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Our top choices for Pleasantville hotels

Days Inn by Wyndham Sullivan

Days Inn by Wyndham Sullivan
2.0 star property
Sullivan
7.6 out of 10, Good, (424 reviews)
"The room was clean, the staff was helpful and friendly. "
United States
Juli
The price is CA $129
CA $144 total
includes taxes & fees
Feb 21 - Feb 22
Days Inn by Wyndham Sullivan

Pleasant Grove Inn

Pleasant Grove Inn
3.0 star property
Linton
10.0 out of 10, Exceptional, (88 reviews)
"We loved our stay."
United States
Lance
The price is CA $159
CA $179 total
includes taxes & fees
Mar 8 - Mar 9
Pleasant Grove Inn

Sleep Inn Newberry - Crane

Sleep Inn Newberry - Crane
2.5 star property
Bloomfield
9.0 out of 10, Wonderful, (124 reviews)
"Nice place and my wife loves the walk-in shower."
United States
William
The price is CA $165
CA $185 total
includes taxes & fees
Mar 1 - Mar 2
Sleep Inn Newberry - Crane

Park Inn Motel

Park Inn Motel
2.5 star property
Linton
7.2 out of 10, Good, (19 reviews)
"Room was clean & spacious. Does need some updating & repairs but very convenient if you need to be in the area. "
United States
Irene
The price is CA $128
CA $144 total
includes taxes & fees
Feb 14 - Feb 15
Park Inn Motel

Heritage Homestead Inn

Heritage Homestead Inn
3.0 star property
Odon
4.0 out of 10, (1 review)
"Bed looked like it was slept in... Thermostat was locked and un-adjustable... No drinking water or breakfast or any food for that matter as advertised. No live TV (only paid apps tv were available (Was there during the World Series... not cool) But the coffee maker worked. Good work guys!"
United States
Theodore
The price is CA $183
CA $212 total
includes taxes & fees
Feb 8 - Feb 9
Heritage Homestead Inn

Pleasant Grove Farm LLC

Pleasant Grove Farm LLC
3.0 star property
Linton
9.4 out of 10, Exceptional, (101 reviews)
"This is our favorite place to stay every Labor Day weekend. It’s home away from home!"
United States
Craig
The price is CA $178
CA $199 total
includes taxes & fees
Mar 9 - Mar 10
Pleasant Grove Farm LLC
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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Top Pleasantville Hotel Reviews

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Hotels in Pleasantville with star rating

Find out more about Pleasantville

Top reasons to visit Pleasantville

  • Scenic Parks: Enjoy the natural beauty of Pleasantville’s parks, perfect for hiking and outdoor activities.
  • Local Festivals: Experience the vibrant community spirit through various festivals celebrating art, music, and culture.
  • Charming Downtown: Explore local boutiques and eateries in the lively city centre, offering a taste of small-town charm.
  • Historic Civic Buildings: Discover the rich history of Pleasantville through its well-preserved architecture and landmarks.
  • Cozy Accommodations: Choose from a range of budget-friendly hotels and charming bed & breakfasts for a comfortable stay.

Find great hotels in Pleasantville

Pleasantville, Indiana, offers a delightful array of budget-friendly hotels and charming bed & breakfasts, perfect for any traveller. With accommodations ranging from 2 to 3 stars, you'll discover popular options that cater to families, business needs, and pet-friendly stays. Whether you're seeking top-rated hotels or a cozy retreat, Pleasantville has something to ensure a memorable vacation experience.

  • Days Inn by Wyndham Sullivan: Located 20.9km from Pleasantville, Days Inn by Wyndham Sullivan is the perfect retreat for travellers seeking both comfort and convenience. This hotel caters well to business-minded guests with its dedicated business amenities including a meeting room, conference space, and a fully-equipped business centre. The welcoming atmosphere extends to pet owners, as the hotel permits pets with certain restrictions, ensuring your furry friend can join you on your travels. Guests have praised the hotel for its friendly staff and well-maintained rooms, making it a solid choice for a hassle-free stay.
  • Sleep Inn Newberry - Crane: Situated 29.0km away from Pleasantville, Sleep Inn Newberry - Crane offers a blend of modern convenience and comfort for those on a business trip or family getaway. The hotel features essential business facilities such as a meeting room, conference space, and a business centre, making it a suitable choice for corporate travellers. It is also pet-friendly, allowing pets with restrictions, which is ideal for those who wish to explore with their companions. Guests appreciate the clean and comfortable rooms that provide a restful retreat after a busy day.
  • Pleasant Grove Inn: Just 9.7km from Pleasantville, Pleasant Grove Inn presents a charming guesthouse experience perfect for outdoor enthusiasts. This 3-star property offers various recreational activities nearby, including hiking, birdwatching, and fishing, allowing guests to immerse themselves in Indiana's natural beauty. The warm and inviting atmosphere makes it an excellent choice for families and couples looking to unwind. Guests have commented on the friendly service and the serene surroundings, making it a delightful place to relax after a day of adventure.

