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Compare 27 B&B in Highland with updated reviews, rates, and availability.

The Baker House Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (61)
"Everyhing was wonderful about our stay at the Baker House, and we would love to stay there again."
The price is $270
$303 total
includes taxes & fees
May 2 - May 3
The Baker House Bed & Breakfast
Stonehill's Farmhouse
3.5 star property
10.0 out of 10, Exceptional, (6)
"Highly recommend. Great place with all the right amenities. Bar. Fireplace. Farm. Spa. "
The price is $194
$268 total
includes taxes & fees
May 5 - May 6
Stonehill's Farmhouse
A Kingston Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (8)
"The stay was awesome and the proprietor was wonderful. When we first drove into the city we were concerned about our surroundings but once we arrived we couldn't have been happier. The street Kingston Bed and Breakfast was on is a treasure trove of history surrounded by houses and buildings dating back to the late 1700s, early 1800s all well preserved and welcoming. The inn was everything one could ask for. The owner was a wonderful woman named Alicia and she runs a very comfortable, clean and...
A Kingston Bed & Breakfast
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Inn the Woods B&B
3.5 star property
9.8 out of 10, Exceptional, (96)
"Quiet place"
Inn the Woods B&B
Danskammer House
3.0 star property
9.8 out of 10, Exceptional, (82)
"The owners did masterful work restoring this home yet paid so much attention in providing up-to-date amenities that people have come to expect. Every convenience was thought of and there were wonderful treats and surprises at every turn. I particularly enjoyed their love of the Hudson River School and all of the lovely artwork represented from room to room. Local history is honored in the house and their knowledge of it is vast. "
Danskammer House
Journey Inn Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (291)
"Our stay was very pleasant and peaceful. We enjoyed the space, especially our bed was very comfortable. The breakfast was delicious and different each day."
The price is $224
$251 total
includes taxes & fees
May 8 - May 9
Journey Inn Bed & Breakfast
Private bed& bath on secluded land centrally located 7 miles to rhinebeck
9.4 out of 10, Exceptional, (10)
"We had a great stay up and away from Rt 9. Lynn made us feel right at home. We started each day with the coffee perc she setup for before us (a feat: we wake up early). The golden spud cafe being right down the road was quite nice to have access to."
The price is $205
$251 total
includes taxes & fees
May 2 - May 3
Private bed& bath on secluded land centrally located 7 miles to rhinebeck
Buck's Homestead B&B
2.5 star property
9.4 out of 10, Exceptional, (42)
"Joan was very pleasant and accommodating. Her cats are sweethearts. We stayed 2 nights and the breakfasts both mornings were great. We also enjoyed the other guests!"
Buck's Homestead B&B
The Stone House B&B
3.5 star property
9.4 out of 10, Exceptional, (73)
"Close to Kingston and Hwy 87, thus convenient. Friendly host(s), a very pleasant stay. We were okay with no cell phone reception or TV because the wifi was fine, and we enjoyed this quiet getaway. Breakfast was tasty, artisan bread, large portions of fresh fruit. Restful and comfortable."
The Stone House B&B
Cromwell Manor Inn
3.0 star property
9.2 out of 10, Wonderful, (29)
"The place was cozy and quiet, perfect for our stay. Rooms very clean and comfortable. Would recommend "
The price is $298
$337 total
includes taxes & fees
May 7 - May 8
Cromwell Manor Inn
Millbrook Country House Bed & Breakfast
4.0 star property
9.2 out of 10, Wonderful, (67)
"Giancarlo and Lorraine are wonderful hosts! This was my first experience staying at a B&B and it was a pleasurable experience. The cleanliness of the room and bathroom was unsurpassed. Breakfast was delicious every morning and its location being close to "down town" Millbrook for dining options was very convenient. "
The price is $215
$241 total
includes taxes & fees
May 2 - May 3
Millbrook Country House Bed & Breakfast
Tin Brook Bed & Breakfast
3.0 star property
9.2 out of 10, Wonderful, (97)
"Host was very accommodating. Excellent breakfast, nice gift shop on site. "
The price is $138
$156 total
includes taxes & fees
May 22 - May 23
Tin Brook Bed & Breakfast
The Dominion House Bed & Breakfast
3.5 star property
9.2 out of 10, Wonderful, (218)
"Very accommodating, rooms were comfortable and clean. Breakfast was great. Overall quick but great stay. Will definitely stay again. "
The price is $215
$243 total
includes taxes & fees
May 6 - May 7
The Dominion House Bed & Breakfast
The Homestead
3.0 star property
9.2 out of 10, Wonderful, (7)
"We were greeted by Michelle and given a tour of the house. Our room was beautifully decorated and quite big enough for an overnight stay. Breakfast was a real treat - creatively cooked and served by Michelle. We enjoyed conversation around the communal dining table. So close to some wonderful hiking and other outdoor activities. Thank you to "The Homestead""
The Homestead
Caldwell House Bed & Breakfast
3.0 star property
9.0 out of 10, Wonderful, (470)
"Had a great time. Quiet, relaxing "
Caldwell House Bed & Breakfast
PRIVATE BED& BATH in farmhouse ON 7 ACRES, 2 MILES TO OMEGA
9.0 out of 10, Wonderful, (4)
"Felt like staying in someone's well-loved house. Peaceful spot. Good coffee and light breakfast. Great location for visiting the Catskills, Rhinebeck, Hudson and more."
The price is $207
$255 total
includes taxes & fees
May 2 - May 3
PRIVATE BED& BATH in farmhouse ON 7 ACRES, 2 MILES TO OMEGA
Private room on secluded 7 acres located 7 miles to Rhinebeck, 2 miles to omega
9.0 out of 10, Wonderful, (22)
"My wife and I enjoyed this very old and charming home and our host Lynn. There was so much to do nearby with the mansions and FDR Museum/Library."
The price is $209
$255 total
includes taxes & fees
May 2 - May 3
Private room on secluded 7 acres located 7 miles to Rhinebeck, 2 miles to omega
Saint Huberts Lodge
3.5 star property
9.0 out of 10, Wonderful, (44)
"Our stay was rather disappointing. The property seems neglected. Some lightbulbs in the bathroom were not working . The coffee maker was really filthy inside. Instead of breakfast we were offered some packaged pastry from a gas station. Plus, there were a bunch of insects in the room. There was no drinking water in the property we ended up driving to get water. I don’t understand they can charge so much money "
Saint Huberts Lodge
Borland House Inn
3.0 star property
8.8 out of 10, Excellent, (68)
"Nice old time charm to the property. Very clean. Felt safe. Good amenities. Would stay again. "
The price is $169
$191 total
includes taxes & fees
May 2 - May 3
Borland House Inn
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away
8.8 out of 10, Excellent, (10)
"Quiet and quaint rustic charm. Hosts were friendly and accommodating."
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away
Don't see what you're looking for?
See all available properties in Highland
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 Highland

