Cliff Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- 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 Cliff Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
CA $1,328
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,792 reviews)
We had a shower that leaked all the way out to the foyer. We called and reported it. They sent a repair person. They caulked around the edge which helped but didn’t fix the whole problem. It still leaked, just not as bad. No one followed up to see if it was fixed. They have a pantry on each floor with fruit infused water snacks, fresh fruit, cookies, canned sparkling water and ice for free. But it was mostly depleted most of the time we were there. There was a sign advertising live music at the front of the hotel. But when we asked where it was, the hotel attendant said they were not having live music after all. No one went to take the sign down. It was still there the next day. We checked out. Hope the musician showed up that night.
Reviewed on Aug 7, 2026
River View Resort
CA $1,302
per person
Sep 8 - Sep 15
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (331 reviews)
The room was clean (but a bit dated), and comfortable. Staff was welcoming and very friendly. It was perfect to stay w/ my mother and teen-aged son. It was nice to have a full kitchen, and conveniently supplied with the essentials. We would stay there again!
Reviewed on Aug 4, 2026
Ready to book your vacation to Cliff Island?
Cliff Island Hotel Deals
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Fully refundable
CA $129
CA $141 total
Sep 6 - Sep 7
includes taxes & fees
7.4/10 Good! (648 reviews)
"At first some of the reviews were a little bit scary not going to lie but this place was really great me and my children and husband loved using the pool. Parking and air conditioning was great, we decide not to have our room cleaned because we were only there for two nights but they were constantly ..."
Reviewed on Aug 7, 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
CA $182
CA $202 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very good! (1,611 reviews)
"The wallpaper coming off the walls. Dust at every corner, my throat was inching from mold I believe. The ceiling was stained from water leak."
Reviewed on Aug 8, 2026
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
CA $134
CA $146 total
Aug 30 - Aug 31
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 Cliff Island vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,008 on Expedia. But how much your vacation to Cliff Island costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Cliff Island?
You're likely to find lower rates and better availability in January, February and March. Browse our cheap Cliff Island vacation packages and you could score some great off-season deals.
How many days is enough for Cliff Island?
The ideal duration of your Cliff Island vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to hit all the major sights and discover some hidden treasures along the way.
How to find the best Cliff Island package deals?
Use Expedia's filter tool to help you find some terrific Cliff Island package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Cliff Island package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Cliff Island vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights separately. Better still, you can tailor your Cliff Island trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cliff Island?
If you have your Cliff Island travel dates finalized, book as early as you can to score some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Cliff Island?
- Choose when to travel: Check your diary and get your bags packed. Your preferred season and the activities available will also help you decide when to vacation in Cliff Island.
- Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your hotel will likely be the biggest expense during your trip to Cliff Island.
- Decide your trip length: Think about how long you'd like to spend exploring Cliff Island. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Cliff Island vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
