Find a Bed and Breakfast in Pleasantville from CA $513

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Pleasantville B&B

Stanton House Inn
Stunning hallway with a staircase, lamp, and vase of flowers.

Stanton House Inn

3.5 star property
9.6 out of 10, Exceptional, (150)
"Excellent staff and the pool is awesome. "
Stanton House Inn
West Lane Inn
Enjoy social gatherings in this inviting patio area with round tables and comfortable seating, surrounded by lush greenery and a classic aesthetic.

West Lane Inn

3.5 star property
9.8 out of 10, Exceptional, (52)
"Wonderful inn with great breakfast, very safe, wonderful new bathrooms, comfortable clean beds with excellebt dining options nearby."
The price is CA $513
CA $590 total
includes taxes & fees
Aug 13 - Aug 14
West Lane Inn
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Relax in this serene bedroom with a large bed and picturesque views of the lake and surrounding trees through French doors.

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

10.0 out of 10, Exceptional, (6)
"Great location - quiet and private. Long bike rides each day and was able to come back to a great shower, and comfortable, relaxed exterior and interior environment. Slept very well."
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Honey Maple Grove BnB
Cozy living area with piano, fireplace, and comfortable seating options.

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
Enjoy a cozy dining experience in this intimate space with pendant lights and comfortable seating.

The Kittle House Inn

3.5 star property
8.2 out of 10, Very good, (411)
"Beautiful place to stay with a great staff "
The Kittle House Inn
Cozy Homeva Battle Hill WP
Enjoy the city view from this balcony with a garden below and a chair to sit and take it in.

Cozy Homeva Battle Hill WP

3.0 star property
Cozy Homeva Battle Hill WP
Cozy Homeva Kensico WP
Stunning two-story home with a charming front porch and lush green surroundings.

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
Cozy retreat with a brick fireplace, large windows, and a traditional architectural style.

Cozy Homeva Chatterton WP

3.0 star property
Cozy Homeva Chatterton WP
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

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"It was very nice. "
rosanna 1-night trip
Posted 16 hours ago
Royal Regency Hotel

Frequently asked questions

What is the nightly rate for a B&B in Pleasantville?
Prices for B&Bs in Pleasantville often vary, but you can find a great deal from CA $513 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Pleasantville B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Pleasantville Bed and Breakfast and a hotel?
Every Pleasantville B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Pleasantville B&Bs.