Surfside Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Surfside

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
The price is 1.755.992 ₫ per night from 11 Jan to 12 Jan
1.755.992 ₫
1.914.031 ₫ total
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,652 reviews)
Clean room

Reviewed on 13 Dec 2025

Tru by Hilton Portland Airport Area
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 2.897.979 ₫ per night from 18 Dec to 19 Dec
2.897.979 ₫
4.209.936 ₫ total
18 Dec - 19 Dec
includes taxes & fees
9.2/10 Wonderful! (1,706 reviews)
Everything was great! However it would nivce if there was a microwave at the snack stations on each floor.

Reviewed on 8 Dec 2025

Portland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,546 reviews)
Everything

Reviewed on 8 Dec 2025

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Portland Regency Hotel & Spa
See all 2,604 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.

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 1null000null000 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 Rentals.
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.

Popular places to visit

Palace Playland

You can enjoy the entertainment at Palace Playland during your travels to Old Orchard Beach. Amble around the area's beautiful beaches or attend a sporting event.

Palace Playland

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

Harmon Historical Museum

You can spend an afternoon exploring the galleries in Harmon Historical Museum in Old Orchard Beach. Wander the beautiful beaches and picturesque gardens in the area.

Harmon Historical Museum