Anne's Land Luxury Vacations

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Flight and Luxury hotel deals in Anne's Land

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

Rodd Charlottetown

Downtown Charlottetown
CA $1,077
per person
Jan 1 - Jan 6
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
9/10 Wonderful! (1,013 reviews)
A “Grand Dame” of historic properties. Well located, the staff is helpful and friendly. Very well kept property.

Reviewed on Oct 20, 2026

The Holman Grand Hotel

The Holman Grand Hotel

Downtown Charlottetown
CA $1,238
per person
Dec 29 - Jan 4
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,007 reviews)
While clean my room had weird stains on the curtains. There are cracks in the paint on the walls. The bed had visible dips from age and was beyond soft. Was told I could park my car in a certain area for free - I got a ticket. I was surprised given it is rated 5 star

Reviewed on Oct 19, 2026

The Sydney Boutique Inn

The Sydney Boutique Inn

Downtown Charlottetown
CA $1,242
per person
Dec 29 - Jan 4
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.8/10 Exceptional! (1,007 reviews)
Wonderful hotel. The rooms are beautifully appointed, the staff are so friendly and Gordon, the manager, takes great care of his guests. Delicious breakfast as well. Highly recommend!

Reviewed on Oct 21, 2026

The Great George

The Great George

Downtown Charlottetown
CA $1,195
per person
Dec 29 - Jan 4
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,018 reviews)
All staff at the Great George are all so nice and helpful!! The staff go over and above to make your stay memorable. Very clean rooms. I was in the Wellington building. The main area on first floor in Wellington could use a little updating to make it more user friendly. The breakfast was excellent. I liked the manager drink from 5-6 pm on weekdays.

Reviewed on Oct 20, 2026

Blackbush Beach Resort

Blackbush Beach Resort

CA $1,179
per person
Dec 29 - Jan 4
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (566 reviews)
They had everything you could ever need for your stay plus more!! Hot tub, swim spa, sauna, yoga studio, huge bedrooms, heated bathroom floor, giant bath towels, I could go on and on! Will definitely be back during the summer season to take advantage of the beach

Reviewed on Oct 20, 2026

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5* Luxury holidays in Anne's Land

Price found within the past 48 hours. Click for updated prices.
Fairholm Boutique Inns

Fairholm Boutique Inns

Downtown Charlottetown
CA $1,033
per person
Dec 2 - Dec 7
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (664 reviews)
My stay here was absolutely incredible. Staying in the historical building itself is enough, but the interior looks like you are transported back a few hundred years (the general area sitting room was exquisite in decor/furniture). The room itself had a fireplace, amazing furniture - just can't say enough great things! Awesome experience overall.

Reviewed on Oct 18, 2026

The Sydney Boutique Inn

The Sydney Boutique Inn

Downtown Charlottetown
CA $1,242
per person
Dec 29 - Jan 4
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.8/10 Exceptional! (1,007 reviews)
Wonderful hotel. The rooms are beautifully appointed, the staff are so friendly and Gordon, the manager, takes great care of his guests. Delicious breakfast as well. Highly recommend!

Reviewed on Oct 21, 2026

The Great George

The Great George

Downtown Charlottetown
CA $1,195
per person
Dec 29 - Jan 4
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,018 reviews)
All staff at the Great George are all so nice and helpful!! The staff go over and above to make your stay memorable. Very clean rooms. I was in the Wellington building. The main area on first floor in Wellington could use a little updating to make it more user friendly. The breakfast was excellent. I liked the manager drink from 5-6 pm on weekdays.

Reviewed on Oct 20, 2026

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3 Night Luxury holidays in Anne's Land

Price found within the past 48 hours. Click for updated prices.
Dundee Arms

Dundee Arms

Downtown Charlottetown
CA $749
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
9/10 Wonderful! (828 reviews)
Well maintained historic hotel with great staff conveniently located in Charlottetown.

Reviewed on Oct 21, 2026

The Holman Grand Hotel

The Holman Grand Hotel

Downtown Charlottetown
CA $876
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,007 reviews)
While clean my room had weird stains on the curtains. There are cracks in the paint on the walls. The bed had visible dips from age and was beyond soft. Was told I could park my car in a certain area for free - I got a ticket. I was surprised given it is rated 5 star

Reviewed on Oct 19, 2026

Fairholm Boutique Inns

Fairholm Boutique Inns

Downtown Charlottetown
CA $832
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (664 reviews)
My stay here was absolutely incredible. Staying in the historical building itself is enough, but the interior looks like you are transported back a few hundred years (the general area sitting room was exquisite in decor/furniture). The room itself had a fireplace, amazing furniture - just can't say enough great things! Awesome experience overall.

Reviewed on Oct 18, 2026

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4 Night Luxury holidays in Anne's Land

Price found within the past 48 hours. Click for updated prices.
Days Inn & Suites by Wyndham Summerside

Days Inn & Suites by Wyndham Summerside

CA $940
per person
Dec 26 - Dec 30
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
7/10 Good! (753 reviews)
Microtel Inn & Suites by Wyndham Summerside

Microtel Inn & Suites by Wyndham Summerside

CA $1,063
per person
Dec 26 - Dec 30
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (741 reviews)
The Hotel on Pownal

The Hotel on Pownal

Downtown Charlottetown
CA $973
per person
Dec 26 - Dec 30
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
8.6/10 Excellent! (1,014 reviews)
Excellent location. Walkable distance, just a block or so, to main street in Charlottetown (you dont have to worry about parking as you can park for free at the hotel). It is located nicely on PEI so you can drive to most other PEI tourist places within an hour to 2 hrs. Staff is very friendly and helpful. Breakfast was fine. They do different things each day at least they did while we were there. They always had some type of egg, whether it be hard boiled, scrambled, or something else made with eggs . They have different types of bread, english muffins available. At least one day I was there they made fresh home baked cookies and had them out for guests. They were really good. I thought the bed was comfortable, my wife thought it was a little bit too hard. There was some knocking noise going on every now and then in the walls. Guessing it was old pipes. Fitness center had a treadmill, elliptical machine, one bench, dumbbells up to 30lbs, and a captains chair to do abs and dips. Not a lot of weight to do any heavy lifting but you and still get in a light workout, If I were to visit PEI again, I would definitely consider staying here again,.

Reviewed on Oct 19, 2026

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Plan the perfect luxury Anne's Land vacation with Expedia

What are some benefits when booking luxury Anne's Land vacations?

When you book a luxury Anne's Land vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Anne's Land?

If you're looking for something luxurious in Anne's Land, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $749, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 9. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Anne's Land. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Anne's Land?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Anne's Land.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Anne's Land. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Anne's Land?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Anne's Land or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Anne's Land. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.