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

Find a Bed and Breakfast in Highland from CA $192

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Check prices for these dates

Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11

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, (2 reviews)
"Nicole was an excellent host"
United States
Quinton R.
The price is CA $180
CA $235 total
includes taxes & fees
Sep 14 - Sep 15
Hudson Pond · Hideaway King Suite · GF Breakfast
Exterior

2. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (128 reviews)
"Really lovely stay, clean, comfortable room, (good bathroom, comfy bed and pillows) friendly, helpful staff. Nice breakfast. "
United States
anne
The price is CA $191
CA $216 total
includes taxes & fees
Aug 17 - Aug 18
Tin Brook Bed & Breakfast
Exterior

3. 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
The price is CA $153
CA $204 total
includes taxes & fees
Sep 8 - Sep 9
Hudson Pond · Garden Queen Suite · GF Breakfast
Exterior detail

4. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (177 reviews)
"Delicious breakfast!"
United States
Anne
The price is CA $165
CA $192 total
includes taxes & fees
Aug 18 - Aug 19
Borland House Inn
Breakfast, lunch, dinner and brunch served

5. Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.2 out of 10, Wonderful, (57 reviews)
"Really lovely place, we stayed in the deluxe cabin "
United States
etgar
The price is CA $287
CA $392 total
includes taxes & fees
Aug 27 - Aug 28
Stonehill's Farmhouse
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
The price is CA $333
CA $377 total
includes taxes & fees
Aug 20 - Aug 21
Millbrook Country House Bed & Breakfast
Design House | Terrace/patio

7. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.2 out of 10, Wonderful, (48 reviews)
"Great modern, large rooms. Good location, quiet, good value."
United States
Edward
The price is CA $309
CA $360 total
includes taxes & fees
Aug 17 - Aug 18
Kingston Carriage House
Exterior

8. 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)
"This place is a museum spotless."
United States
Kris A J.
The price is CA $208
CA $283 total
includes taxes & fees
Aug 24 - Aug 25
Private room on secluded 7 acres , access to entire house including patio, porch
Exterior

9. Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
7.8 out of 10, Good, (8 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 $187
CA $267 total
includes taxes & fees
Aug 17 - Aug 18
Omega Special 1860s farm house 3 miles away
Front of property

10. it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.8 out of 10, Good, (33 reviews)
"The warmth of the owners!"
United States
Evangelia
The price is CA $242
CA $273 total
includes taxes & fees
Aug 21 - Aug 22
it's a good thing
Exterior

11. 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 $236
CA $319 total
includes taxes & fees
Aug 17 - Aug 18
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Miscellaneous

12. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (136 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is CA $194
CA $220 total
includes taxes & fees
Aug 17 - Aug 18
Jenny's Country Manor
Terrace/patio

13. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (108 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
The price is CA $453
CA $535 total
includes taxes & fees
Aug 20 - Aug 21
Cromwell Manor Inn
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

14. 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, (165 reviews)
"The house is very nice and well located"
United States
Alonso
The price is CA $290
CA $325 total
includes taxes & fees
Sep 6 - Sep 7
Morning Glory B n B Woodstock NY
Exterior

15. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (236 reviews)
"I had a perfect stay with my girlfriend for a long weekend. Eric and Susie were amazing hosts, serving delicious breakfast each day. The hot tub was luxurious and the area was beautiful. I’d 100% come back."
United States
Anna
The price is CA $298
CA $337 total
includes taxes & fees
Aug 19 - Aug 20
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

8/10 Good
"Clean room but I found bed bugs Water pressure was great staff was good breakfast no good at all Air good"
Natividad 2-night trip
Posted 1 hour ago
Quality Inn Hyde Park Poughkeepsie North

Find out more about Highland

Highland B&B information

Number of reviews
1,059
Accommodation
30 B&B
Lowest Price
CA $192
Highest Price
CA $535

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?
Below are some B&Bs in the area: Kingston Carriage House: 5 rooms. 13.6 mi (21.9 km) from the heart of Highland. Enjoy the massage services and private yard. Tin Brook Bed & Breakfast: 6 rooms. 15.2 mi (24.5 km) from the downtown core. Stonehill's Farmhouse: 4 rooms. 15.6 mi (25 km) from the heart of downtown. Enjoy the designer toiletries and sauna. Journey Inn Bed & Breakfast: 7 rooms. Located 5.2 mi (8.4 km) from the core of Highland. Enjoy the free full breakfast and designer toiletries.
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 Franklin D Roosevelt Library & Museum and Franny Reese State Park 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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