Pleasantville 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 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.
Top Pleasantville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Seacliff- Best of Halifax -Luxury Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse
CA $2,249
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
9.8/10 Exceptional! (8 reviews)
Everything was unique especially the automated system. Enjoyed the spa. We had some difficulty using the living room tv. Could not find local channels. Everything was LG channels. Otherwise the location, decor and amenities was extraordinary. We will tell our friends about this wonderful place.
Reviewed on Oct 5, 2026
Ready to book your vacation to Pleasantville?
Pleasantville Hotel Deals
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
Bridgewater Hotel
35 High St. Bridgewater NS
Fully refundableReserve now, pay when you stay
CA $109
CA $128 total
Nov 1 - Nov 2
includes taxes & fees
6/10 (552 reviews)
"This is an old hotel. It is serviceable, but needs some maintenance. Simple things like lubricating door hinges need to be done. It really needs renovation to make it competitive. The availability of a restaurant and bar is good, and the staff answered my questions, but did not seem to go out of ..."
Reviewed on Oct 19, 2026
Best Western Plus Bridgewater Hotel & Convention Centre
527 Highway 10 Exit 12 Cookville NS
Fully refundableReserve now, pay when you stay
CA $167
CA $191 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Enjoyed our stay. Staff were excellent. Had excellent meals at the restaurant. Location is perfect to visit the small coastal towns near by."
Reviewed on Oct 19, 2026
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 Pleasantville vacation package cost?
You'll find cheap prices from CA $1,109 on Expedia for your Pleasantville escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Pleasantville costs.
What are the cheapest months to go to Pleasantville?
To pick up cheap Pleasantville vacation packages, organize your getaway outside of busy periods such as school holidays. You'll typically find lower prices and better availability for flights and hotels.
How many days is enough for Pleasantville?
Usually, a handful of days is ideal for a Pleasantville vacation. With a well-organized itinerary, you can see all the main attractions including Fancy Lake Provincial Park, as well as explore some hidden treasures along the way.
How to find the best Pleasantville package deals?
Use Expedia's handy filters to find some great Pleasantville 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 break for midweek, or search for Pleasantville package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Pleasantville vacation as a package?
You can enjoy significant savings on your Pleasantville escape by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Pleasantville?
Score amazing discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Pleasantville trip.
How to plan a trip to Pleasantville?
- Pick your travel dates: What you'd like to do in Pleasantville and your favourite season will help you decide when to get away.
- Set your budget: Factor in expenses like flights, transportation and food when working out how much to save for your trip to Pleasantville. Then, choose a hotel that fits your budget, whether that's a low-cost option or a lavish retreat.
- Decide your trip length: Think about how long you'd like to spend exploring Pleasantville. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Pleasantville 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.
