Surfside Vacation Packages

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Top Holiday Package Deals in Surfside

Price found within the past 48 hours. Click for updated prices.
USA Inn

USA Inn

2.5 out of 5
Price was CA $642, price is now CA $595 per person
CA $595
per person
Oct 10 - Oct 13
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8/10 Very Good! (691 reviews)
The Motel is right on route one in Wells right across from McDonald’s and miniature golf and a drugstore also Hannaford‘s several fantastic restaurants. All the seafood you would ever want in the world. The room was immaculate. It had the refrigerator the microwave the coffee maker plenty of drawers and hangers say hanging your clothes on bathroom was separate from where you wash your face and hands which was perfect. It was so reasonable when I made the reservation I thought maybe they might be something wrong with this Motel it was the fourth of what you would pay any place else and we so enjoyed ourselves and it was quiet and it was so clean. I would recommend this and all of my friends and anybody that I don’t even know it was a fantastic Place to stay in. The management was beautiful.

Reviewed on Aug. 27, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was CA $1,513, price is now CA $1,227 per person
CA $1,227
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
What’s not to love. It’s Cliff House!!

Reviewed on Aug. 29, 2025

Independents Long Creek Hotel by IHG

Independents Long Creek Hotel by IHG

2.5 out of 5
Price was CA $693, price is now CA $614 per person
CA $614
per person
Oct 10 - Oct 13
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
7.6/10 Good! (1,005 reviews)
The staff were great, and facility was clean. The only “con” would be pillows, they need new once.

Reviewed on Aug. 21, 2025

2 River Road Inn & Cottages

2 River Road Inn & Cottages

3 out of 5
Price was CA $943, price is now CA $889 per person
CA $889
per person
Oct 13 - Oct 18
found 19 hours ago
Roundtrip flight included
Vancouver (YVR) to Portland (PWM)
9/10 Wonderful! (225 reviews)
Very small but very clean! Definitely would recommend. Perfect location.

Reviewed on Aug. 24, 2025

Microtel Inn & Suites by Wyndham York

Microtel Inn & Suites by Wyndham York

2 out of 5
Price was CA $636, price is now CA $603 per person
CA $603
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
8/10 Very Good! (1,007 reviews)
Very quite and clean rooms very nice just a little outdated but overall a pleasant stay

Reviewed on Aug. 29, 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 $195 per night from Sep 14 to Sep 15
CA $195
CA $213 total
Sep 14 - Sep 15
includes taxes & fees
Ocean Walk Hotel
Island View Motel

Island View Motel

2.5 out of 5
174 E Grand Ave, Old Orchard Beach, ME
The price is CA $129 per night from Sep 7 to Sep 8
CA $129
CA $161 total
Sep 7 - Sep 8
includes taxes & fees
Island View Motel
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Sep 2 to Sep 3
CA $209
CA $231 total
Sep 2 - Sep 3
includes taxes & fees
7.8/10 Good! (1,016 reviews)
"Nice sized room, good location, free bagels and muffins for breakfast."

Reviewed on Aug. 25, 2025

Clarion Hotel Portland
See all 2,723 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 Vacations
All Inclusive Vacations
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Beach Vacations
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Family Vacations

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 $595. 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

Old Orchard Beach Pier

Explore the waterfront in Old Orchard Beach with a trip to Old Orchard Beach Pier. Amble around the area's beautiful beaches or attend a sporting event.

Old Orchard Beach Pier

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

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

Walk With Ghosts in Portland

Walk With Ghosts in Portland

CA $41
per adult
Walk With Ghosts in Portland
West End Bakery Crawl for Ladies only

West End Bakery Crawl for Ladies only

CA $89
per adult
West End Bakery Crawl for Ladies only
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.