Hillside 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
- Rest easyPlan, book, and manage your trip all in one place
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.
The Hotel on Pownal
Downtown Charlottetown
CA $925
per person
Nov 6 - Nov 11
found 23 hours ago
Roundtrip flight included
Edmonton (YEG) to Charlottetown Alexander B. Campbell Airport (YYG)
8.6/10 Excellent! (1,016 reviews)
I really liked the room. Clean comfortable and up to date The service was extraordinary. The women at the front desk s suggested great restaurants and even called them to see if we could make a reservation for the time we were available. Friendly and so comfortable and convenient location.
Reviewed on Sep 15, 2026
The Great George
Downtown Charlottetown
CA $1,042
per person
Nov 6 - Nov 11
found 23 hours ago
Roundtrip flight included
Edmonton (YEG) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,008 reviews)
My husband and I had such a wonderful 2-night stay at The Great George!! Such lovely and helpful staff, beautiful rooms, prime location, delicious breakfast :)
Reviewed on Sep 14, 2026
The Sydney Boutique Inn
Downtown Charlottetown
CA $928
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Charlottetown Alexander B. Campbell Airport (YYG)
9.8/10 Exceptional! (1,009 reviews)
Loved the spacious well appointed 2 bedroom apartment. Very clean and well equipped. Comfortable beds. Excellent breakfast with lots of selection and very good food.
Water pressure in the showers is not great and there is no fan in the bathrooms. Also disappointed with the 1 ply toilet paper.
Reviewed on Sep 15, 2026
Ready to book your vacation to Hillside?
Hillside Hotel Deals
Travelodge Suites by Wyndham New Glasgow
700 Westville Rd New Glasgow NS
CA $152
CA $189 total
Oct 11 - Oct 12
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
"It was a nice touch to see deer on the grounds of the hotel"
Reviewed on Sep 14, 2026
The Lionstone Inn Motel and Cottages
241 West River Road Pictou NS
Fully refundableReserve now, pay when you stay
CA $104
CA $119 total
Sep 16 - Sep 17
includes taxes & fees
6.8/10 (865 reviews)
"The hotel may not be the most modern or recently updated, but I really want to recognize the hardworking staff. They clearly make a great effort to keep everything clean and comfortable, including the rooms and bedding. Their dedication and attention make a difference, and we really appreciated their ..."
Reviewed on Sep 13, 2026
Holiday Inn Express Stellarton by IHG
86 Lawrence Blvd Stellarton NS
Fully refundable
CA $203
CA $244 total
Oct 11 - Oct 12
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 Hillside vacation package cost?
Offering great value package deals from CA $794 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?
- 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.
- 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.
- 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.
- 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.
