Photo by Karen Wirtz

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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 30 B&B in Highland with updated reviews, rates, and availability.

Stonehill's Farmhouse
BBQ/picnic area

Stonehill's Farmhouse

3.5 star property
9.8 out of 10, Exceptional, (18)
"It is a nice place for a weekend getaway."
The price is AED 669
AED 935 total
includes taxes & fees
17 Apr - 18 Apr
Stonehill's Farmhouse
Journey Inn Bed & Breakfast
Hiking

Journey Inn Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (310)
"A great stay with Valerie and Eric and a perfect location for exploring the Hudson Valley "
The price is AED 823
AED 931 total
includes taxes & fees
4 Apr - 5 Apr
Journey Inn Bed & Breakfast
Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (56)
"It was a beautiful stay, had everything you could think of for fun and convience, and the staff is very friendly. "
The price is AED 696
AED 787 total
includes taxes & fees
9 Apr - 10 Apr
Cromwell Manor Inn
Kingston Carriage House
Design Villa | Egyptian cotton sheets, premium bedding, individually decorated

Kingston Carriage House

4.0 star property
8.6 out of 10, Excellent, (10)
"The property and location were amazing. Super easy to get to and from different points in Kingston. Walkable area. Good parking direction from the host. There was a logistical mix up but they fixed that immediately. It would have been nice to have the sofa bed made up upon arrival or at least have extra linens in the suite, but I let them know via their text line, and they sent someone within an hour. The breakfast/coffee situation leaves quite a lot to be desired, but hopefully theyll work out...
The price is AED 818
AED 953 total
includes taxes & fees
16 Apr - 17 Apr
Kingston Carriage House
Inn the Woods Bed and Breakfast
Exterior detail

Inn the Woods Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (121)
"Awesome Excellent will be back wonderful hosts highly recommend!!"
The price is AED 639
AED 722 total
includes taxes & fees
6 Apr - 7 Apr
Inn the Woods Bed and Breakfast
Morning Glory B n B Woodstock NY
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

3.0 star property
8.4 out of 10, Very Good, (134)
"Very relaxing stay. Easy walk to town. Lovely hosts and tasty breakfast."
The price is AED 694
AED 778 total
includes taxes & fees
6 Apr - 7 Apr
Morning Glory B n B Woodstock NY
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.0 out of 10, Wonderful, (106)
"Perfect stay "
The price is AED 418
AED 473 total
includes taxes & fees
6 Apr - 7 Apr
Borland House Inn
it's a good thing
Terrace/patio

it's a good thing

4.5 star property
9.6 out of 10, Exceptional, (10)
"Lovely country home with friendly hosts that were prepared for us and very accommodating. "
The price is AED 621
AED 702 total
includes taxes & fees
4 Apr - 5 Apr
it's a good thing
Jenny's Country Manor
Interior

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (126)
"The manager was very amenable to changing our room due to a complaint about a problem we had. And was sincerely concerned. They have a very nice light breakfast on Saturday mornings. "
The price is AED 514
AED 582 total
includes taxes & fees
6 Apr - 7 Apr
Jenny's Country Manor
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Property grounds

Omega Special Sun thru Thurs 5 day minimum 3 miles away

9.6 out of 10, Exceptional, (11)
"Beautiful, quiet, comfortable accommodation in gorgeous surroundings. Hosts are kind and helpful. Enjoyed our stay!"
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Tin Brook Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (110)
"Very nice small town bed and breakfast. We didn't take advantage of all the amenities."
The price is AED 505
AED 571 total
includes taxes & fees
6 Apr - 7 Apr
Tin Brook Bed & Breakfast
The Baker House Bed & Breakfast
Deluxe Double Room (The Architect's Room) | Individually decorated, individually furnished, desk, blackout drapes

The Baker House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (68)
"Great property for a weekend stay in Rhinebeck. Easy to walk to town. We stayed in the writer's suite, a very large room with plenty of seating and a very nice bathroom. Breakfasts were fantastic. Very enjoyable stay."
The Baker House Bed & Breakfast
Millbrook Country House Bed & Breakfast
Aerial view

