
Surfside Holidays
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Your Surfside Holiday
Experience the best that Surfside has to offer with a customised Surfside holiday package. From its walking and watersports to its coastal beaches and more, prepare to be captivated by this coastal neighbourhood. When it's time to see the sights, you'll find a lot of awesome attractions nearby including Old Orchard Beach Pier, Palace Playland and Dunegrass Golf Club. Tick off one, two or all during your trip to Surfside. Whatever your ideal Surfside holiday may look like, you can turn it into reality with Expedia.
Our pick of the best Surfside Hotel Deals

Ocean Walk Hotel
"Cleaning good and quietly beautiful Service and amenities terrible"
Reviewed on 25 May 2026

Clarion Hotel Portland Airport ME
"Location was great in terms of accessibility to downtown to the transportation center and to the airport. The shuttle drivers were prompt and eager to assist in any way they could rooms were clean."
Reviewed on 7 June 2026

Portland Harbor Hotel
"There was a resort charge per day which was described as a credit. Our one “free” night ended up costing over $118 due to the charge plus charges for breakfast and the market which we had been told were credited to the mandatory charge. It was confusing and not well explained. And it made no ..."
Reviewed on 8 June 2026
Frequently asked questions
Discover the most popular places to visit in Surfside
Pirate's Cove
Enjoy a round of golf in Old Orchard Beach at Pirate's Cove. Wander the beautiful beaches and picturesque gardens in the area.
Dunegrass Golf Club
Enjoy a round of golf in Old Orchard Beach at Dunegrass Golf Club. Amble around the area's beautiful beaches or attend a sporting event.
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