Westmoreland Vacations from $727

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The Latest Westmoreland vacation packages

Price found within the past 48 hours. Click for updated prices.
The Harbour House

The Harbour House

4 out of 5
Downtown Charlottetown
Price was $821, price is now $727 per person
$727
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Nassau (NAS) to Charlottetown (YYG)
9.4/10 Exceptional! (1,002 reviews)
Nice room for the night. Breakfast was very enjoyable.

Reviewed on Sep 9, 2025

The Great George

The Great George

5 out of 5
Downtown Charlottetown
Price was $938, price is now $822 per person
$822
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Nassau (NAS) to Charlottetown (YYG)
9.6/10 Exceptional! (1,021 reviews)
Lovely property. Very comfortable room. Great service. Great breakfast.

Reviewed on Sep 13, 2025

Clinton Pond Bed and Breakfast

Clinton Pond Bed and Breakfast

4 out of 5
Price was $1,339, price is now $1,205 per person
$1,205
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Nassau (NAS) to Charlottetown (YYG)
9.8/10 Exceptional! (9 reviews)
Clinton Pond B&B was a lovely place to stay and use as a home base for biking, hiking and beach hopping. The house is beautiful, and immaculately clean. The covered deck is especially beautiful, and a great place to take your coffee, or an end of the day drink. Note: There is a shared kitchenette for guests with a fridge/freezer, microwave, dishes, kettle and coffee machine. The owners, Amanda and Alex, are welcoming and helpful. Their staff team does a wonderful job preparing breakfast and kept the rooms fresh throughout our stay. The grounds of the house are well worth a wander. The pond is full of birds, and there are multiple benches to sit in the sun. We had a wonderful and relaxing stay.

Reviewed on Aug 23, 2025

The Holman Grand Hotel

The Holman Grand Hotel

4 out of 5
Downtown Charlottetown
Price was $936, price is now $856 per person
$856
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Nassau (NAS) to Charlottetown (YYG)
9.4/10 Exceptional! (1,022 reviews)
The staff were friendly and very helpful. The front desk were very accommodating to our needs. Our bed was comfortable and our room was spacious.

Reviewed on Sep 13, 2025

Fairholm Boutique Inns

Fairholm Boutique Inns

5 out of 5
Downtown Charlottetown
Price was $811, price is now $745 per person
$745
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Nassau (NAS) to Charlottetown (YYG)
9.2/10 Wonderful! (585 reviews)
The buildings and property were great. Our bedroom was majestic - high ceilings, king sized bed, fireplace. The plumbing, however needed work. The beautiful clawfoot tub leaked on the bathroom floor. The sink taps were loose. Overall, the inn didn't deliver as promised.

Reviewed on Sep 13, 2025

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Westmoreland Hotel Deals

Charlottetown Inn & Conference Centre

Charlottetown Inn & Conference Centre

3.5 out of 5
238 Grafton St, Charlottetown, PE
Fully refundableReserve now, pay when you stay
5.4/10 (1,391 reviews)
"Staff were very friendly & helpful, breakfast was good, was close to shopping and waterfront."

Reviewed on Sep 10, 2025

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Charlottetown Inn & Conference Centre
The Arts Hotel

The Arts Hotel

3 out of 5
155 Kent St, Charlottetown, PE
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $107 total per night from Oct 1 to Oct 2
$107 total
Oct 1 - Oct 2
Total with taxes and fees
8.4/10 Very Good! (963 reviews)
"Loved how close it was to the wharf and to the downtown amenities. The lounge was convenient and quiet to use while doing laundry."

Reviewed on Sep 9, 2025

The Arts Hotel
Rodd Charlottetown

Rodd Charlottetown

4.5 out of 5
75 Kent St, Charlottetown, PE
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $183 total per night from Oct 12 to Oct 13
$183 total
Oct 12 - Oct 13
Total with taxes and fees
8.6/10 Excellent! (1,009 reviews)
"Historic hotel 90 yrs. A very well kept."

Reviewed on Sep 9, 2025

Rodd Charlottetown
See all 765 properties in Westmoreland
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 Westmoreland vacation package cost?
You can grab a vacation package to this top destination from $727 on Expedia. But how much your vacation to Westmoreland costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Westmoreland?
If you're looking to snag a cheap Westmoreland vacation package, consider visiting in November, December and January. You're likely to find lower prices on airfares and hotels during these months — perfect for travelers wishing to save money.
How many days is enough for Westmoreland?
With a well-organized travel plan, you can easily visit the main Westmoreland sights in a few days. But if you'd like to discover hidden gems or take day trips, think about booking your Westmoreland vacation for longer.
How to find the best Westmoreland package deals?
Use Expedia's filter tool to help you find some terrific Westmoreland package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Westmoreland package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Westmoreland vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Westmoreland vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Westmoreland?
If you have your Westmoreland vacation dates locked in, book as soon as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Westmoreland vacation packages?
Your Westmoreland trip should be a relaxing escape from your busy life, not a reason for money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.