Surfside Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Holiday Package Deals in Surfside
Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites
Moody
CA $994
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
This hotel was very nice. Complimentary breakfast was a plus. The property was well maintained and the location was nice and quiet. Only issue was the bathroom fan was extremely loud. Definitely needs replacement. There was also a bad odor in the room. I thought it came from the rug. Hubby thought it was coming from the ac unit. We did not complain and the odor disappeared within 2 days… will definitely stay here again. Great value for the money.
Reviewed on Aug 28, 2026
Inn By The Sea
CA $1,713
per person
Oct 9 - Oct 12
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (328 reviews)
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.
Reviewed on Aug 13, 2026
Surfside Hotel Deals
Ocean Walk Hotel
197 E. Grand Ave Old Orchard Beach ME
CA $212
CA $231 total
Sep 24 - Sep 25
includes taxes & fees
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
CA $152
CA $168 total
Sep 10 - Sep 11
includes taxes & fees
8.2/10 Very good! (1,632 reviews)
"It's a decent hotel in the process of doing some renovations. The restaurant does not appear to be open at the moment which was not a hardship for us. The cleaning staff was friendly and helpful. The front desk folks were great during the day. At night, while trying to call for the shuttle one night ..."
Reviewed on Aug 28, 2026
Fireside Inn & Suites Portland
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
CA $150
CA $166 total
Sep 28 - Sep 29
includes taxes & fees
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 vacation package cost?
We make it easy to explore the world, with Surfside packages starting from just CA $994. 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 vacation 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 neighborhood, 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 neighborhood's most sought-after hotels. Another highly rated option in Surfside is Grandview One - Fourteen|steps To The Beach|communal Pool|bayley Vacation Rentals.
How far in advance should I book my Surfside vacation?
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 favorite 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 vacation 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 vacation package?
It's hard to predict what tomorrow might bring, so it's good to know that you can cancel or change your Surfside vacation 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.
Things to do
Ultimate Portland Self-Guided Driving GPS Audio Tour
CA $24
per traveller
100% of travellers recommend
Private Sailing Experience along the Southern Maine Coastline
CA $1,034
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.