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

Ocean Walk Hotel

2.5 out of 5
197 E. Grand Ave Old Orchard Beach ME
The price is AU$196 per night from 27 Apr to 28 Apr
AU$196
27 Apr - 28 Apr
includes taxes & fees
Ocean Walk Hotel
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 20 Apr to 21 Apr
AU$230
20 Apr - 21 Apr
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
A fine location with nice rooms and helpful staff. The bar on the 15th floor has a nice view of the harbor and pretty good draft beer. Don't order food - or at least the tots as the serving size is meager and quality very low. Not to mention the high cost. Like many cities, Portland does struggle ...

Reviewed on 17 Apr 2026

The Westin Portland Harborview
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$241 per night from 26 Apr to 27 Apr
AU$241
26 Apr - 27 Apr
includes taxes & fees
9.2/10 Wonderful! (1,757 reviews)
The location was very good because you can walk to everything you need in the area. The only thing we didn’t like was the automatic $35 fee you can use toward meals etc in their restaurant, but if you don’t use it you get charged the fee anyway. We felt like it was a way to force us to eat in their ...

Reviewed on 17 Apr 2026

Portland Harbor Hotel
See all 2,711 properties in Surfside
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.
All Inclusive Holidays
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All Inclusive Holidays
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Surfside holiday package cost?
We make it easy to explore the world, with Surfside packages starting from just . You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add some tours and activities to your itinerary?
How do I get a cheap travel package to Surfside?
Browse and book everything in the one place with our Surfside holiday packages. You'll find deals on hotels, flights, tours and more that'll keep your hip pocket happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1 000 000 hotels worldwide to select from, you'll have endless opportunities to mix and match all you want.
Where should I stay in Surfside?
With fascinating attractions like Old Orchard Beach Pier and Palace Playland in this neighbourhood, look for a hotel located near either one. Dunegrass Golf Club is another sight in Surfside that lures the crowds.
What are the top hotels in Surfside?
Lock in a room at Family Friendly 2 Bedroom 1 Bath Oceanview Condo 189 East Grand Ave Unit 306. It's one of this neighbourhood's most sought-after hotels. Another highly rated option in Surfside is Grandview One - Fourteen|steps To The Beach|communal Pool|bayley Holiday Homes.
How far in advance should I book my Surfside holiday?
While not all airlines release tickets early, you can usually compare international fares on Expedia up to 12 months in advance. This is the time you'll nab some incredible bargains. If you're booking at the last minute, there's a chance you could get lucky. Low prices occasionally emerge only weeks before departure.
What does an Expedia Surfside travel package include?
Hotels, flights and car rentals — we connect you to the very best bargains. All you'll have to do is pick and choose your favourite combination. After you've made your booking, you can add on the exciting stuff like day tours and sightseeing activities. Our travel packages make it simple to customize an amazing Surfside getaway.
What should I know before booking a Surfside travel package?
You'll save plenty with an Expedia travel package. Bundle your flights, rental cars and hotels and enjoy fantastic discounts. You're not limited to hotels, though. We have island resorts, rural cottages and even castles and houseboats!
Can I choose my airline with a Surfside Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You get to decide. We have more than 550 airline partners globally, so you have lots of choice when creating your Surfside adventure.
If I'm not able to travel, can I cancel my Surfside holiday package?
It's hard to predict what tomorrow might bring, so it's good to know that you can cancel or change your Surfside holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.

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.

Pirate's Cove

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.

Dunegrass Golf Club

Activities

Ultimate Portland Self-Guided Driving GPS Audio Tour

Ultimate Portland Self-Guided Driving GPS Audio Tour

AU$24
per traveller
100% of travellers recommend
Ultimate Portland Self-Guided Driving GPS Audio Tour
See all activities in Old Orchard Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.