Pleasantville Vacations

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    Save up to AED 148 when you book a flight and hotel together*
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Find the Best Pleasantville Vacation Packages

Pleasantville Hotel Deals

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 AED 489 per night from Aug 24 to Aug 25
AED 489
AED 591 total
24 Aug - 25 Aug
includes taxes & fees
8/10 Very Good! (794 reviews)
"Great place. Great location"

Reviewed on 22 August 2025

Travelodge by Wyndham Bridgewater
Bridgewater Hotel

Bridgewater Hotel

2.5 out of 5
35 High St., Bridgewater, NS
Fully refundableReserve now, pay when you stay
The price is AED 394 per night from Aug 26 to Aug 27
AED 394
AED 462 total
26 Aug - 27 Aug
includes taxes & fees
5.8/10 (342 reviews)
"Nothing to add"

Reviewed on 19 August 2025

Bridgewater Hotel
Miller House By the Bay

Miller House By the Bay

2 out of 5
624 Main street, mahone bay, NS
The price is AED 406 per night from Sep 6 to Sep 7
AED 406
AED 462 total
6 Sep - 7 Sep
includes taxes & fees
9.6/10 Exceptional! (53 reviews)
"Margaret was a wonderful host - very accommodating, friendly, interesting and a wonderful breakfast cook! We loved the Captain’s Quarters and use of the huge private deck overlooking the backyard (or the water). Breakfast conversation with other guests was one of our highlights. We would definitely ..."

Reviewed on 19 August 2025

Miller House By the 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.

Frequently asked questions

How much does a Pleasantville vacation package cost?
You can pick up a vacation package to this popular destination 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?
Travel in the off-season and you're likely to get cheap Pleasantville vacation packages. Keep in mind that public holidays and local events and festivals can impact prices, so do your research before booking.
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.
How to plan a trip to Pleasantville?

  1. Choose when to travel: Check your schedule and get packing. Your favorite season and the available activities will also help you decide when to escape to Pleasantville.
  2. Calculate your budget: Make sure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Pleasantville.
  3. Decide how long to go for: Now that you're more familiar with Pleasantville, you can work out the perfect length of your vacation. Pull together a rough plan and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Pleasantville vacation package.