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Check prices for these dates

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10 Oct - 12 Oct
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17 Oct - 19 Oct
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31 Oct - 2 Nov
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B&B in Pleasantville

Stanton House Inn
Reception

Stanton House Inn

3.5 star property
9.6 out of 10, Exceptional, (156)
"Excellent staff and the pool is awesome. "
Stanton House Inn
West Lane Inn
Terrace/patio

West Lane Inn

3.5 star property
9.8 out of 10, Exceptional, (53)
"Wonderful inn with great breakfast, very safe, wonderful new bathrooms, comfortable clean beds with excellebt dining options nearby."
The price is AED 1,373
AED 1,579 total
includes taxes & fees
7 Oct - 8 Oct
West Lane Inn
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Interior

Charming Grand View/Lake Loft in Brewster with WiFi, AC

10.0 out of 10, Exceptional, (12)
"Absolutely beautiful property with water views and very accommodating host!! We had a great experience overall and would definitely book again if and when we come back to the area.."
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Honey Maple Grove BnB
42-inch TV with digital channels, heated floors

Honey Maple Grove BnB

4.0 star property
9.2 out of 10, Wonderful, (5)
"Charming and quiet…. perfect bed and breakfast!"
Honey Maple Grove BnB
The Kittle House Inn
Free daily continental breakfast

The Kittle House Inn

3.5 star property
8.2 out of 10, Very Good, (412)
"Beautiful place to stay with a great staff "
The Kittle House Inn
Cozy Homeva Kensico WP
Front of property

Cozy Homeva Kensico WP

3.0 star property
10.0 out of 10, Exceptional, (1)
"Eva & her son Matthew were very friendly & accommodating."
Cozy Homeva Kensico WP
Cozy Homeva Chatterton WP
Porch

Cozy Homeva Chatterton WP

3.0 star property
Cozy Homeva Chatterton WP
Cozy Homeva Battle Hill WP
Exterior

Cozy Homeva Battle Hill WP

3.0 star property
Cozy Homeva Battle Hill WP
Luxurious Bed & Breakfast
Property grounds

Luxurious Bed & Breakfast

Luxurious Bed & Breakfast
Cosy get away stay at Joanas
1 bedroom, iron/ironing board, WiFi, bed sheets

Cosy get away stay at Joanas

Cosy get away stay at Joanas
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

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

10/10 Excellent
"Beautiful hotel"
Karen 1-night trip
Posted 21 hours ago
Norwalk Inn & Conference Center

Frequently asked questions

Searching for B&Bs in Pleasantville?
If you want to find a place to stay with fewer rooms than a hotel and an intimate environment, a bed and breakfast might be a great fit for your vacation to Pleasantville. While you're enjoying your trip to Pleasantville, you might want to explore the theater scene by catching a show at Jacob Burns Film Center Theater.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to mingle with other guests, and tasty breakfasts, B&Bs provide a unique environment.
What are the top B&Bs in Pleasantville?
Below are some well-liked B&Bs in the area: Stanton House Inn: 20 rooms. 11 mi (17.7 km) from the heart of Pleasantville. Enjoy the deli and outdoor pool. West Lane Inn: 14 rooms. 18 mi (29 km) from the downtown core. Enjoy the free cooked breakfast and designer toiletries. Honey Maple Grove BnB: 3 rooms. Situated 10.2 mi (16.5 km) from the heart of Pleasantville. Enjoy the free full breakfast and unique décor. The Kittle House Inn: 14 rooms. Located 4.1 mi (6.7 km) from the core of Pleasantville. Enjoy the bar/lounge and onsite dining.
When is the best time to book my B&B in Pleasantville?
When you're dreaming of a escape to Pleasantville, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Pleasantville is 51 inches.
What is there to do in Pleasantville?
When you want to explore some things to do in town, Rockefeller State Park Preserve and Jacob Burns Film Center Theater are some notable sights to visit. Rockefeller Archive Center and Sing Sing Correctional Facility are also some sites to visit if you want to see more of the area.
How can I get to and around Pleasantville?
You can plan your excursions in and around Pleasantville ahead of time with these transportation options. Fly into Westchester County Airport (HPN), which is located 6.4 mi (10.3 km) from the heart of the city. You can also search for flights into Danbury, CT (DXR-Danbury Municipal), which is 22.9 mi (36.9 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.