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

Book Highland Bed & Breakfast

Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Highland bed & breakfast

Exterior

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
Sep 22 - Sep 23
Total with taxes and fees
Hudson Pond · Hideaway King Suite · GF Breakfast
Hiking

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
Sep 29 - Sep 30
Total with taxes and fees
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, (133 reviews)
"I had a wonderful stay at the Tin Brook B&B. The owner, David is wonderful, accommodating and a great host. My daughter and I loved the room we were in. We loved the location. All around great stay."
United States
Andrea
$138 nightly
The price is $156
Sep 22 - Sep 23
Total with taxes and fees
Tin Brook Bed & Breakfast
Exterior detail

4. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.4 out of 10, Exceptional, (186 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
$124 nightly
The price is $147
Sep 23 - Sep 24
Total with taxes and fees
Borland House Inn
Exterior

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
$140 nightly
The price is $158
Sep 23 - Sep 24
Total with taxes and fees
Hudson Pond · Garden Queen Suite · GF Breakfast
Aerial view

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
Oct 4 - Oct 5
Total with taxes and fees
Millbrook Country House Bed & Breakfast
Exterior

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.
$165 nightly
The price is $187
Sep 22 - Sep 23
Total with taxes and fees
Private room on secluded 7 acres , access to entire house including patio, porch
Exterior

8. 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.
$184 nightly
The price is $208
Sep 22 - Sep 23
Total with taxes and fees
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Breakfast, lunch, dinner and brunch served

9. 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
$281 nightly
The price is $315
Sep 22 - Sep 23
Total with taxes and fees
Stonehill's Farmhouse
Design House | Terrace/patio

10. 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 22 - Sep 23
Total with taxes and fees
Kingston Carriage House
Front of property

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 22 - Sep 23
Total with taxes and fees
it's a good thing
Exterior

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 22 - Sep 23
Total with taxes and fees
Omega Special 1860s farm house 3 miles away
Miscellaneous

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
$140 nightly
The price is $158
Sep 22 - Sep 23
Total with taxes and fees
Jenny's Country Manor
Terrace/patio

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 22 - Sep 23
Total with taxes and fees
Cromwell Manor Inn
Interior

15. Loft Suite with Private Bath at Storm King Lodge

Loft Suite with Private Bath at Storm King Lodge
New Windsor
$374 nightly
The price is $425
Sep 22 - Sep 23
Total with taxes and fees
Loft Suite with Private Bath at Storm King Lodge
Interior

16. Pine Suite with Private Bath at Storm King Lodge

Pine Suite with Private Bath at Storm King Lodge
New Windsor
$374 nightly
The price is $425
Sep 22 - Sep 23
Total with taxes and fees
Pine Suite with Private Bath at Storm King Lodge
Exterior

17. Twin Bedroom with Private Bath at Storm King Lodge

Twin Bedroom with Private Bath at Storm King Lodge
New Windsor
$249 nightly
The price is $283
Sep 22 - Sep 23
Total with taxes and fees
Twin Bedroom with Private Bath at Storm King Lodge
WiFi

18. Loft Room with Private Bath at Storm King Lodge

Loft Room with Private Bath at Storm King Lodge
New Windsor
$312 nightly
The price is $354
Sep 22 - Sep 23
Total with taxes and fees
Loft Room with Private Bath at Storm King Lodge
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

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 22 - Sep 23
Total with taxes and fees
Morning Glory B n B Woodstock NY
Exterior

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 24 - Sep 25
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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"very comfy, and clean."
Alexandra 1-night trip
Posted 2 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Find out more about Highland

Highland B&B information

Number of reviews
1,166
Accommodation
30 B&B
Lowest Price
$147
Highest Price
$425

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 $147 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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