Where to stay in Pleasantville

Pleasantville, Indiana, offers a charming getaway with a family-friendly atmosphere and trendy spots to explore. Just a short drive away, the Hudson Valley invites visitors with its stunning views and picturesque landscapes. Don't miss the lively city centre, filled with local boutiques and eateries. For a unique coastal experience, head to Margate City, where you can enjoy beautiful beaches and vibrant boardwalks. Your adventure in and around Pleasantville promises delightful discoveries at every turn!

  • Linton: Nestled a mere 11.3km from Pleasantville, Linton is a charming city that offers a delightful mix of outdoor adventure and romantic scenery. With a steady stream of visitors throughout the year, this vibrant locale sees peaks in tourist activity during the months of April and June to July. Nature enthusiasts will appreciate the nearby national state park and serene lake, while recreational areas provide ample opportunities for relaxation and exploration. The local fairground hosts seasonal events that add a unique touch to your visit, making Linton an ideal spot for those seeking both relaxation and adventure.
  • Victoria: Just 9.7km away from Pleasantville, Victoria is a quaint village known for its inviting atmosphere and entertainment options. The village experiences a consistent flow of visitors, with peaks during July to August and October. Travellers flock here for a taste of casino excitement and romantic city experiences. Golf enthusiasts will find excellent courses, and those looking for a bit of pampering can indulge in body treatments at local spas. Victoria's charm lies in its ability to combine leisure and fun, making it a perfect stop for those looking to unwind while enjoying engaging activities.
  • Sandborn: Located 9.7km from Pleasantville, Sandborn is an adventurous city that beckons outdoor lovers and thrill-seekers alike. With visitor numbers peaking in July and September to October, Sandborn is a hub for adventure seekers looking for scenic beauty. The area boasts recreational spaces, a water park, and campgrounds for family fun or solo exploration. Nearby attractions include a national state park and an exciting theme park, ensuring there’s something for everyone. Sandborn promises a memorable experience for nature lovers and those in search of thrilling escapades.

Things to do in Pleasantville

Pleasantville, Indiana, offers a delightful mix of outdoor activities and cultural experiences. Visitors can explore scenic parks, indulge in local dining, and appreciate the charming small-town atmosphere. Don’t miss the local festivals that showcase community spirit, art, and music, making it a perfect destination for relaxation and enjoyment. Whether you’re hiking, dining, or immersing yourself in local events, Pleasantville promises a memorable getaway.

Recreation

At Shakamak State Park, immerse yourself in nature with serene hiking trails and tranquil lakes, perfect for rejuvenation. The Elks Country Club offers a vibrant golfing experience amidst lush landscapes, while the Boot City Opry promises lively entertainment with great music, ideal for a fun night out.

Nightlife

Experience the vibrant nightlife in Pleasantville with a visit to the Shawnee Theatre, located 29.0km away, offering a blend of culture and romance. Alternatively, enjoy the Fife Opera House, 32.2km away, where family-friendly entertainment awaits, creating unforgettable memories for everyone.

Booking tips and Expedia advantages for Pleasantville

For a budget-friendly trip to Pleasantville, Indiana, consider visiting between December and February when prices are lower. Tuesdays typically offer the best hotel rates, while Saturdays are the most expensive. Utilize Expedia's search tool to find hotel deals and sort by price, focusing on eco-certified accommodations for sustainable options. Combine your hotel, flights, and activities into a package for additional savings. For transportation, opt for buses or bicycles to keep costs down while exploring the area.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pleasantville are December to February, where the prices are slightly lower. This is in comparison to April to May and September, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pleasantville is Tuesday. The most expensive day to stay in Pleasantville is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool provides you with the flexibility to choose your budget, desired location, and other preferences. You can sort the results from lowest to highest prices, making it easy to find the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the "Eco-certified" filter will highlight sustainable and environmentally friendly accommodations available for booking.
  • Consider bundling your trip: You can save some money by combining your Pleasantville hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Pleasantville

When visiting Pleasantville, Indiana, tourists can enjoy a variety of attractions including scenic parks, historic civic buildings, and charming water features. These points of interest cater to families and those seeking outdoor and eco-friendly experiences, ensuring a memorable getaway for all types of travellers. Whether you're exploring the local history or enjoying nature, Pleasantville offers something for everyone.

