Oakland Beach

Popular places to visit

deer in the forest

Marshlands Conservancy

Explore the great outdoors at Marshlands Conservancy, a lovely green space in Rye. You can seek out the hiking trails in this family-friendly area.

Marshlands Conservancy
Cold Spring Harbor, New York with sandbar, woods, and various boats in the water.

Harbor Island Park

Harbor Island Park is just one of the places to see in Mamaroneck, so why not enjoy the other things to explore during your travels? Amble around the area's gardens or seek out its hiking trails.

Harbor Island Park
Duran Duran plays the Capitol Theatre in Port Chester, NY in support of their Paper Gods album. Here they perform "Rio" to close out the night. #duranlive

Capitol Theatre

Enjoy a show at Capitol Theatre, a theatre with a story to tell in Port Chester. Discover the entertainment choices and shops in this family-friendly area.

Capitol Theatre
I love this spot

Manor Park

After visiting Manor Park, make a plan to see the other sights and activities in Larchmont. You can attend a sporting event while in the area.

Manor Park

Rye Playland

Enjoy a fun-filled day at Rye Playland during your visit to Rye. Discover the live music in this family-friendly area or seek out its hiking trails.

Rye Playland

Jay Heritage Center

You can study the exhibits at Jay Heritage Center, a museum with a story of its own, during your holiday in Rye. While in this family-friendly area, you can savour the top-notch restaurants.

Jay Heritage Center

Top Oakland Beach Hotel Deals

Courtyard by Marriott Rye

Courtyard by Marriott Rye

3 out of 5
631 Midland Ave Rye Brook NY
Courtyard by Marriott Rye
Mamaroneck Motel

Mamaroneck Motel

2 out of 5
1015 West Boston Post Rd. Mamaroneck NY
Mamaroneck Motel
HYATT house White Plains

HYATT house White Plains

3 out of 5
101 Corporate Park Drive West Harrison NY
HYATT house White Plains
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Sonesta White Plains Downtown
Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
500 Steamboat Rd Greenwich CT
Delamar Greenwich Harbor
2 Mi to NYC Train: Greenwich Apt w/ River View

2 Mi to NYC Train: Greenwich Apt w/ River View

3 out of 5
Greenwich CT
2 Mi to NYC Train: Greenwich Apt w/ River View
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
1 Radisson Plz New Rochelle NY
Hotel NoMa, Trademark Collection by Wyndham
The Mansion at Glen Cove

The Mansion at Glen Cove

4 out of 5
200 Dosoris Ln Glen Cove NY
The Mansion at Glen Cove
Tides Motor Inn at Stehli Beach

Tides Motor Inn at Stehli Beach

2 out of 5
888 Bayville Road Locust Valley NY
Tides Motor Inn at Stehli Beach
See all 861 properties in Oakland 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.

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.