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

Find a Bed and Breakfast in Highland from CA $177

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Highland bed & breakfast

A wooden dining table with a bowl of fruit, a potted plant, and a wall-mounted light fixture.

1. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (5 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
The price is CA $170
CA $225 total
includes taxes & fees
Oct 1 - Oct 2
Hudson Pond · Garden Queen 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, (359 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
The price is CA $351
CA $397 total
includes taxes & fees
Oct 12 - Oct 13
Journey Inn Bed & Breakfast
Exterior

3. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (135 reviews)
"I stayed over the gift shop in the Strawberry Room and it was perfect!"
United States
Michael
The price is CA $195
CA $221 total
includes taxes & fees
Oct 1 - Oct 2
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, (187 reviews)
"What a quaint and charming bed and breakfast . The staff were readily available and so accommodating. I have already boomed another stay."
United States
Ruth
The price is CA $145
CA $177 total
includes taxes & fees
Oct 1 - Oct 2
Borland House Inn
A house with a porch, outdoor seating, and string lights.

5. 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.
The price is CA $177
CA $233 total
includes taxes & fees
Oct 1 - Oct 2
Hudson Pond · Hideaway King Suite · GF Breakfast
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

6. 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.
The price is CA $192
CA $265 total
includes taxes & fees
Oct 5 - Oct 6
Private room on secluded 7 acres , access to entire house including patio, porch
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

7. it's a good thing

it's a good thing
3.0 star property
Clinton Corners
7.8 out of 10, Good, (35 reviews)
"The warmth of the owners!"
United States
Evangelia
The price is CA $236
CA $267 total
includes taxes & fees
Oct 1 - Oct 2
it's a good thing
A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

8. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (85 reviews)
"the minute we arrived the host was helpful, and very nice. He even asked if we needed dinner reservations. The room was clean and pristine. the breakfast was excellent. the host was very cordial and helpful. would definitely recommend. would definitely stay again if in that area"
United States
kenneth
The price is CA $341
CA $385 total
includes taxes & fees
Oct 4 - Oct 5
Millbrook Country House Bed & Breakfast
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

9. 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.
The price is CA $217
CA $295 total
includes taxes & fees
Oct 1 - Oct 2
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
A rustic hall with wooden beams, long tables set for dining, and a high ceiling with exposed beams.

10. Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.0 out of 10, Wonderful, (61 reviews)
"Overpriced. Could be a great place"
United States
Pratima
The price is CA $349
CA $463 total
includes taxes & fees
Oct 4 - Oct 5
Stonehill's Farmhouse
A covered porch with rocking chairs and a red door.

11. 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
The price is CA $298
CA $347 total
includes taxes & fees
Oct 4 - Oct 5
Kingston Carriage House
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.
The price is CA $192
CA $273 total
includes taxes & fees
Oct 1 - Oct 2
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, (139 reviews)
"I like that it has some character and authenticity. Its everything you need in an awesome area, yet tucked away from too much craziness and traffic."
United States
amanda
The price is CA $183
CA $207 total
includes taxes & fees
Oct 12 - Oct 13
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
The price is CA $556
CA $656 total
includes taxes & fees
Oct 4 - Oct 5
Cromwell Manor Inn
A bedroom with a wooden dresser, a mirror, a bed with a blue quilt, a window with blinds, and a wall-mounted light switch.

15. Twin Bedroom with Private Bath at Storm King Lodge

Twin Bedroom with Private Bath at Storm King Lodge
New Windsor
The price is CA $326
CA $421 total
includes taxes & fees
Oct 26 - Oct 27
Twin Bedroom with Private Bath at Storm King Lodge
A bedroom with a bed, a window with curtains, a nightstand, and a chair.

16. Loft Room with Private Bath at Storm King Lodge

Loft Room with Private Bath at Storm King Lodge
New Windsor
The price is CA $408
CA $530 total
includes taxes & fees
Oct 26 - Oct 27
Loft Room with Private Bath at Storm King Lodge
A two-story house with a front porch, a stone chimney, and a well-maintained lawn.

17. Loft Suite with Private Bath at Storm King Lodge

Loft Suite with Private Bath at Storm King Lodge
New Windsor
The price is CA $489
CA $636 total
includes taxes & fees
Oct 26 - Oct 27
Loft Suite with Private Bath at Storm King Lodge
A sign for StormKing Lodge with a decorative flower and fox atop it, surrounded by greenery and a paved path.

18. Pine Suite with Private Bath at Storm King Lodge

Pine Suite with Private Bath at Storm King Lodge
New Windsor
The price is CA $489
CA $623 total
includes taxes & fees
Oct 26 - Oct 27
Pine Suite 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
The price is CA $325
CA $364 total
includes taxes & fees
Oct 26 - Oct 27
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
The price is CA $305
CA $345 total
includes taxes & fees
Oct 26 - Oct 27
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

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"Great quite place for the price"
Alexander 1-night trip
Posted 7 hours ago
Quality Inn Hyde Park Poughkeepsie North

Find out more about Highland

Highland B&B information

Number of reviews
1,171
Accommodation
35 B&B
Lowest Price
CA $177
Highest Price
CA $656

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 you're interested in playing some golf on your trip, Apple Greens Golf Course is a good spot to tee off.
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?
Here are some well-liked B&Bs in the surrounding area: Kingston Carriage House: 5 rooms. 13.6 mi (21.9 km) from the downtown core. Enjoy the massage services and private yard. Tin Brook Bed & Breakfast: 6 rooms. Situated 15.2 mi (24.5 km) from the heart of Highland. Stonehill's Farmhouse: 4 rooms. 15.6 mi (25 km) from the heart of downtown. Enjoy the designer toiletries and sauna.
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 Apple Greens Golf Course 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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