Pleasantville Vacations from $891

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Your Pleasantville Vacation

With every last detail organized before you take off, our Pleasantville vacation packages mean you can focus more on having a good time. Whether you base yourself in the neighborhood of Garden Lots, which is great for watersports, or someplace else, this lively city offers a wealth of discoveries. Any trip to Pleasantville needs a well-designed itinerary. Fill yours with big-name attractions like Halifax and Southwestern Railway Museum, Osprey Ridge Golf Course and Fort Point Museum. A few clicks is all it takes to craft your dream Pleasantville vacation on Expedia.

The Latest Pleasantville vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn by Hilton Halifax Downtown
Brewery Park Hotel
The Hollis Halifax a DoubleTree Suites by Hilton Hotel
Homewood Suites by Hilton Halifax-Downtown
Residence Inn by Marriott Halifax Downtown
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Pleasantville Hotel Deals

Floating Cottage on The LaHave River close to beaches, golf, on Lighthouse Route

Floating Cottage on The LaHave River close to beaches, golf, on Lighthouse Route

Pleasantville NS
10/10 Exceptional! (100 reviews)
"The reviews didn't lie. The cottage is exactly as described. Beautiful peaceful location. Great communication with the host. Everything was neat and clean. I would not hesitate to book again. It was a perfect place for our anniversary trip."

Reviewed on Sep 30, 2026

Floating Cottage on The LaHave River close to beaches, golf, on Lighthouse Route
Bridgewater Hotel

Bridgewater Hotel

2.5 out of 5
35 High St. Bridgewater NS
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $82 total per night from Nov 9 to Nov 10
$82 total
Nov 9 - Nov 10
Total with taxes and fees
Bridgewater Hotel
Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater

2.5 out of 5
50 North Street Bridgewater NS
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $114 total per night from Nov 9 to Nov 10
$114 total
Nov 9 - Nov 10
Total with taxes and fees
7.6/10 Good! (1,003 reviews)
"Room was clean but the beds are small"

Reviewed on Nov 8, 2026

Days Inn & Conference Center by Wyndham Bridgewater
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 Pleasantville Vacation Packages

Pleasantville Essential Information

Language
English
Currency
Canadian dollars
Top Sights
Hirtles Beach, Rissers Beach Provincial Park and Petite Riviere Vineyards

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Frequently asked questions

How much does a Pleasantville vacation package cost?
You can pick up a vacation package to this popular destination from $891 on Expedia. But how much your vacation to Pleasantville costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Pleasantville?
You can usually find reduced prices and greater availability in November, December and January. Take a look at our cheap Pleasantville vacation packages and you could land some great off-season discounts.
How many days is enough for Pleasantville?
Typically, a handful of days is enough to go to the top attractions during your Pleasantville vacation. However, if you want to have more time to rest or go on day trips, consider extending your itinerary.
How to find the best Pleasantville package deals?
Use Expedia's filters to help you find some tempting Pleasantville package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Pleasantville package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Pleasantville vacation as a package?
You can enjoy significant savings on your next Pleasantville break by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great 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 land a better deal.
When to book a vacation package to Pleasantville?
Secure incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Pleasantville escape.
Does Expedia offer Book Now, Pay Later Pleasantville vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Pleasantville trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.