Title: Pleasantville Vacation Packages & Trips 2025/2026 from CA $1,247 | Expedia.ca [Hotels in Pleasantville](https://expedia.ca/Pleasantville-Hotels.d553248635975849112.Travel-Guide-Hotels)[Vacation Rentals in Pleasantville](https://expedia.ca/Pleasantville-Vacation-Rentals.d553248635975849112.Travel-Guide-VacationRentals)[Pleasantville Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasantville.d553248635975849112.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Pleasantville Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## Top Pleasantville Vacation Deals Price found within the past 48 hours. Click for updated prices. ![TownePlace Suites by Marriott Owensboro](https://images.trvl-media.com/lodging/38000000/37130000/37126500/37126448/f9324f87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### TownePlace Suites by Marriott Owensboro CA $1,247 per person Dec 25 - Dec 31 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Evansville (EVV) 9/10 Wonderful! (286 reviews) Very nice hotel aside from no washing powders at the front desk for laundry Reviewed on Oct 10, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-31/?FromAirport=YYC&Destination=EVV&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37126448&paandie=true&dealMarker=YrECUntz0aYVWoR8SqwNHRtF0ILYipkPrbehj6WUfxIFq_MH1UZq1P5dDU_nUv-L) ## Ready to book your vacation to Pleasantville? Choose your dates ## Pleasantville Hotel Deals ![Days Inn by Wyndham Sullivan](https://images.trvl-media.com/lodging/1000000/20000/14700/14662/b088a58c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Days Inn by Wyndham Sullivan 907 W Sr 154 Hwy 41 And 154, Sullivan, IN Fully refundableReserve now, pay when you stay CA $131 CA $147 total Oct 23 - Oct 24 includes taxes & fees 7.6/10 Good! (399 reviews) "Staff" Reviewed on Oct 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=14662&PinnedHotelID=14662&HadPinnedHotel=true®ionId=553248635975849112) ![Sleep Inn Newberry - Crane](https://images.trvl-media.com/lodging/40000000/39520000/39519200/39519115/30ca30a7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleep Inn Newberry - Crane 7834 Progress Way, Building A, Bloomfield, IN Fully refundableReserve now, pay when you stay CA $155 CA $173 total Nov 17 - Nov 18 includes taxes & fees 9/10 Wonderful! (111 reviews) "Really nice facility and all the accommodations." Reviewed on Oct 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F11%2F2025&endDate=18%2F11%2F2025&selected=39519115&PinnedHotelID=39519115&HadPinnedHotel=true®ionId=553248635975849112) ![Park Inn Motel](https://images.trvl-media.com/lodging/112000000/111010000/111002400/111002346/0dce3947_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Park Inn Motel 1250 A St NE, Linton, IN Fully refundableReserve now, pay when you stay CA $122 CA $137 total Oct 26 - Oct 27 includes taxes & fees 7.6/10 Good! (10 reviews) "Clean room, friendly staff, and great location" Reviewed on Sep 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=111002346&PinnedHotelID=111002346&HadPinnedHotel=true®ionId=553248635975849112) [See all 40 properties in Pleasantville](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=21%2F10%2F2025&endDate=22%2F10%2F2025®ionId=553248635975849112) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)