Photo by Karen Wirtz

Book Highland Bed & Breakfast

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

B&B in Highland

Stonehill's Farmhouse
Breakfast, lunch and dinner served

Stonehill's Farmhouse

3.5 star property
9.8 out of 10, Exceptional, (30)
"a lovely experience we are planning a return trip when we can stay for more than one night"
$194 nightly
The price is $218
Aug 14 - Aug 15
Total includes taxes and fees
Stonehill's Farmhouse
Kingston Carriage House
Relax in a stylish living space with a sofa, smaller couch, and coffee table, perfect for reading and socializing.

Kingston Carriage House

4.0 star property
9.2 out of 10, Wonderful, (21)
"one of the best places we’ve stayed at! the poet’s loft is a cozy and quiet two-room suite with two bathrooms. a simple luxury to be enjoyed."
$288 nightly
The price is $326
Aug 10 - Aug 11
Total includes taxes and fees
Kingston Carriage House
Cromwell Manor Inn
Stately two-story house with a central entrance and columns, surrounded by a well-manicured lawn.

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (67)
"Very gracious innkeepers; great breakfast in a beautiful setting."
$236 nightly
The price is $278
Aug 24 - Aug 25
Total includes taxes and fees
Cromwell Manor Inn
Borland House Inn
Welcome to this charming two-story house with a welcoming front porch and beautifully manicured surroundings.

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (124)
"We loved our stay here! It was cozy, quiet, and the breakfast was amazing. The staff was wonderful at getting accomodations ready for our child before we arrived. Highly recommend for anyone who wants to enjoy a quiet and relaxing getaway within walking distance to shops and restaurants."
$190 nightly
The price is $215
Sep 5 - Sep 6
Total includes taxes and fees
Borland House Inn
it's a good thing
Sit and unwind in a serene garden setting, surrounded by lush greenery and shaded by a large umbrella.

it's a good thing

4.5 star property
8.6 out of 10, Excellent, (17)
"Wonderful stay and wonderful hosts! "
$146 nightly
The price is $166
Aug 10 - Aug 11
Total includes taxes and fees
it's a good thing
Journey Inn Bed & Breakfast
Spanning a tranquil body of water, a serene stone bridge connects to a lush forest.

Journey Inn Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (327)
"Great place"
$224 nightly
The price is $253
Aug 11 - Aug 12
Total includes taxes and fees
Journey Inn Bed & Breakfast
Morning Glory B n B Woodstock NY
Cross a serene waterway via a wooden bridge, then sit and unwind on a bench surrounded by lush greenery.

Morning Glory B n B Woodstock NY

3.0 star property
8.6 out of 10, Excellent, (143)
"We absolutely loved our stay - the white room was clean and lovely. We love the location too - great proximity to Station, movie theater and restaurants."
$199 nightly
The price is $223
Sep 3 - Sep 4
Total includes taxes and fees
Morning Glory B n B Woodstock NY
Millbrook Country House Bed & Breakfast
Stroll through the serene garden, surrounded by lush plants and flowers, along a meandering gravel path.

Millbrook Country House Bed & Breakfast

4.0 star property
9.0 out of 10, Wonderful, (77)
"Gracious host and great breakfast "
$198 nightly
The price is $224
Aug 12 - Aug 13
Total includes taxes and fees
Millbrook Country House Bed & Breakfast
Inn the Woods Bed and Breakfast
Experience the tranquility of Inn the Woods, offering bed and breakfast services in a natural setting surrounded by lush greenery and a wildlife habitat.

Inn the Woods Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (128)
"This is a great place. We had a very relaxing stay. Breakfast was fantastic. Highly recommend."
Inn the Woods Bed and Breakfast
The Dominion House Bed & Breakfast
Stroll through the serene garden, surrounded by lush plants and a soothing fountain, with a charming gazebo in the distance.

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (227)
"Amazing hospitality,"
$215 nightly
The price is $243
Aug 11 - Aug 12
Total includes taxes and fees
The Dominion House Bed & Breakfast
Buck's Homestead B&B
Stroll through the serene grounds of this charming two-story home, surrounded by mature trees and a beautifully manicured lawn.

Buck's Homestead B&B

2.5 star property
9.6 out of 10, Exceptional, (58)
"Very comfortable stay"
Buck's Homestead B&B
Tin Brook Bed & Breakfast
Stroll up to this charming home, featuring a cozy front porch and a beautifully manicured lawn.

