Hotels in Head of the Harbor

Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Check prices for these dates

Tonight
8 Jul - 9 Jul
Tomorrow
9 Jul - 10 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Where to stay in Head of the Harbor?

Hilton Garden Inn Stony Brook
Exterior

Hilton Garden Inn Stony Brook

3.0 star property
9.0 out of 10, Wonderful, (1006)
Hilton Garden Inn Stony Brook
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.

Top landmarks in Head of the Harbor

Short Beach

Why not spend a lazy afternoon at Short Beach during your trip to Nissequogue?

See properties in Short Beach
Short Beach

Harmony Vineyards

You can enjoy a tasting or tour at Harmony Vineyards during your travels to Head of the Harbor. Attend a sporting event in this family-friendly area.

See properties in Harmony Vineyards
Harmony Vineyards

Learn more about Head of the Harbor

Head of the Harbor is well known for its attractions such as Avalon Park and Preserve and Stony Brook Grist Mill.

See all hotels in Head of the Harbor

Check out reviews of Head of the Harbor hotels guests love

Days Inn by Wyndham Woodbury Long Island

Days Inn by Wyndham Woodbury Long Island

10/10 Excellent
"Good location!"
Aimee 1-night trip
Posted 17 hours ago
Days Inn by Wyndham Woodbury Long Island

Frequently asked questions

Can I book a refundable accommodation option in Head of the Harbor?
If you want the flexibility to change your plans to Head of the Harbor, most hotels offer refundable* rates that you can book. You can find this accommodation by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Head of the Harbor be like during my visit?
The warmest months in Head of the Harbor are usually July and August, with an average temperature of 22°C. January and February are the chilliest months, when the average temperature is 3°C. The rainiest months are October and December.
Why should I book my Head of the Harbor hotel with Hotels.com?
There are plenty of reasons to book your Head of the Harbor travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.