your party.

What’s included daily?

The basics:

  • 3 meals
  • Accommodation at the Dering Harbor Inn
  • Transportation from and to the resort
  • Free wifi

Tennis and other activities

  • One hour of tennis group lesson
  • One hour of spinning, yoga, pilates, water aerobics or any other group lesson
  • Any outdoor activity (kayaking, hiking, biking, play golf or rent a bike)
  • Full access to the gym
  • Full access to the heated swimming pool.

Relax

  • One hour massage
  • One juice or smoothie
  • Energy point

Package rates

  • Weekend (F-Su): Single, $1,588; Couple, $2,657. Note: rates include accommodation in a studio room. Book now
  • 5 days (M-F): Single, $2,397; Couple, $4,095. Note: rates include accommodation in a studio room. Book now
  •  7 days: Single, $3,506; Couple, $5933. Note: rates include accommodation in a studio room.  Book now

Daily rates

  • Week day: Single, $479; Couple, $819. Note: rates include accommodation in a studio room. Book now
  • Weekend: Single, $554; Couple, $919. Note: rates include accommodation in a studio room. Book now