  • Sullivan County Park: A delightful water feature located 19.3km from Pleasantville, Sullivan County Park offers a family-friendly atmosphere with activities for all ages. Enjoy picnicking, fishing, or simply relaxing by the water's edge, making it perfect for a day out with loved ones.
  • Sullivan County Courthouse: This historic civic government building, also situated 19.3km away, boasts rich cultural significance. Explore its architectural beauty and learn about local history, making it a fascinating stop for those interested in the heritage of Sullivan County.
  • Sullivan City Park: Located 19.3km from Pleasantville, Sullivan City Park is an eco-friendly outdoor space ideal for families. Enjoy walking trails, playgrounds, and green areas, perfect for a leisurely day immersed in nature.

Best time to go to Pleasantville

Visitor numbers in Pleasantville is generally unchanged in popularity throughout the year. The best time to visit Pleasantville can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pleasantville falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Pleasantville falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January30.6°F (-0.8°C)Light RainMostly CloudySlightly LowSlightly Low
February33.8°F (1.0°C)Light RainMostly CloudySlightly LowSlightly Low
March44.6°F (7.0°C)Light RainMostly SunnyAverageAverage
April54.3°F (12.4°C)Light RainMostly SunnyAverageSlightly High
May64.8°F (18.2°C)Light RainMostly SunnyAverageSlightly High
June73.2°F (22.9°C)Light RainMostly SunnyAverageAverage
July75.9°F (24.4°C)Light RainMostly SunnySlightly HighAverage
August74.3°F (23.5°C)Light RainMostly SunnyAverageAverage
September68.9°F (20.5°C)Light RainMostly SunnySlightly HighSlightly High
October57.2°F (14.0°C)Light RainMostly SunnySlightly HighAverage
November44.4°F (6.9°C)Light RainMostly SunnyAverageAverage
December36.5°F (2.5°C)Light RainMostly CloudySlightly LowSlightly Low

Frequently asked questions

What is the best area to stay in Pleasantville?
The best area to stay in Pleasantville is the historic Downtown district, particularly around Main Street and the Pleasant River waterfront.

This neighbourhood is the heart of Pleasantville, known for its well-preserved 19th-century architecture and a welcoming, pedestrian-friendly layout. Main Street is lined with local shops, independent eateries, and art galleries, leading directly to the scenic Riverwalk along the Pleasant River. You'll find several historic landmarks, including the old Pleasantville Clock Tower, just a short stroll from most accommodations.

Couples looking for a relaxing and engaging getaway will find Downtown ideal. You can enjoy leisurely walks along the Riverwalk, browse the unique boutiques, and dine at various restaurants offering local cuisine. Many of the boutique hotels here offer rooms with river views, providing a tranquil setting for a romantic trip.

For solo travellers, Downtown offers convenience and plenty to explore. Its central location means easy access to cultural attractions like the Pleasantville Museum of Art and the local theatre.
When is the best time to go to Pleasantville?
The best time to visit Pleasantville is during the months of May, September, and October. These periods offer pleasant weather, ideal for exploring the town and its surroundings without the intense heat of summer or the chill of winter.

May is a wonderful time as spring is in full bloom. The average temperatures range from 10°C to 20°C, making it comfortable for outdoor activities like visiting the Pleasantville Botanical Gardens or taking a stroll along the White River. You'll find fewer crowds compared to the peak summer months, allowing for a more relaxed experience. Couples often enjoy this time for romantic getaways, with opportunities for picnics in the park and exploring local craft shops.

September and October bring the beauty of autumn to Pleasantville, with average temperatures between 8°C and 18°C. The changing leaves create a picturesque backdrop, particularly in the forested areas surrounding the town, like the Pleasantville State Park. This season is superb for those who enjoy hiking, cycling, or simply admiring the natural scenery. Families find the autumn months enjoyable for outdoor adventures, and many local farms offer pumpkin picking and harvest festivals.

Conversely, July and August can be quite warm, with temperatures often exceeding 30°C, which might be uncomfortable for some travellers.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pleasantville.
How can I save on a Pleasantville hotel booking with Expedia?
Members always get our best prices. Find our best Pleasantville hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Pleasantville hotel?
Prices for hotels in Pleasantville often vary, but you can find a great deal from CA $144 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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