Worth booking if this price tier and vibe match your trip — only if you aren't chasing a boutique experience elsewhere.
← Back to Where to stayHistoric waterfront hotel + cottages · Shelter Island · $$$$
The Pridwin Hotel & Cottages
CoupleFirst dateIn-lawsRomanticFamilyGroupSolo
A Shelter Island tradition since 1927, now run by Cape Resorts. Ten wooded acres on Crescent Beach with rooms and seven private cottages opening onto pool and lawns, plus courts, a spa and the Crescent Bar.
Quiet luxuryHistoricBayfrontFamily-friendly
Book it
- Address:
- 81 Shore Road, Shelter Island, NY 11964
- Phone:
- +1 631-749-0476
- On site:
- Beach access · Bar on site · Live music · Tennis
- Open:
- Summer-only
- Good for:
- Couple · Family with kids · Returning regular