Find a Bed and Breakfast in Shenandoah from CA $148

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Shenandoah bed & breakfast

1. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
9.8 out of 10, Exceptional, (8 reviews)
"The host the home and grounds were just lovely! Exactly what we needed for a weekend getaway with our pets. Thank you!"
United States
Stephen
The price is CA $148
CA $187 total
includes taxes & fees
Nov 24 - Nov 25
Hudson Pond · Hideaway King Suite · GF Breakfast

2. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (112 reviews)
"This property was beautiful!! Everything was clean and thoughtful, breakfast was homemade, with options from the staff. Staff were lovely, so friendly. Roy, the golden retriever was a cutie!! :)"
United States
Alice
The price is CA $439
CA $519 total
includes taxes & fees
Nov 8 - Nov 9
Cromwell Manor Inn

3. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (6 reviews)
"What a hidden gem! Just minutes away from the hussel and bussle of the city! Beautiful gardens and well stocked kitchen!"
United States
Barbara
The price is CA $155
CA $195 total
includes taxes & fees
Dec 7 - Dec 8
Hudson Pond · Garden Queen Suite · GF Breakfast

4. Loft Suite with Private Bathroom at Storm King Lodge

Loft Suite with Private Bathroom at Storm King Lodge
New Windsor
The price is CA $484
CA $596 total
includes taxes & fees
Dec 5 - Dec 6
Loft Suite with Private Bathroom at Storm King Lodge

5. Twin Bedroom with Private Bathroom at Storm King Lodge

Twin Bedroom with Private Bathroom at Storm King Lodge
New Windsor
The price is CA $403
CA $483 total
includes taxes & fees
Nov 25 - Nov 26
Twin Bedroom with Private Bathroom at Storm King Lodge

6. Loft Room with Private Bathroom at Storm King Lodge

Loft Room with Private Bathroom at Storm King Lodge
New Windsor
The price is CA $403
CA $496 total
includes taxes & fees
Dec 5 - Dec 6
Loft Room with Private Bathroom at Storm King Lodge

7. Pine Suite with Private Bathroom at Storm King Lodge

Pine Suite with Private Bathroom at Storm King Lodge
New Windsor
The price is CA $484
CA $596 total
includes taxes & fees
Dec 5 - Dec 6
Pine Suite with Private Bathroom at Storm King Lodge
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 Shenandoah?

If you're looking for something a little quirkier than your standard hotel, a bed and breakfast could be a great option for your trip.

Are you thinking about a B&B instead of a traditional hotel?

B&Bs all have a unique charm. Whether it's a picturesque garden or a beautiful breakfast room, the small details are what make bed and breakfasts a home away from home.

What are the top B&Bs in Shenandoah?

Below are some well-liked B&Bs in the area: Cromwell Manor Inn: 13 rooms. 15 mi (24.2 km) from the heart of Shenandoah. Enjoy the free cooked breakfast and unique décor. Hudson Pond · Hideaway King Suite · GF Breakfast: 12.5 mi (20.2 km) from the downtown core. Charming Grand View/Lake Loft in Brewster with WiFi, AC: Situated 11.8 mi (19 km) from the heart of Shenandoah. Hudson Pond · Garden Queen Suite · GF Breakfast: 12.5 mi (20.2 km) from the heart of downtown. Caldwell House Bed & Breakfast: 14 rooms. Located 18.5 mi (29.8 km) from the core of Shenandoah. Enjoy the free full breakfast and designer toiletries.

When should I stay at a B&B in Shenandoah?

When you're planning your getaway to Shenandoah, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Shenandoah are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

How can I get to and around Shenandoah?

You can map out your trip in and around Shenandoah ahead of time with these transportation options. Fly into Stewart Intl. Airport (SWF), which is located 15.5 mi (24.9 km) away from the heart of the city. Otherwise, look for flights into Danbury, CT (DXR-Danbury Municipal), which is 19 mi (30.7 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia