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B&B in Highland

Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.6 out of 10, Exceptional, (80)
"Lovely spot and wonderful innkeeper hosts."
$212 nightly
The price is $250
Sep 30 - Oct 1
Total with taxes and fees
Cromwell Manor Inn
Kingston Carriage House
Design Villa | 1 bedroom, Egyptian cotton sheets, premium bedding, memory foam beds

Kingston Carriage House

4.0 star property
9.2 out of 10, Wonderful, (24)
"Amazing stay! Just make sure you get a lesson in how to turn the heat on... beautiful property walking distance from sights, shops, and cafes. Will absolutely stay there next time we are in Kingston!"
$311 nightly
The price is $351
Sep 28 - Sep 29
Total with taxes and fees
Kingston Carriage House
Stonehill's Farmhouse
Breakfast, lunch and dinner served

Stonehill's Farmhouse

3.5 star property
9.8 out of 10, Exceptional, (37)
"a lovely experience we are planning a return trip when we can stay for more than one night"
$195 nightly
The price is $218
Oct 1 - Oct 2
Total with taxes and fees
Stonehill's Farmhouse
it's a good thing
Terrace/patio

it's a good thing

4.5 star property
8.8 out of 10, Excellent, (21)
"Wonderful stay and wonderful hosts! "
$146 nightly
The price is $166
Sep 26 - Sep 27
Total with taxes and fees
it's a good thing
Tin Brook Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (121)
"Everything was perfect including great breakfast"
Tin Brook Bed & Breakfast
Journey Inn Bed & Breakfast
Hiking

Journey Inn Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (330)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
$224 nightly
The price is $253
Sep 30 - Oct 1
Total with taxes and fees
Journey Inn Bed & Breakfast
Millbrook Country House Bed & Breakfast
Aerial view

Millbrook Country House Bed & Breakfast

4.0 star property
9.0 out of 10, Wonderful, (78)
"Gracious host and great breakfast "
$198 nightly
The price is $224
Oct 6 - Oct 7
Total with taxes and fees
Millbrook Country House Bed & Breakfast
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (127)
"The room was great. Comfortable bed, clean and the breakfasts were great. I would highly recommend it. Brianna and Victoria are awesome hosts and the house is really cool. "
$114 nightly
The price is $129
Sep 28 - Sep 29
Total with taxes and fees
Borland House Inn
Morning Glory B n B Woodstock NY
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

3.0 star property
8.6 out of 10, Excellent, (151)
"Great owner. Friendly, quaint and ver"
$229 nightly
The price is $256
Sep 30 - Oct 1
Total with taxes and fees
Morning Glory B n B Woodstock NY
Buck's Homestead B&B
Front of property

Buck's Homestead B&B

2.5 star property
9.6 out of 10, Exceptional, (61)
"Very comfortable stay"
Buck's Homestead B&B
Jenny's Country Manor
Exterior

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (131)
"Cool place in the Catskills! Under some renovations but well worth the stop. Big rooms. Comfy beds. Close to so much!"
$140 nightly
The price is $158
Sep 28 - Sep 29
Total with taxes and fees
Jenny's Country Manor
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, (474)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast
Inn the Woods Bed and Breakfast
Exterior detail

Inn the Woods Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (131)
"I very nice setting in the woods. We would come again."
Inn the Woods Bed and Breakfast
The Dominion House Bed & Breakfast
Superior Double Room, Ensuite (Primrose) | Miscellaneous

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (229)
"Amazing hospitality,"
$215 nightly
The price is $243
Sep 29 - Sep 30
Total with taxes and fees
The Dominion House Bed & Breakfast
The Baker House Bed & Breakfast
Deluxe Double Room (The Architect's Room) | Individually decorated, individually furnished, desk, blackout drapes

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
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Property grounds

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

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

8.6 out of 10, Excellent, (29)
"It was just as advertised! Host was nice included fruit and coffee "
$182 nightly
The price is $206
Sep 26 - Sep 27
Total with 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,
Property grounds

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
Oct 5 - Oct 6
Total with 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
Property grounds

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
Property amenity

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 & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Nice staff at check in and check out. Room was clean and comfortable. Breakfast was much appreciated. "
Betty 1-night trip
Posted 10 hours ago
Hampton Inn & Suites Poughkeepsie

Find out more about Highland

Find out more about Highland

Highland B&B information

Number of reviews
1,500
Accommodation
32 B&B
Lowest Price
$129
Highest Price
$351

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 $129 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.

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