Surfside Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Surfside

Price found within the past 48 hours. Click for updated prices.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Price was CA $1,054, price is now CA $833 per person
CA $833
per person
Jun 24 - Jun 27
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
7.6/10 Good! (1,049 reviews)
Very clean, friendly staff, great breakfast. Would stay again

Reviewed on May 3, 2026

Meadowmere Resort

Meadowmere Resort

2.5 out of 5
Price was CA $1,315, price is now CA $969 per person
CA $969
per person
Jun 24 - Jun 27
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Very well kept… great staff we had a great time

Reviewed on Apr 14, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was CA $1,177, price is now CA $880 per person
CA $880
per person
Jun 24 - Jun 27
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9/10 Wonderful! (1,000 reviews)
The front desk was incredibly nice. They moved us closer to our family in another room without being asked. It was very appreciated, thank you.

Reviewed on May 3, 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was CA $1,665, price is now CA $1,356 per person
CA $1,356
per person
Jun 24 - Jun 27
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (300 reviews)
This accommodation was in an excellent location for restaurants and attending events. We were able to park our car and walk without concern. We found the accommodation well furnished with a well equipped kitchen. We would have liked to stay longer and will likely return.

Reviewed on May 5, 2026

Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
Price was CA $1,278, price is now CA $1,045 per person
CA $1,045
per person
Jul 28 - Jul 30
found 9 hours ago
Roundtrip flight included
Ottawa (YOW) to Portland (PWM)
9.4/10 Exceptional! (341 reviews)
IT WAS CHARMING AND BEAUTIFUL. The restaurant was wonderful, all the staff was first class, would love to go back.

Reviewed on Oct 14, 2025

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 CA $176 per night from May 27 to May 28
CA $176
CA $191 total
May 27 - May 28
includes taxes & fees
Ocean Walk Hotel
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 CA $228 per night from May 10 to May 11
CA $228
CA $304 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (1,754 reviews)
Hotel was within walking distance to everything we wanted! Friendly, helpful staff, bartender was great! Extremely clean hotel, would absoulty stay again!

Reviewed on May 4, 2026

Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundable
The price is CA $214 per night from May 10 to May 11
CA $214
CA $274 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (1,207 reviews)
Beautiful hotel, staff was wonderful and we would stay here again.

Reviewed on May 6, 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,709 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.
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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 $833. 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.

Discover the most popular places to visit in Surfside

Old Orchard Beach pier with rays through the pilings at low tide

Old Orchard Beach Pier

4/5(71 reviews)

After visiting Old Orchard Beach Pier, make a plan to see the other sights and activities in Old Orchard Beach. Amble around the area's beautiful beaches or attend a sporting event.

Old Orchard Beach Pier
Verlassener Rummel in Old Orchard Beach bei Sonnenschein, Maine

Palace Playland

4/5(4 reviews)

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

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

Things to do

Ultimate Portland Self-Guided Driving GPS Audio Tour

Ultimate Portland Self-Guided Driving GPS Audio Tour

CA $23
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.