Book Hillsdale Bed & Breakfast

Compare 45 B&B in Hillsdale with updated reviews, rates, and availability.

Blackberry River Inn
Library
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (31)
"Great and excellent. Breakfast is perfect. "
Blackberry River Inn
The Cornell Inn, Lenox
Porch
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1002)
"The staff was very friendly and the breakfast was delicious. The outdoor areas were beautiful. The room was beautifully designed"
The Cornell Inn, Lenox
Lakehouse Inn
Aerial view
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (155)
"They greeted us as soon as we checked in with apple cider and brownies. The room was super cute. Breakfast was delicious. The only negative was it could be noisy when people are walking in hallway. We will definitely stay again. "
Lakehouse Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Inn at Pine Plains
Free daily continental breakfast
Inn at Pine Plains
3.5 star property
9.8 out of 10, Exceptional, (259)
"What a perfect little B and B! We stayed in the the Tamarack room, which was equipped with a separate living room and kitchen area. There were a few complimentary snacks and beverages along with a Keurig. Everything exceeded our expectations."
The price is $255
$286 total
includes taxes & fees
4 Jun - 5 Jun
Inn at Pine Plains
Locust Tree Bed and Breakfast LLC
Miscellaneous
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (325)
"Host was excellent and helpful. Location is quiet and close to nearby towns for activities. "
Locust Tree Bed and Breakfast LLC
Brook Farm Inn
Front of property
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (136)
"Wonderful hospitality. Amazing breakfast. Will be back!!"
Brook Farm Inn
Shaker Mill Inn
Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (386)
"Quaint "
The price is $139
$152 total
includes taxes & fees
4 Jun - 5 Jun
Shaker Mill Inn
Inn at Silver Maple Farm
Aerial view
Inn at Silver Maple Farm
3.0 star property
9.8 out of 10, Exceptional, (68)
"This place was absolutely magical!! The customer service here is just off the charts. Breakfast was amazing. Views were great. Definitely recommend "
Inn at Silver Maple Farm
Whistler's Inn Bed & Breakfast
Property grounds
Whistler's Inn Bed & Breakfast
3.5 star property
7.6 out of 10, Good, (433)
"Gorgeous loved large home where you will feel at home. Lots of antiques, books. Grand piano. Hosts very welcoming. No air conditioning. Hot showers once hot water heater turned on. First night unfortunately cool shower. Dog friendly. Breakfast choice fine. So near to Lennox (easy walk downhill) and close to Tanglewood. Really comfortable beds. This is an old house built in 1867 and there are many ongoing minor repairs to do with walls. Highly recommend and looking forward to returning. "
Whistler's Inn Bed & Breakfast
Chambery Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
Chambery Inn
33 Main
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main
4.0 star property
10.0 out of 10, Exceptional, (63)
"I love the fact that it only had eight rooms they had happy hour from 5 to 6 PM so we are able to meet other people at the hotel. I love the rooms and the cleanliness and especially the breakfast they were amazing and delicious!! I would recommend this hotel highly!"
33 Main
The Barrington
Junior Suite | Premium bedding, individually decorated, desk, iron/ironing board
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (99)
"As always, our stay at The Barrington was wonderful. The rooms are large, lovely and the bed comfortable. The service is great and everyone is so friendly and accommodating! The breakfast is delicious. We truly enjoy our stay, every time!"
The Barrington
Granville House
Interior detail
Granville House
3.0 star property
10.0 out of 10, Exceptional, (70)
"Very nice hosts and lovely and inventive decor."
Granville House
The Inn at Stockbridge
Exterior
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, (94)
"Fantastic!"
The Inn at Stockbridge
Devonfield Inn B&B
Front of property - evening/night
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (106)
"The classic character of the Inn is so beautiful and adds to the whole experience!"
Devonfield Inn B&B
Jenny's Country Manor
30-inch TV with digital channels
Jenny's Country Manor
2.0 star property
7.6 out of 10, Good, (116)
"Really nice room in a fairly run down looking hotel from the outside. But the room Is lovey, clean and spacious "
The price is $135
$151 total
includes taxes & fees
4 Jun - 5 Jun
Jenny's Country Manor
Changing Times Boutique Country Lodging
Family Cabin, Multiple Beds, Patio, Garden Area | Premium bedding, individually decorated, individually furnished, desk
Changing Times Boutique Country Lodging
3.5 star property
10.0 out of 10, Exceptional, (84)
"It was comfortable"
The price is $150
$162 total
includes taxes & fees
4 Jun - 5 Jun
Changing Times Boutique Country Lodging
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business center
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (101)
"The b&b was so beautiful and unique! The area was serene. The host was very sweet and accommodating."
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Inn at Kenmore Hall
Lobby
Inn at Kenmore Hall
3.0 star property
10.0 out of 10, Exceptional, (25)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
Inn at Kenmore Hall
Private Guest Area in Plant Based Bed and Breakfast
Property grounds
Private Guest Area in Plant Based Bed and Breakfast
10.0 out of 10, Exceptional, (5)
"Adorable, beautifully decorated, super clean house. Friendly, attentive owner., sweet dog and a delicious breakfast - what more could you ask. Our room was lovely and exactly as pictured. Would definitely return! Thanks Emily!"
Private Guest Area in Plant Based Bed and Breakfast
Don't see what you're looking for?
See all available properties in Hillsdale
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.