Millbrook Country House Bed & Breakfast

4.0 star property
9.0 out of 10, Wonderful, (74)
"Nice, quiet, clean, convenient, charming, nice owners and more..."
The price is AED 790
AED 893 total
includes taxes & fees
18 Apr - 19 Apr
Millbrook Country House Bed & Breakfast
Private room on secluded 7 acres , access to entire house including patio, porch
Property grounds

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

8.8 out of 10, Excellent, (24)
"This is a lovely room in a quaint historic large home just a few miles down the road from the Omega Institute. I stayed there b/c Omega had no more housing. Lynn was a delightful and accommodating hostess. Would definitely stay again."
The price is AED 496
AED 686 total
includes taxes & fees
5 Apr - 6 Apr
Private room on secluded 7 acres , access to entire house including patio, porch
Caldwell House Bed & Breakfast
Room | 14 bedrooms, premium bedding, pillowtop beds, individually decorated

Caldwell House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (472)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast
The Dominion House Bed & Breakfast
Exterior

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The house and accommodations are beautifully appointed, the hosts were helpful and engaging and the breakfasts were outstanding - make sure you request Susie’s fabulous scones! "
The price is AED 790
AED 893 total
includes taxes & fees
7 Apr - 8 Apr
The Dominion House Bed & Breakfast
Buck's Homestead B&B
Front of property

Buck's Homestead B&B

2.5 star property
9.6 out of 10, Exceptional, (47)
"Joa's place is a delightful 1830 farmhouse on a quiet, yet convenient road. My suite was cozy, comfortable and private, decorated with authentic antiques which added to the charm."
Buck's Homestead B&B
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Property grounds

Omega Special Sun thru Thurs 5 day minimum 3 miles away

9.0 out of 10, Wonderful, (6)
"The hosts were very kind and attentive to my needs. This is their home and they made me feel welcome and comfortable. The property is old and has beautiful character. If I'm in this area again, I will definitely see if I can stay here. Lovely people."
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Property grounds

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

8.2 out of 10, Very Good, (11)
"The walls and floors are not well insulalted so you can be in the peoples conversation (who lived there 3 of them)want to or not.I asked for ear plugs andt they didn't have any n were mad that I asked. They were cooking in kitchen @9:30 in the evening making diner with lots of noise.. My room was up 5 steps n the room next door thin walls . The place was not clean. You did not have use of any of the house like the ad says.I was not even allowed to make a cup of hot water on the stove.Bed was...
The price is AED 514
AED 711 total
includes taxes & fees
4 Apr - 5 Apr
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Saint Huberts Lodge
Billiards

Saint Huberts Lodge

3.5 star property
9.0 out of 10, Wonderful, (44)
"Our stay was rather disappointing. The property seems neglected. Some lightbulbs in the bathroom were not working . The coffee maker was really filthy inside. Instead of breakfast we were offered some packaged pastry from a gas station. Plus, there were a bunch of insects in the room. There was no drinking water in the property we ended up driving to get water. I don’t understand they can charge so much money "
Saint Huberts Lodge
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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Other property types in Highland

The House In Highland- Secluded Retreat
Outdoor dining

The House In Highland- Secluded Retreat

The House In Highland- Secluded Retreat
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Terrace/patio

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The host is very responsive. The location is 30 minutes from Beacon, 10 minutes from Poughkeepsie and 2 hrs from NYC. The office was a nice feature and the house has great WiFi. "
Our home is perfect for relaxing and having lots of fun, with near by activity’s
BLCK Creek - 37 Acre Private Lake, two Cottages , two houses and 11 bedrooms
14 bedrooms, desk, iron/ironing board, travel crib

BLCK Creek - 37 Acre Private Lake, two Cottages , two houses and 11 bedrooms

9.4 out of 10, Exceptional, (3)
"We spent Christmas here with friends and family and enjoyed our stay. Everything we needed was there. We were only disappointed in the communication with the property manager due to the holiday and technical issues. If you stay in the winter make sure the fireplace has been serviced as the smoke filled the room due to a faulty draft. "
BLCK Creek - 37 Acre Private Lake, two Cottages , two houses and 11 bedrooms
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.

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 well-liked B&Bs in the 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. Situated 5.2 mi (8.4 km) from the heart 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 Franny Reese State Park and Franklin D Roosevelt Library & Museum 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.