panoramic view of mid hudson bridge over hudson river valley (poughkeepsie, upstate new york) sunny day train station wide angle sun glare crossing suspension small town travel metro north

Find a Bed and Breakfast in Highland from CA $167

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Check prices for these dates

Next weekend
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12
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Jul 24 - Jul 26
In two months
Aug 21 - Aug 23

Our top choices for Highland bed & breakfast

Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (169 reviews)
"Did you ever want to experience what it would be like to stay at a bed in breakfast? Well this is the place to go! So quaint and cute! Located right in the heart of the town of Montgomery. Plenty of things to walk to and see in the area. Brianna the manager was wonderful. Very helpful and informative. The breakfast choices were delicious. Would definitely stay here again and recommend it to others."
United States
roxanne
The price is CA $154
CA $180 total
includes taxes & fees
Jul 1 - Jul 2
Borland House Inn
Breakfast, lunch, dinner and brunch served

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 $189
CA $283 total
includes taxes & fees
Jun 29 - Jun 30
Stonehill's Farmhouse
Exterior

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (122 reviews)
"Very nice accommodations & staff."
United States
Laurie
The price is CA $148
CA $167 total
includes taxes & fees
Jun 28 - Jun 29
Tin Brook Bed & Breakfast
Aerial view

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (83 reviews)
"Excellent place and great host"
United States
Corrado
The price is CA $341
CA $386 total
includes taxes & fees
Jul 12 - Jul 13
Millbrook Country House Bed & Breakfast
Front of property

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.6 out of 10, Good, (29 reviews)
"Nothing like what was advertised."
United States
John
The price is CA $197
CA $223 total
includes taxes & fees
Jul 1 - Jul 2
it's a good thing
Exterior

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, (32 reviews)
"This place is a museum spotless."
United States
Kris A J.
The price is CA $213
CA $294 total
includes taxes & fees
Jul 1 - Jul 2
Private room on secluded 7 acres , access to entire house including patio, porch
Exterior

Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (1 review)
"Nicole's renovation of this charming old farmhouse, both inside and outside, is a work of art and no doubt a labor of love.Clean rooms.Modern bathrooms.Beautiful property.Great breakfast.One caution: the staircase leading to the upstairs bedroom is probably unsuitable for older people. ."
United States
David Z.
The price is CA $171
CA $225 total
includes taxes & fees
Jun 29 - Jun 30
Hudson Pond · Hideaway King Suite · GF Breakfast
Exterior

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
8.2 out of 10, Very good, (11 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 $242
CA $328 total
includes taxes & fees
Jun 28 - Jun 29
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Design House | Terrace/patio

Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.2 out of 10, Wonderful, (43 reviews)
"Good ambiance"
United States
reynaldi
The price is CA $316
CA $368 total
includes taxes & fees
Jul 13 - Jul 14
Kingston Carriage House
Hiking

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (351 reviews)
"Very friendly staff and excellent breakfast."
United States
Charles
The price is CA $352
CA $398 total
includes taxes & fees
Jul 9 - Jul 10
Journey Inn Bed & Breakfast
Exterior

Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (2 reviews)
"Very cozy and inviting space. Host had prompt and clear communication. Overall great, Hope to come back with my dog!"
United States
Katharina A.
The price is CA $178
CA $234 total
includes taxes & fees
Jun 29 - Jun 30
Hudson Pond · Garden Queen Suite · GF Breakfast
Terrace/patio

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (102 reviews)
"Clean room, delicious breakfast, beautiful property, and excellent property managers."
United States
Wendy
The price is CA $615
CA $726 total
includes taxes & fees
Jun 27 - Jun 28
Cromwell Manor Inn
Miscellaneous

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is CA $199
CA $225 total
includes taxes & fees
Jun 28 - Jun 29
Jenny's Country Manor
Exterior

Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
8.6 out of 10, Excellent, (7 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 $277 total
includes taxes & fees
Jul 1 - Jul 2
Omega Special 1860s farm house 3 miles away
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

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, (160 reviews)
"Wonderful facility Very welcoming Delicious breakfast Within walking distance of shops and restaurants"
United States
John
The price is CA $283
CA $317 total
includes taxes & fees
Jul 13 - Jul 14
Morning Glory B n B Woodstock NY
Exterior

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (235 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 $306
CA $346 total
includes taxes & fees
Jun 30 - Jul 1
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Great staff and breakfast."
Mary 1-night trip
Posted 1 hour ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Highland

Highland B&B information

Number of reviews
1,494
Accommodation
29 B&B
Lowest Price
CA $167
Highest Price
CA $726

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: Stonehill's Farmhouse: 4 rooms. 15.6 mi (25 km) from the heart of Highland. Enjoy the designer toiletries and sauna. Journey Inn Bed & Breakfast: 7 rooms. 5.2 mi (8.4 km) from the heart of downtown. 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 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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