Hillside Vacation Packages

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

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Your Hillside Vacation

Food, history, entertainment and more … It's all waiting for you with a Hillside vacation package. And with the ability to easily customize your city break, it's guaranteed to be one that's tough to forget. If sightseeing is part of the program during your trip to Hillside, visit major attractions like Abercrombie Golf & Country Club, Glen Lovat Golf Club and Powells Point Provincial Park. A few quick clicks is all it takes to create the ideal Hillside vacation on Expedia.

Top Hillside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Rodd Charlottetown

Rodd Charlottetown

4.5 out of 5
Downtown Charlottetown
Price was CA $1,045, price is now CA $879 per person
CA $879
per person
Jan 14 - Jan 18
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9/10 Wonderful! (1,011 reviews)
Staff were absolutely lovely!

Reviewed on Nov 10, 2026

The Great George

The Great George

5 out of 5
Downtown Charlottetown
Price was CA $1,086, price is now CA $945 per person
CA $945
per person
Jan 14 - Jan 18
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,006 reviews)
n/a

Reviewed on Nov 12, 2026

The Holman Grand Hotel

The Holman Grand Hotel

4 out of 5
Downtown Charlottetown
Price was CA $1,321, price is now CA $1,153 per person
CA $1,153
per person
Jan 14 - Jan 18
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,010 reviews)
The personal was great. In specific, Shane (not sure if Im spellin

Reviewed on Nov 11, 2026

The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was CA $1,024, price is now CA $899 per person
CA $899
per person
Jan 14 - Jan 18
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Charlottetown Alexander B. Campbell Airport (YYG)
8.6/10 Excellent! (1,015 reviews)
The hotel was conveniently located. Staff was friendly and helpful.

Reviewed on Nov 12, 2026

Blackbush Beach Resort

Blackbush Beach Resort

4.5 out of 5
Price was CA $999, price is now CA $880 per person
CA $880
per person
Jan 14 - Jan 18
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (591 reviews)
We have never been there before. This place is wonderful! They knew it was our anniversary and were treated with great things! We took our 10yr old black lab and felt so welcome and she even had treats! The people at check in were so welcoming, it was so great! ❤️🥰The food at the restaurant next door is so good! We told a bunch of our friends already and they are going to stay there soon too. We will 100% be back! Thank you to all the staff!! Great spot!👏👏

Reviewed on Nov 10, 2026

Ready to book your vacation to Hillside?

 

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Hillside Hotel Deals

The Lionstone Inn Motel and Cottages

The Lionstone Inn Motel and Cottages

2 out of 5
241 West River Road Pictou NS
The price is CA $104 per night from Nov 14 to Nov 15
CA $104
CA $119 total
Nov 14 - Nov 15
includes taxes & fees
The Lionstone Inn Motel and Cottages
Travelodge Suites by Wyndham New Glasgow

Travelodge Suites by Wyndham New Glasgow

2 out of 5
700 Westville Rd New Glasgow NS
The price is CA $169 per night from Dec 6 to Dec 7
CA $169
CA $210 total
Dec 6 - Dec 7
includes taxes & fees
Travelodge Suites by Wyndham New Glasgow
Holiday Inn Express Stellarton by IHG

Holiday Inn Express Stellarton by IHG

2.5 out of 5
86 Lawrence Blvd Stellarton NS
The price is CA $195 per night from Dec 13 to Dec 14
CA $195
CA $235 total
Dec 13 - Dec 14
includes taxes & fees
Holiday Inn Express Stellarton by IHG
See all 62 properties in Hillside
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 Hillside vacation package cost?
Offering great value package deals from CA $879 on Expedia, you'll be thrilled with how little a vacation to Hillside costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Hillside?
You're likely to find reduced prices and better availability in January, February and November. Take a look at our cheap Hillside vacation packages and you could land some excellent off-season deals.
How many days is enough for Hillside?
Generally, a handful of days is enough to tick off the main sights during your Hillside vacation. However, if you want to have more time to kick back or take day tours, think about extending your itinerary.
How to find the best Hillside package deals?
Landing a cheap Hillside package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Hillside package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Hillside vacation as a package?
You can enjoy significant savings on your next Hillside getaway by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Hillside?
If you're considering an impromptu Hillside vacation, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Hillside?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Hillside.
  2. Plan your budget wisely: As well as the cost of your stay, you'll need to factor in other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could arise during your trip to Hillside.
  3. Decide how many days away: Start by listing all the attractions and activities you'd like to get to in Hillside. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Hillside 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.