Pleasantville Vacation Packages

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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.

Top Pleasantville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hearthstone Inn Boutique Hotel Halifax - Dartmouth

Hearthstone Inn Boutique Hotel Halifax - Dartmouth

3.5 out of 5
Price was CA $696, price is now CA $525 per person
CA $525
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Halifax (YHZ)
7.4/10 Good! (1,160 reviews)
The staff on hand was friendly & efficient! The hotel is older but I feel it was styled well & noise proof & it was a comfortable. I can tell they’ve put some effort into maintaining the building. I think some things could have been a bit cleaner (our bedroom floor could have been mopped / dried beforehand - maybe it was dust on the dark floors but just didn’t look clean). The bathroom wall need wiped down due to condensation (no fan, window, ect). I wish the hotel had even one ice machine on the main floor to fill our water bottles.

Reviewed on Jul 15, 2026

Sandman Signature Dartmouth Hotel & Suites

Sandman Signature Dartmouth Hotel & Suites

3 out of 5
Price was CA $1,013, price is now CA $704 per person
CA $704
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Halifax (YHZ)
9.4/10 Exceptional! (2,594 reviews)
This hotel was extremely maintained, clean and friendly staff. Denny’s and one bar is attached to the hotel. Tim’s, A&W and a gas station is a 2 min walk from the hotel. Lots of things to do or places to dine in only a short drive away. Highly recommend this hotel!

Reviewed on Jul 14, 2026

Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
Price was CA $858, price is now CA $606 per person
CA $606
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Halifax (YHZ)
8.6/10 Excellent! (1,007 reviews)
Spacious room and very clean. Helpful staff, plenty of parking. Great place to stay for Halifax. Taxi or uber $20 - 25 into city

Reviewed on Jul 14, 2026

Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse

Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse

4.5 out of 5
Price was CA $2,961, price is now CA $2,227 per person
CA $2,227
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Halifax (YHZ)
10/10 Exceptional! (6 reviews)
Brought the family on a little east coast getaway and couldn't ask for a better location to return to and unwind in the evenings. Spectacular views on a peaceful cove with every accommodation you could ever need. Exceptional, absolutely loved it!

Reviewed on Jun 22, 2026

Future Inns Halifax

Future Inns Halifax

3 out of 5
Clayton Park West
Price was CA $950, price is now CA $721 per person
CA $721
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Halifax (YHZ)
9.2/10 Wonderful! (2,215 reviews)
Love to stay again

Reviewed on Jul 14, 2026

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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! (90 reviews)
"What a beautiful stay this was. The place is idyllic and one of the best places we’ve ever had. Everything you could need is provided. Everything is clean, comfortable and so well thought through. We really didn’t want to leave. Gordan, the host is great with communications and information. He’s ..."

Reviewed on Jul 9, 2026

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Floating Cottage on The LaHave River close to beaches, golf, on Lighthouse Route
Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

2 out of 5
49 North St Bridgewater NS
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Jul 19 to Jul 20
CA $184
CA $223 total
Jul 19 - Jul 20
includes taxes & fees
8/10 Very good! (990 reviews)
"The hotel was pretty standard . It was clean and well maintained. The complimentary breakfast was more than adequate. The quality that really made this hotel stand out was the amazing staff. Kind, helpful, thoughtful. Thank you for an excellent stay!"

Reviewed on Jul 14, 2026

Travelodge by Wyndham Bridgewater
Atlantic View Motel and Cottages

Atlantic View Motel and Cottages

3 out of 5
230 Mason's Beach Road, RR#2 Lunenburg NS
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Aug 3 to Aug 4
CA $239
CA $280 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (622 reviews)
"This was the cleanest place we have ever stayed in, everything was well laid out and anything you could want in an accommodation was available. Definitely would stay there again."

Reviewed on Jul 14, 2026

Atlantic View Motel and Cottages
See all 230 properties in Pleasantville
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 Pleasantville vacation package cost?
You'll find cheap prices from CA $525 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?

  1. Pick your travel dates: What you'd like to do in Pleasantville and your favourite season will help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.

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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.