A suspension bridge over a river with autumn foliage and distant hills.

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    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Highland bed & breakfast

A house with a porch, outdoor seating, and string lights.

1. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (3 reviews)
"This is a very old property, which adds to its charm. A tiny winding creaky staircase led to our room. The bed was extremely comfortable and the large walk in shower included a comfortable tile bench, which made my husband wish we had one in our own bath at home. The property is very large with several lovely seating areas, a pond and several lovely flower beds. We enjoyed fireflies, which appeared like fairy lights in the evening. The host provides a delicious breakfast. I believe there are...
United States
Shannon S.
$150 nightly
The price is $170
Oct 13 - Oct 14
Total with taxes and fees
Hudson Pond · Hideaway King Suite · GF Breakfast
A stone bridge over a calm river surrounded by autumn foliage.

2. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (358 reviews)
"The bed and breakfast provided an excellent home base while exploring Hyde Park and surrounding areas, the breakfast was delicious and everybody was friendly. Will visit again."
United States
Greg
$247 nightly
The price is $280
Oct 1 - Oct 2
Total with taxes and fees
Journey Inn Bed & Breakfast

3. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (132 reviews)
"Really lovely stay, clean, comfortable room, (good bathroom, comfy bed and pillows) friendly, helpful staff. Nice breakfast. "
United States
anne
$138 nightly
The price is $156
Sep 20 - Sep 21
Total with taxes and fees
Tin Brook Bed & Breakfast
A two-story house with a porch, a front door, and a small garden area with potted plants.

4. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.4 out of 10, Exceptional, (184 reviews)
"This place has such a beautiful and homey feel to it. Plus, the breakfast is delicious!"
United States
Annaliese
$117 nightly
The price is $139
Sep 20 - Sep 21
Total with taxes and fees
Borland House Inn
A house with a porch, outdoor seating, and string lights.

5. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (4 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
$136 nightly
The price is $154
Sep 23 - Sep 24
Total with taxes and fees
Hudson Pond · Garden Queen Suite · GF Breakfast
A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

6. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (84 reviews)
"Very nice experience! The room we stayed in was beautiful and comfortable. Breakfast was just right. The inn is filled with elegant furniture from Europe, some of it going back to the 17th century. The owner made us feel welcome and well cared-for."
United States
Beth
$240 nightly
The price is $272
Sep 18 - Sep 19
Total with taxes and fees
Millbrook Country House Bed & Breakfast
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

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

Private room on secluded 7 acres , access to entire house including patio, porch
Clinton Corners
8.6 out of 10, Excellent, (33 reviews)
"Wonderful hosts in a quaint home in a lovely spot."
United States
Sharen B.
$174 nightly
The price is $197
Sep 20 - Sep 21
Total with taxes and fees
Private room on secluded 7 acres , access to entire house including patio, porch
A covered porch with rocking chairs and a red door.

8. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.2 out of 10, Wonderful, (54 reviews)
"It was a cozy place and my family loved it. The record player was a nice touch"
United States
Michelle
$273 nightly
The price is $306
Sep 20 - Sep 21
Total with taxes and fees
Kingston Carriage House
A rustic hall with wooden beams, long tables set for dining, and a high ceiling with exposed beams.

9. Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.0 out of 10, Wonderful, (60 reviews)
"Overpriced. Could be a great place"
United States
Pratima
$268 nightly
The price is $300
Sep 20 - Sep 21
Total with taxes and fees
Stonehill's Farmhouse
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

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

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Clinton Corners
7.8 out of 10, Good, (12 reviews)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
$195 nightly
The price is $221
Sep 20 - Sep 21
Total with taxes and fees
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

11. it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.8 out of 10, Good, (35 reviews)
"The warmth of the owners!"
United States
Evangelia
$199 nightly
The price is $225
Sep 18 - Sep 19
Total with taxes and fees
it's a good thing
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

12. Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
8.0 out of 10, Very good, (9 reviews)
"It is so great to be in the country with such great people as are host were..."
United States
Kim B.
$170 nightly
The price is $192
Sep 21 - Sep 22
Total with taxes and fees
Omega Special 1860s farm house 3 miles away
A vintage black car parked on a road with a white fence and trees in the background.

13. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (138 reviews)
"Porch is a perfect place for morning coffee and reading books"
United States
Urszula
$140 nightly
The price is $158
Sep 20 - Sep 21
Total with taxes and fees
Jenny's Country Manor
A brick building with a covered patio area featuring outdoor seating and string lights.

14. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (109 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
$326 nightly
The price is $385
Sep 21 - Sep 22
Total with taxes and fees
Cromwell Manor Inn
A room with a wooden floor, a dresser, two leather armchairs, a small table with a clock, a lamp, and a framed picture on the wall.

15. Loft Suite with Private Bath at Storm King Lodge

Loft Suite with Private Bath at Storm King Lodge
New Windsor
$386 nightly
The price is $432
Sep 20 - Sep 21
Total with taxes and fees
Loft Suite with Private Bath at Storm King Lodge
A two-story house with a front porch, a stone chimney, and a well-maintained lawn.

16. Twin Bedroom with Private Bath at Storm King Lodge

Twin Bedroom with Private Bath at Storm King Lodge
New Windsor
$386 nightly
The price is $432
Sep 20 - Sep 21
Total with taxes and fees
Twin Bedroom with Private Bath at Storm King Lodge
A wooden-paneled room with a fireplace, a world map, a fire extinguisher, and a vintage suitcase.

17. Pine Suite with Private Bath at Storm King Lodge

Pine Suite with Private Bath at Storm King Lodge
New Windsor
$377 nightly
The price is $422
Sep 20 - Sep 21
Total with taxes and fees
Pine Suite with Private Bath at Storm King Lodge
A bedroom with a bed, a window with curtains, a nightstand, and a chair.

18. Loft Room with Private Bath at Storm King Lodge

Loft Room with Private Bath at Storm King Lodge
New Windsor
$386 nightly
The price is $432
Sep 20 - Sep 21
Total with taxes and fees
Loft Room with Private Bath at Storm King Lodge
A serene garden with a stone pathway, a small bridge, and a bench.

19. Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.6 out of 10, Excellent, (169 reviews)
"We had a great time! The host was super sweet and helpful, and the breakfast was delicious. Would stay again!"
United States
Lucian
$219 nightly
The price is $245
Sep 20 - Sep 21
Total with taxes and fees
Morning Glory B n B Woodstock NY
A large, two-story white house with a wrap-around porch and a small front garden.

20. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (237 reviews)
"The owners were so kind and attentive, and the grounds are absolutely beautiful! Delicious food, gorgeous mountain air, and the horses were adorable. Thank you for having us!"
United States
Sinead
$215 nightly
The price is $243
Sep 23 - Sep 24
Total with taxes and fees
The Dominion House Bed & Breakfast
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

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"Lovely place with a great restaurant and dining room!!"
Doyle 1-night trip
Posted 1 hour ago
The Thayer Hotel at West Point

Find out more about Highland

Highland B&B information

Number of reviews
1,032
Accommodation
30 B&B
Lowest Price
$139
Highest Price
$432

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 $139 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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