Pleasant Bay Vacations from $1,299

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Your Pleasant Bay Vacation

Our Pleasant Bay vacation packages give you endless opportunities to delve into new sights, sounds and experiences. And with all your travel plans worked out, you can kick back and enjoy your city break in the way that you deserve. Up for a bit of sightseeing? A trip to Pleasant Bay isn't complete without checking out Gampo Abbey, Whale Interpretive Centre and other leading attractions. Expedia will help you escape your daily routine. Tailor your vacation to Pleasant Bay to suit your travel style, whatever that may look like.

The Latest Pleasant Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Ceilidh Country Lodge

Ceilidh Country Lodge

2.5 out of 5
Price was $1,362, price is now $1,299 per person
$1,299
per person
Aug 27 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sydney (YQY)
7.8/10 Good! (1,001 reviews)
We were very happy with our accommodations! The more rustic style goes well with the surroundings. It’s not the most updated rooms but it was very clean! We had a great view from the deck of the rooms and I was very happy with the breakfast they served. The grounds are very beautiful and so is the main house. Luckily the nights are cool because we didn’t find the AC to really do much. This Baddeck location is a perfect spot for a Cape Breton visit!!

Reviewed on Jul 14, 2026

Harbourview Inn, SureStay Collection by Best Western

Harbourview Inn, SureStay Collection by Best Western

2.5 out of 5
Price was $2,003, price is now $1,889 per person
$1,889
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip flight included
Key West (EYW) to Sydney (YQY)
5.8/10 (643 reviews)
Parking, staff,

Reviewed on Jul 14, 2026

Kelly's View Motel

Kelly's View Motel

2.5 out of 5
Price was $1,964, price is now $1,871 per person
$1,871
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip flight included
Key West (EYW) to Sydney (YQY)
9/10 Wonderful! (810 reviews)
clean room and good location and parking. staff were perfects and helpful. however if they use new blanket make it perfect

Reviewed on Jul 14, 2026

The Simon Hotel Sydney

The Simon Hotel Sydney

3.5 out of 5
Price was $2,539, price is now $2,437 per person
$2,437
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Key West (EYW) to Sydney (YQY)
9.2/10 Wonderful! (1,211 reviews)
It was awesome! Spacious clean room with an amazing view of the harbour. Friendly staff and Trio restaurant was very good.

Reviewed on Jul 14, 2026

Holiday Inn Sydney - Waterfront by IHG

Holiday Inn Sydney - Waterfront by IHG

3.5 out of 5
Price was $2,225, price is now $2,149 per person
$2,149
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip flight included
Key West (EYW) to Sydney (YQY)
8.2/10 Very Good! (1,007 reviews)
We were given a large room with a spectacular view of the marina. The room was very clean, but the T.V service was spotty on many channels. We had a nice swim when the pool was quiet during dinnertime, but not all the Jets in the hot tub were working. The breakfast included many choices.

Reviewed on Jul 14, 2026

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Stay near popular Pleasant Bay attractions

Whale Interpretive Centre

8.6/10 (30 reviews)
Discover 16 whale species through interactive exhibits and life-size models at this coastal education center. Enhance your visit with the touch tank and recorded whale calls before joining a local boat tour.
See properties

Pleasant Bay Hotel Deals

The Mountain View Motel & Cottages

The Mountain View Motel & Cottages

2.5 out of 5
23659 Cabot Trail Road Pleasant Bay NS
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $108 total per night from Jul 24 to Jul 25
$108 total
Jul 24 - Jul 25
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
"The property has a restaurant on site which is very convenient. The check in desk is located in the restaurant. The prices were reasonable for the rooms and cabins. There are no mini fridges in the rooms (just the cabins) however, the extremely helpful staff were willing to store our cooler bag of ..."

Reviewed on Jul 15, 2026

The Mountain View Motel & Cottages
The Highlands Chalet on the Cabot Trail, Modern-Rustic Haven with Sunset Views

The Highlands Chalet on the Cabot Trail, Modern-Rustic Haven with Sunset Views

Pleasant Bay NS
$471 nightly
The price is $537 total per night from Jul 17 to Jul 18
$537 total
Jul 17 - Jul 18
Total with taxes and fees
5/10 (4 reviews)
"Not much of an ocean view not very clean site said sleeps 8 but that’s 2 per bed with one bed being a Murphy bed. Was not too excited about having to sleep with my sister."

Reviewed on Jul 11, 2026

The Highlands Chalet on the Cabot Trail, Modern-Rustic Haven with Sunset Views
Hikers Suite Private Hot Tub <br>Cabot Trail, Pleasant Bay ,N.S.

Hikers Suite Private Hot Tub <br>Cabot Trail, Pleasant Bay ,N.S.

Pleasant Bay NS
$164 nightly
The price is $191 total per night from Jul 27 to Jul 28
$191 total
Jul 27 - Jul 28
Total with taxes and fees
9.8/10 Exceptional! (73 reviews)
"Beautiful cozy spot right off the Cabot Trail with nice restaurants nearby and a lovely private hot tub. No complaints!"

Reviewed on Jun 27, 2026

Hikers Suite Private Hot Tub <br>Cabot Trail, Pleasant Bay ,N.S.
See all 76 properties in Pleasant Bay
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.

Find the Best Pleasant Bay Vacation Packages

Pleasant Bay Essential Information

Language
English
Currency
Canadian dollars
Max Temp Winter
30ºF
Max Temp Summer
70ºF
Top Sights
Cape Breton Highlands National Park, Skyline Trail and Polletts Cove

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Frequently asked questions

How much does a Pleasant Bay vacation package cost?
You can pick up a vacation package to this destination from $1,299 on Expedia. But how much your vacation to Pleasant Bay costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Pleasant Bay?
You're likely to find reduced prices and greater availability in September, November and December. Browse our cheap Pleasant Bay vacation packages and you could land some great off-season deals.
How many days is enough for Pleasant Bay?
With a well-organized travel plan, you can easily hit the main Pleasant Bay sights in a few days. But if you want to explore off the beaten track or go on day tours, think about booking your Pleasant Bay vacation for longer.
How to find the best Pleasant Bay package deals?
Use Expedia's filters to help you find some great Pleasant Bay package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Pleasant Bay package deals in the low season. Play around with your travel dates and you may land even better 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 Pleasant Bay vacation as a package?
You can enjoy significant savings on your Pleasant Bay escape by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Pleasant Bay?
If you're considering an impromptu Pleasant Bay trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Pleasant Bay vacation packages?
If you're anything like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Pleasant Bay break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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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.