Explore the Hamptons
Your insider guide to beaches, wineries, farms, festivals, and more
Beach Days & Bay Nights
The season we live for
Summer in the Hamptons is pure magic. Spend your mornings on pristine ocean beaches, afternoons paddleboarding the calm waters of Shinnecock Bay, and evenings watching the sun melt into the horizon from our private bay beach.
From surfing lessons and kayak adventures to sunset cocktails and live music at the Meschutt Beach Hut, there's no shortage of ways to soak in the season. Our guests enjoy complimentary beach gear and watersport rentals right from our property.
Explore Beach & Activities
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Magic of Autumn in the Hamptons
From harvest festivals to hiking trails, fall on the East End is something truly special. Here's how to make the most of it.
Wineries & Vineyards
Fall is harvest season on Long Island, and the wineries come alive with festivals, tastings, and vineyard tours. Sip your way through some of the East End's finest.
- Duck Walk Vineyards — tastings, harvest festivals, scenic grounds
- Channing Daughters Winery — small-batch wines, sculpture garden
- Wolffer Estate — world-class rosé, vineyard dining
FUN
Farms & Pumpkin Picking
Nothing says fall like a day at the farm. Pick your perfect pumpkin, get lost in a corn maze, and take home fresh apple cider.
- Hank's Pumpkintown — pumpkin picking, corn maze, hayrides
- Waterdrinker Family Farm — u-pick flowers, fall festival, pony rides
North Fork Adventures
Take a scenic drive across the Peconic to the North Fork for farm stands, bakeries, and the biggest fall festival on Long Island.
- Briermere Farms — legendary pies (get there early!)
- Hallock's Cider Mill — warm cider donuts, fresh-pressed apple cider
- Harbes Family Farm — Long Island's biggest fall festival
Parks, Trails & Beach Bonfires
Fall is the perfect time to explore the Hamptons' parks and nature trails. Crisp air, golden light, and fewer crowds make autumn ideal for hiking, kayaking, and stargazing.
- Good Ground Park — playground, open fields, community events
- Squiretown Park — water access, kayak launch, peaceful walks
- Hubbard County Park — miles of hiking trails through pine forests
- Fall beach bonfires — s'mores, stargazing, crisp bay breezes
Fall Special
Use code FALL05
for 5% off your base rate this autumn
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Fresh Blooms & New Beginnings
The Hamptons in bloom
Spring breathes new life into the East End. Lavender fields burst into purple, farm stands open with fresh greens, and the bay warms just enough for the season's first paddle.
It's also prime fishing season — striped bass and fluke run strong in Shinnecock Bay and the surrounding waters. Book early to secure your summer dates, as our inn fills up fast once the season turns.
- Lavender fields & garden tours
- Fishing season: striped bass & fluke
- Early-bird summer booking rates
- Quieter beaches, perfect weather
Quiet Luxury by the Bay
Slow down, breathe deep
Winter in the Hamptons offers a rare kind of beauty. Empty beaches, moody skies, and a stillness you won't find in summer. It's the perfect time for a romantic getaway or a quiet escape from the city.
Curl up by the cozy fireplace in our Deluxe King Suite, take brisk walks along the winter shoreline, and enjoy holiday events in the charming towns nearby. Off-season rates make it an exceptional value.
- Romantic winter getaways
- Cozy fireplace in the Deluxe King Suite
- Holiday events & festive dining
- Off-season rates & quiet beaches
Don't Miss These Events
2026 US Open
Shinnecock Hills Golf Club hosts the 126th US Open. Stay steps away from golf history.
Learn More →Palm Tree Music Festival
Kygo's beachfront music festival on the sands of the Hamptons. A summer highlight.
Learn More →Hamptons Fine Art Fair
Curated galleries showcasing important 20th & 21st century art in Southampton each July.
Learn More →Hamptons Jewelry Show
The nation's largest jewelry-only show with 100+ exhibitors at Southampton Fairgrounds.
Learn More →Hampton Classic
The Hamptons' premier horse show. Eight days of Grand Prix jumping, boutique shopping, and equestrian elegance in Bridgehampton.
Learn More →Shinnecock Pow Wow
Annual celebration of Shinnecock Nation culture with traditional dance, music, and art.
Learn More →Montauk Day Trip
Lighthouse, fishing village, surf culture, and seafood. The perfect East End day trip.
Learn More →Plan
It!
We'll Plan It For You
At Ocean View Terrace Inn, we want to make sure your getaway is perfect. Let us help you plan personalized itineraries and day trips — from wine tours and beach hopping to farm visits and fishing charters.
Contact Us