Truman's Beach Tours

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.
Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
Manhattan
Save 100% on your flight
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7/10 Good! (2,169 reviews)
staff is super nice. neighborhood is kinda loud but welcome to new york LOL. air conditioning is nice plus as well :)

Reviewed on Jul 30, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (532 reviews)
We stayed here for an overnight for a girls trip with my 8yr old daughter, we had the best time. We will be back!

Reviewed on Jul 30, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Nice views.. but food at restaurant left a lot to be desired. Also staff presentation was terrible. They need uniforms and a dress code. Booty shorts, wrinkled clothing... its all a part of the experience and everyone looked like they got up out of bed and came to work. Take pride. Its managements fault ..

Reviewed on Jul 30, 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.

Island's End Golf & Country Club

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.

Oysterponds Historical Society

Island's End Golf and Country Club

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.

Island's End Golf and Country Club

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.

Norman E. Klipp Marine Park

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.

Safe Harbor Stirling

Kontokosta Winery

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.

Kontokosta Winery

Best Lodging Options Near Truman's Beach

Cozy North Fork Home Close to Beaches, Wineries, and Town, Perfect for Families

Cozy North Fork Home Close to Beaches, Wineries, and Town, Perfect for Families

East Marion
Cozy North Fork Home Close to Beaches, Wineries, and Town, Perfect for Families
The Blue Inn At North Fork

The Blue Inn At North Fork

2.5 out of 5
7850 Main Rd, East Marion, NY
The Blue Inn At North Fork
Orient Village — Historic Bayfront Cottage — 2025 Season

Orient Village — Historic Bayfront Cottage — 2025 Season

Orient
Orient Village — Historic Bayfront Cottage — 2025 Season
Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home

Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home

Orient
Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home
Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
Greenporter Hotel
SUMMER RETREAT: Beach, Dock & Pool overlooking the Peconic Bay in Greenport!

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

Greenport
SUMMER RETREAT: Beach, Dock & Pool overlooking the Peconic Bay in Greenport!
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
The Harbor Front Inn
North Fork Entertainer's Delight!

North Fork Entertainer's Delight!

Orient
North Fork Entertainer's Delight!
The Menhaden

The Menhaden

3.5 out of 5
207 Front St, Greenport, NY
The Menhaden
See all 2,020 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.