Cliff Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top Cliff Island Vacation Deals

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

The McKernan Inn

3 out of 5
Save 100% on your flight
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (25 reviews)
Excellent and highly recommend!

Reviewed on Jun. 27, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Aug 21 - Aug 25
found 5 hours ago
Roundtrip flight included
Halifax (YHZ) to Portland (PWM)
9.2/10 Wonderful! (1,533 reviews)
The beds were super comfortable! The entire staff was helpful and kind.

Reviewed on Jul. 6, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (209 reviews)
Great place! Super convenient

Reviewed on Jul. 4, 2025

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
per person
Aug 21 - Aug 25
found 5 hours ago
Roundtrip flight included
Halifax (YHZ) to Portland (PWM)
9.4/10 Exceptional! (1,318 reviews)
Absolutely lovely and convenient hotel. Only complaint was about the air conditioning. Even though it wasn’t that hot a night (in the 60s) and day (80). The cooling struggled to keep up. We wanted the temperature to be 68 but we couldn’t get it cooler than 73.

Reviewed on Jul. 5, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
per person
Aug 21 - Aug 25
found 5 hours ago
Roundtrip flight included
Halifax (YHZ) to Portland (PWM)
9.6/10 Exceptional! (147 reviews)
Everything was wonderful, we highly recommend staying here to anyone considering it.

Reviewed on Jun. 13, 2025

Ready to book your vacation to Cliff Island?

 

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Cliff Island Hotel Deals

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 $207 per night from Jul 8 to Jul 9
CA $207
CA $229 total
Jul 8 - Jul 9
includes taxes & fees
7.8/10 Good! (1,005 reviews)
"Everything is good. Coffee and tea in lobby ."

Reviewed on Jul. 5, 2025

Clarion Hotel Portland
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 $158 per night from Jul 7 to Jul 8
CA $158
CA $172 total
Jul 7 - Jul 8
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"Perfect"

Reviewed on Jul. 4, 2025

Days Inn by Wyndham Airport/Maine Mall
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Jul 21 to Jul 22
CA $210
CA $233 total
Jul 21 - Jul 22
includes taxes & fees
7.6/10 Good! (1,029 reviews)
"Super comfy bed. Excellent stay"

Reviewed on Jul. 2, 2025

Ramada Plaza by Wyndham Portland
See all 2,260 properties in Cliff Island
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

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 $1,093 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.