Photo by Karen Wirtz

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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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, (20)
"The cabin was very well appointed and very comfortable. "
The price is AED 967
AED 1,394 total
includes taxes & fees
19 May - 20 May
Stonehill's Farmhouse
Journey Inn Bed & Breakfast
Hiking

Journey Inn Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (315)
"Great place"
The price is AED 823
AED 931 total
includes taxes & fees
22 May - 23 May
Journey Inn Bed & Breakfast
Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (60)
"Staff was extremely helpful and friendly. Pleasant stay and located next to Jones Farm for lunch and snacks. Very scenic location. "
The price is AED 740
AED 838 total
includes taxes & fees
11 May - 12 May
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)
"Carriage House was an absolute gem! It was stylish, cozy, and spacious. The morning coffee and baked goods for breakfast were outstanding - so good we found the local bakery and got more. It was such a comfortable stay and close enough for us to Rhinebeck. We are definitely planning on making a return trip in the future. "
The price is AED 785
AED 915 total
includes taxes & fees
5 Jun - 6 Jun
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, (123)
"This is a great place. We had a very relaxing stay. Breakfast was fantastic. Highly recommend."
The price is AED 639
AED 722 total
includes taxes & fees
12 May - 13 May
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, (136)
"We absolutely loved our stay - the white room was clean and lovely. We love the location too - great proximity to Station, movie theater and restaurants."
The price is AED 731
AED 819 total
includes taxes & fees
7 May - 8 May
Morning Glory B n B Woodstock NY
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (111)
"Perfect stay "
The price is AED 697
AED 788 total
includes taxes & fees
9 May - 10 May
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, (11)
"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
7 May - 8 May
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)
"A beautiful country inn. Very comfortable and just like home "
The price is AED 514
AED 582 total
includes taxes & fees
7 May - 8 May
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, (112)
"Very lovely hosts and great overall service!"
The price is AED 505
AED 571 total
includes taxes & fees
7 May - 8 May
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, (69)
"Charming inn, personable host, and great breakfast!"
The price is AED 992
AED 1,122 total
includes taxes & fees
22 May - 23 May
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, (75)
"Nice, quiet, clean, convenient, charming, nice owners and more..."
The price is AED 790
AED 893 total
includes taxes & fees
9 May - 10 May
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 551
AED 756 total
includes taxes & fees
7 May - 8 May
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
8 May - 9 May
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)
"Cute farmhouse with great service. Breakfast was delicious and we enjoyed visiting with the owner. I would gladly stay again. "
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 propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
The price is AED 514
AED 711 total
includes taxes & fees
7 May - 8 May
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

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)
"Really liked that each room had it's own temperature control"
Our home is perfect for relaxing and having lots of fun, with near by activity’s
The Scenic Mansion With Breathtaking View
Fridge, microwave, oven, stovetop

The Scenic Mansion With Breathtaking View

9.6 out of 10, Exceptional, (13)
"This was a extended work visit, and the property was perfect for us and the host was very accommodating whenever needed. I can see a wedding, reunion or a quiet getaway for a large family at this location."
The Scenic Mansion With Breathtaking View
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (28)
"Had a fantastic stay for a quick overnight trip to ski."
The price is AED 569
AED 897 total
includes taxes & fees
7 May - 8 May
Esopus Creek modern Tiny house Retreat!
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?
Here are some well-liked B&Bs in the surrounding area: Stonehill’s Farmhouse: 4 rooms. 15.6 mi (25 km) from the downtown core. 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 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.