Surfside Vacation Packages

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Top Holiday Package Deals in Surfside

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

3 out of 5
Downtown Portland
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
8.8/10 Excellent! (1,281 reviews)
Standard Holiday Inn, but it was way overpriced when I was there.

Reviewed on Jul. 25, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
The oceanview was breathtaking, the morning sun was stunning

Reviewed on Jul. 22, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
Excellent in a great location

Reviewed on Jul. 26, 2025

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
Downtown Portland
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
8.8/10 Excellent! (1,153 reviews)
Great location and wonderful customer service! Really quiet in the room so you can hear quite a bit outside, shower pressure wasn't great but bed was comfortable and room was clean. There was some construction going on that we weren't aware of but it wasn't a deal breaker. Love that they offer airport shuttle!

Reviewed on Jul. 22, 2025

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
East Bayside
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
9.4/10 Exceptional! (953 reviews)
There wasn’t anything in particular about this property that I disliked.

Reviewed on Jul. 21, 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 $277 per night from Aug 24 to Aug 25
CA $277
CA $302 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (359 reviews)
"It was great overall. We liked that they had beach chairs for guests to use, and the location was right on the beach. We were worried about the Murphy beds, but they were fine. The door to your room is a sliding one, and they are kind of hard to open. Also, I’m glad my mom brought shampoo, conditioner, ..."

Reviewed on Jun. 21, 2025

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 $181 per night from Aug 27 to Aug 28
CA $181
CA $226 total
Aug 27 - Aug 28
includes taxes & fees
7.4/10 Good! (115 reviews)
"Great little place on the beach. So convenient. Room is tired but convenience makes up for it. Was very clean."

Reviewed on Jul. 13, 2025

Island View Motel
Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Aug 24 to Aug 25
CA $150
CA $164 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,069 reviews)
Quiet, clean
"Good bed, clean, nice basic hotel. Only complaint was that the bathroom door stuck. There also was not much pressure for the cold water in the sink. Quiet even though it seemed full and was beside a busy road. Very close to the mall, dining, and turnpike."

Reviewed on Jul. 24, 2025

Days Inn by Wyndham Airport/Maine Mall
See all 2,776 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 $1,214. 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

4/5(70 reviews)

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

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

Walk With Ghosts in Portland

Walk With Ghosts in Portland

CA $41
per adult
Walk With Ghosts in Portland
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.