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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 9 B&B in Pleasantville with updated reviews, rates, and availability.

Stanton House Inn
Reception

Stanton House Inn

3.5 star property
9.6 out of 10, Exceptional, (136)
"Beautiful old mansion, lovely staff "
Stanton House Inn
Crabtree's Kittle House Restaurant & Inn
Property entrance

Crabtree's Kittle House Restaurant & Inn

3.5 star property
8.2 out of 10, Very Good, (411)
"If rustic charm is on your bucket list, the Kittle House is brimming it….older floorboards, wooden beams, and a copper ceiling in the taproom. There are modern amenities alongside older fixtures….that plumbing (3/4”?) provides a powerful shower! We stayed during the holidays, and the inn was decorated beautifully. Continental breakfast included. This hotel services an area in Westchester that has few options for lodgings. Fortunately, this inn is a wonderful option."
Crabtree's Kittle House Restaurant & Inn
West Lane Inn
Terrace/patio

West Lane Inn

3.5 star property
9.8 out of 10, Exceptional, (43)
"Great place to stay!"
The price is AED 1,263
AED 1,452 total
includes taxes & fees
12 Mar - 13 Mar
West Lane Inn
Honey Maple Grove BnB
42-inch TV with digital channels, heated floors

Honey Maple Grove BnB

4.0 star property
9.6 out of 10, Exceptional, (4)
"Abbott the owner and host was very accomodating. Everything was clean and well maintained. Location is perfect. Will stay there whenever we are in the area"
Honey Maple Grove BnB
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 Battle Hill WP
Penthouse Suite At Cozy Homeva | Desk, laptop workspace, blackout drapes, iron/ironing board

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
Cozy Homeva Chatterton WP
Porch

Cozy Homeva Chatterton WP

3.0 star property
Cozy Homeva Chatterton WP
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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Other property types in Pleasantville

Global Luxury Suites White Plains
Reception

Global Luxury Suites White Plains

3.5 star property
7.0 out of 10, Good, (28)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains
Stamford Suites
Exterior

Stamford Suites

3.0 star property
5.6 out of 10, (23)
"Room was very spacious "
The price is AED 621
AED 714 total
includes taxes & fees
25 Mar - 26 Mar
Stamford Suites
Luxury Apartments by Hyatus at The Asher
Lounge

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (15)
"Perfect location. Great service. Amenities pretty cool "
Luxury Apartments by Hyatus at The Asher
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

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. If your ideal vacation to Pleasantville includes spending lots of time outside, Rockefeller State Park Preserve is a good spot to enjoy the scenery.
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. Crabtree’s Kittle House Restaurant & Inn: 14 rooms. Situated 4.1 mi (6.7 km) from the heart of Pleasantville. Enjoy the bar/lounge and onsite dining. Honey Maple Grove BnB: 3 rooms. 10.2 mi (16.5 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. Cozy Homeva Kensico WP: 5 rooms. Located 6.2 mi (10 km) from the core of Pleasantville.
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. Union Church of Pocantico Hills and Rockefeller Archive Center 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.