Truman's Beach Tours

Visit Truman's Beach

Whether it's a romantic honeymoon or a family vacation, a trip to the seaside is sure to keep you happy. Enjoy a leisurely stroll together along the water's edge at Trumans Beach.

If you love hearing the word "free" as much as most travelers, you'll be glad to know this stretch of coastline is just that! Trumans Beach is located in Town of Southold Town. If you want to keep your travel schedule full while you're around these parts, also stop by Orient Beach State Park, Kontokosta Winery and 67 Steps Beach.

Plan a trip to see Truman's Beach

Price found within the past 48 hours. Click for updated prices.

The Mansion at Glen Cove

Save 100% on your flight

$355

per person

Jan 22 - Jan 25

found 21 hours ago

Roundtrip flight included

Atlanta (ATL) to New York (NYC)

7/10 Good! (1,001 reviews)

What I did not like, bathroom setup. One hook by the shower, no hooks by the sink for hand towels. No shelf in the shower for any bath products, everything has to be put on the floor of the shower. Shower fixtures not easy to switch, overall experience very dissatisfing.

Reviewed on Oct 26, 2025

The Inn At Fox Hollow Hotel

$377

per person

Jan 15 - Jan 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (1,002 reviews)

Stayed in for one night and the room was beautiful. The bed was beyond comfortable and clean. From the check in to check out, staff was very helpful. 100% will recommend.

Reviewed on Oct 25, 2025

1 Hotel Central Park

Manhattan

Save 100% on your flight

$961

per person

Jan 15 - Jan 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

9/10 Wonderful! (1,008 reviews)

Poor front desk service.

Reviewed on Oct 27, 2025

Popular places to visit

Island's End Golf & Country Club

Enjoy a round of golf in Orient at Island's End Golf & Country Club. While you're in the area, stroll along the beautiful beaches.

Oysterponds Historical Society

You can spend time browsing the exhibits at Oysterponds Historical Society during your travels in Orient. While you're in the area, stroll along the beautiful beaches.

Island's End Golf and Country Club

4/5(2 reviews)

Enjoy a round of golf in East Marion at Island's End Golf and Country Club. Wander the beautiful beaches in this family-friendly area.

Norman E. Klipp Marine Park

If a restful vacation is part of your travel plans, Norman E. Klipp Marine Park might be the perfect place to seek out during your trip to Greenport. While you're in the area, wander around the parks.

Safe Harbor Stirling

Explore the waterfront in Greenport with a trip to Safe Harbor Stirling. While you're in the area, stroll along the beaches.

Kontokosta Winery

4/5(9 reviews)

You can enjoy a tasting or tour at Kontokosta Winery during your travels to Greenport West. Wander the beautiful beaches in this family-friendly area.

Best Lodging Options Near Truman's Beach

Check availability on hotels close to Truman's Beach

Arbor View House B&B

8900 Main Road, East Marion, NY

The Blue Inn At North Fork

7850 Main Rd, East Marion, NY

Orient Village — Historic Bayfront Cottage — 2025 Season

Orient

Zey Hotel

439 Main Street, Greenport, NY

Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home

Orient

The Harbor Front Inn

209 Front St, Greenport, NY

SUMMER RETREAT: Beach, Dock & Pool overlooking the Peconic Bay in Greenport!

Greenport

Renovated and Spacious Summer Home with Water View on Picturesque Island.

Shelter Island

Greenporter Hotel

326 Front St, Greenport, NY

See all 1,978 properties in Truman's Beach

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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