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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 10 B&B in Peekskill with updated reviews, rates, and availability.

Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (59)
"Awesome place. Very quiet"
The price is $247
includes taxes & fees
$218 per night
May 5 - May 6
Cromwell Manor Inn
Villa Verde BB Greenwood Lake NY
Skiing

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (2)
"Truly wonderful host and property. Incredible location and impeccable residence- our experience was amazing in every way. We felt incredibly accommodated while also enjoying all the privacy needed within our beautiful suite. My partner was celebrating her 30th birthday- our host went above and beyond to make the trip truly special. She even accommodated her vegan dietary requests for breakfast! Speaking of- the breakfast was incredible- one of the best breakfast experiences I've ever enjoyed....
The price is $264
includes taxes & fees
$234 per night
May 5 - May 6
Villa Verde BB Greenwood Lake NY
Caldwell House Bed & Breakfast
Room | 14 bedrooms, premium bedding, pillowtop beds, individually decorated

Caldwell House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (472)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast
The Castle at Skylands Manor
Property grounds

The Castle at Skylands Manor

3.5 star property
7.4 out of 10, Good, (389)
"Pretty area"
The price is $184
includes taxes & fees
$165 per night
May 8 - May 9
The Castle at Skylands Manor
The Dominion House Bed & Breakfast
Exterior

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The house and accommodations are beautifully appointed, the hosts were helpful and engaging and the breakfasts were outstanding - make sure you request Susie’s fabulous scones! "
The price is $243
includes taxes & fees
$215 per night
May 5 - May 6
The Dominion House Bed & Breakfast
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)
"Beautiful place to stay with a great staff "
Crabtree's Kittle House Restaurant & 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)
"Charming and quiet…. perfect bed and breakfast!"
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
Cozy Homeva Chatterton WP
Porch

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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Other property types in Peekskill

Global Luxury Suites White Plains
Reception

Global Luxury Suites White Plains

3.5 star property
6.6 out of 10, (30)
"Nice view from the apartment and great for business trip. "
Global Luxury Suites White Plains
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (6)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is $328
includes taxes & fees
$290 per night
May 2 - May 3
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"Great place and host!"
The price is $278
includes taxes & fees
$246 per night
May 4 - May 5
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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 Peekskill?
If you want to find an accommodation with fewer rooms than a hotel and a cozy environment, a B&B might be a great fit for your trip to Peekskill. For any museum buff, a trip to Peekskill wouldn’t be complete without a stop by Peekskill Museum or Lincoln Depot Museum.
Why choose a B&B versus a traditional hotel?
With attentive service, opportunities to interact with the owner, and hearty breakfasts, B&Bs all have a unique setting.
What are the best B&Bs in Peekskill?
Here are some B&Bs in the surrounding area: Cromwell Manor Inn: 13 rooms. 11.7 mi (18.8 km) from the heart of Peekskill. Enjoy the free cooked breakfast and unique décor. The Dominion House Bed & Breakfast: 3 rooms. 16.9 mi (27.2 km) from the heart of downtown. Enjoy the arcade game room and library. Caldwell House Bed & Breakfast: 14 rooms. Located 14.7 mi (23.7 km) from the core of Peekskill. Enjoy the free full breakfast and designer toiletries.
When should I book my B&B in Peekskill?
When you’re dreaming of a stay in Peekskill, year-round temperatures and rainfall may be important factors to consider. 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 33°F. The snowiest months in Peekskill are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.
What is there to do in Peekskill?
Travelers looking to spend some time in nature enjoy Peekskill for its riverfront and mountain views. When you want to explore some cultural attractions on your trip, Paramount Hudson Valley Theater and Peekskill Museum are worthy sites to check out. You might put Dramatic Hall and Lincoln Depot Museum on your list if you want to see more of the area.
How can I get to and around Peekskill?
Mapping out your trip in and around Peekskill is easy with these transportation options. Fly into Stewart Intl. Airport (SWF), which is located 17.2 mi (27.8 km) away from the heart of the city. You can also search for flights into Westchester County Airport (HPN), which is 18.6 mi (29.9 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.