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (115)
"Very nice accommodations & staff."
$138 nightly
The price is $156
Aug 10 - Aug 11
Total includes taxes and fees
Tin Brook Bed & Breakfast
Jenny's Country Manor
Stunning two-story house with a charming porch and symmetrical facade, featuring a central entrance and two garage doors.

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (130)
"The paint job could be redone and the stair are a bit hazardous. The bath facilities could be improved."
$140 nightly
The price is $158
Aug 10 - Aug 11
Total includes taxes and fees
Jenny's Country Manor
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Relax in a serene garden setting with a round table and two comfortable chairs.

Omega Special Sun thru Thurs 5 day minimum 3 miles away

9.6 out of 10, Exceptional, (11)
"Gracious hosts. I felt like a queen in my cozy bedroom."
Omega Special Sun thru Thurs 5 day minimum 3 miles away
The Baker House Bed & Breakfast
Classic bedroom with a four-poster bed, round mirror, and bedside table.

The Baker House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (72)
"The Bakers are fantastic hosts. The property was charming and clean and the breakfast provided was delicious. And so close to town! I’d recommend it to anyone."
The Baker House Bed & Breakfast
Caldwell House Bed & Breakfast
Classic hotel room with a large bed, four-poster bed frame, and a fireplace.

Caldwell House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (473)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast
Private room on secluded 7 acres , access to entire house including patio, porch
Sit and unwind in a serene garden setting with a round table and two chairs under a spacious umbrella.

Private room on secluded 7 acres , access to entire house including patio, porch

8.4 out of 10, Very Good, (27)
"I never received check-in instructions for my elderly parents. Zero communication. Room is located up a narrow staircase with no handrail. No mention in the listing. Due to the accommodations, my parents were not able to stay and owner refused to refund. Also, home owner lives in the home."
$183 nightly
The price is $207
Aug 10 - Aug 11
Total includes taxes and fees
Private room on secluded 7 acres , access to entire house including patio, porch
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Relax in a serene patio setting with a round table and two chairs, shaded by a large umbrella amidst lush greenery.

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

8.2 out of 10, Very Good, (11)
"Quiet and quaint rustic charm. Hosts were friendly and accommodating."
$172 nightly
The price is $195
Aug 10 - Aug 11
Total includes taxes and fees
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Relax in a serene outdoor setting surrounded by lush greenery and enjoy dining or unwinding in comfort.

Omega Special Sun thru Thurs 5 day minimum 3 miles away

9.0 out of 10, Wonderful, (6)
"It is so great to be in the country with such great people as are host were..."
Omega Special Sun thru Thurs 5 day minimum 3 miles away
The Bykenhulle House
Relax in a serene outdoor seating area surrounded by lush hedges and a brick pathway leading to a soothing fountain.

The Bykenhulle House

3.5 star property
8.4 out of 10, Very Good, (168)
"Great BnB. Lovely staff. Breakfast was delicious. We will be back."
The Bykenhulle House
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 Highland Hotel Reviews

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"Clean room, pleasant staff, easy. Very nice place. "
Kim 1-night trip
Posted 18 hours ago
Hampton Inn by Hilton New Paltz

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Highland?
Prices for B&Bs in Highland often vary, but you can find a great deal from $156 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Highland 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.
When is the best time to book a Bed and Breakfast in Highland?
The best time to book a B&B in Highland is during the peak season from March to May, with April standing out as a particularly popular month. This vibrant period welcomes travelers eager to immerse themselves in Highland's stunning natural beauty, with blooming wildflowers and lush green landscapes that create a picturesque setting for outdoor adventures.

As the weather warms up, temperatures typically range from the mid-40s to the low 70s Fahrenheit, providing a comfortable climate for hiking, biking, and exploring the charming local attractions. The stunning views of the nearby mountains and lakes are great for photography enthusiasts and nature lovers alike, ensuring plenty of opportunities for memorable experiences.

For those seeking a more budget-friendly visit, consider planning your trip in December. While this month may be quieter, it offers a unique charm with festive decorations and a chance to experience the tranquil beauty of Highland during the winter season.
What is the difference between a Highland Bed and Breakfast and a hotel?
Every Highland 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 Highland B&Bs.