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
9.6 out of 10, Exceptional, (18)
"Wow Ryan, the owner was really nice guy just a great place to relax and enjoy firepit,.mountain views, outdoor sitting with tv, very private!!! I'll give this one 10+ review!!!!!"
The price is $215
$280 total
includes taxes & fees
May 2 - May 3
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
The Farm at Hyde Park
9.6 out of 10, Exceptional, (45)
"We booked the Chapel for a quick weekend to check out the FDR Home and other sights around Hyde Park and Dutchess County. The place was perfect for our needs! Glen was very helpful and communication was excellent. We loved that the property has chickens and a wild turkey."
The Farm at Hyde Park
Hotel Woodstock - Iris suite
9.6 out of 10, Exceptional, (45)
"Cool propertry in a unique town"
The price is $99
$220 total
includes taxes & fees
May 2 - May 3
Hotel Woodstock - Iris suite
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.

Highland B&B information

Number of reviews
1,183
Accommodation
27 B&B
Lowest Price
$138
Highest Price
$298

Frequently asked questions

Searching for B&Bs in Highland?
If you’re looking for something a little quirkier than your standard hotel experience, a bed and breakfast might be the perfect option for your vacation. If your ideal vacation to Highland includes spending lots of time outside, Walkway Over the Hudson State Historic Park and Franny Reese State Park are good spots to enjoy the scenery.
Why would you choose B&Bs instead of traditional hotels?
With attentive service, opportunities to mingle with other guests, and of course a full breakfast, B&Bs all have a one-of-a-kind setting.
What are the top B&Bs in Highland?
Below are some B&Bs in the area: Journey Inn Bed & Breakfast: 7 rooms. 5.2 mi (8.4 km) from the heart of Highland. Enjoy the free full breakfast and designer toiletries. Inn the Woods B&B: 2 rooms. 5.2 mi (8.3 km) from the downtown core. Enjoy the free full breakfast and unique décor. Stonehill’s Farmhouse: 4 rooms. Situated 15.6 mi (25 km) from the heart of Highland. Enjoy the designer toiletries and deli. The Baker House Bed & Breakfast: 4 rooms. 14.4 mi (23.2 km) from the heart of downtown. Enjoy the free full breakfast and unique décor.
When is the best time to stay at a B&B in Highland?
When you’re dreaming of a stay in Highland, be sure to take into account the year-round temperatures. 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 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to do in Highland?
Spend some time exploring Walkway Over the Hudson State Historic Park and Berean Park Beach if you’re hoping to see some of the area’s natural features. You might put Franny Reese State Park and Franklin D Roosevelt Library & Museum on your list if you want to see more of the area.
How can I get to and around Highland?
Planning your excursions in and around Highland is easier with these transportation options. Fly into Stewart Intl. Airport (SWF), which is located 16.6 mi (26.7 km) from the heart of the city. If you’d like to venture out around the area, consider renting a car to take in more sights.

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