Other property types in Hillsdale

Micosta Leisure Inn
Balcony
Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, (73)
"Expedia said they have a Sunday buffet, but they didn't."
The price is $125
$141 total
includes taxes & fees
4 Jun - 5 Jun
Micosta Leisure Inn
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Property grounds
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very Good, (37)
"Our trip was amazing. We do it again again and again"
The price is $125
$145 total
includes taxes & fees
5 Jun - 6 Jun
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Interior
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
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.

Hillsdale B&B information

Number of reviews
3,089
Accommodation
45 B&B
Lowest Price
CNY760
Highest Price
CNY2,803

Frequently asked questions

Searching for B&Bs in Hillsdale?
If you want to find a place to stay with a small number of rooms and an intimate environment, a B&B may be the perfect thing for your vacation to Hillsdale. If you’re looking to hit the slopes on your trip to Hillsdale, Catamount Ski Area is worth a visit.
Why consider a B&B over a traditional hotel room?
With attentive service, opportunities to mingle with other guests, and of course a scrumptious breakfast, B&Bs provide a one-of-a-kind setting.
What are the best bed and breakfasts in Hillsdale?
Here are some well-liked B&Bs in the area: The Cornell Inn, Lenox: 17.9 mi (28.8 km) from the heart of Hillsdale. Enjoy the free full breakfast and unique décor. Lakehouse Inn: 14 rooms. Situated 16.8 mi (27.1 km) from the heart of Hillsdale. Enjoy the free full breakfast and deli. Locust Tree Bed and Breakfast LLC: 7 rooms. 15.8 mi (25.4 km) from the heart of downtown.Brook Farm Inn: 15 rooms. Located 17 mi (27.3 km) from the core of Hillsdale. Enjoy the free cooked breakfast and outdoor pool.
What's the best time of year to book my B&B in Hillsdale?
When you’re dreaming of a stay in Hillsdale, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Hillsdale?
When you want to explore some things to do in town, Catamount Aerial Adventure Park and Catamount Ski Area are some notable sights to visit. You might put Copake Lake and Hillsdale Town Hall on your list if you want to see more of the area.
How can I get to and around Hillsdale?
Planning your excursions in and around Hillsdale is easier with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 12.5 mi (20.1 km) away from the heart of the city. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 20.8 mi (33.4 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.

Recent reviews of Hillsdale hotels
Expedia 亿客行 verified reviews

Quality Inn

Quality Inn

5/5 Excellent
Birthday Trip
"Our stay was excellent. I greatly appreciated the refrigerator and microwave in the room. The proximity to everything in Lee was marvelous."
A verified traveler stayed at Quality Inn
Posted 9 hours ago
Quality Inn