Photo by Karen Wirtz

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Check prices for these dates

Compare 27 B&B in Highland with updated reviews, rates, and availability.

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 SAR 422
SAR 662 total
includes taxes & fees
13 Mar - 14 Mar
Stonehill's Farmhouse

Kingston Carriage House

4.0 star property
8.6 out of 10, Excellent, (9)
"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 SAR 836
SAR 973 total
includes taxes & fees
23 Mar - 24 Mar
Kingston Carriage House

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 SAR 798
SAR 903 total
includes taxes & fees
10 Mar - 11 Mar
Journey Inn Bed & Breakfast

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 SAR 709
SAR 794 total
includes taxes & fees
10 Mar - 11 Mar
Morning Glory B n B Woodstock NY

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 SAR 634
SAR 717 total
includes taxes & fees
10 Mar - 11 Mar
it's a good thing

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 SAR 652
SAR 738 total
includes taxes & fees
9 Apr - 10 Apr
Inn the Woods Bed and Breakfast

Borland House Inn

3.0 star property
9.0 out of 10, Wonderful, (104)
"Quaint house"
The price is SAR 342
SAR 387 total
includes taxes & fees
11 Mar - 12 Mar
Borland House Inn

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

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 SAR 807
SAR 912 total
includes taxes & fees
13 Mar - 14 Mar
The Dominion House Bed & Breakfast

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (125)
"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 SAR 525
SAR 594 total
includes taxes & fees
10 Mar - 11 Mar
Jenny's Country Manor

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 SAR 506
SAR 644 total
includes taxes & fees
10 Mar - 11 Mar
Private room on secluded 7 acres , access to entire house including patio, porch

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 SAR 849
SAR 961 total
includes taxes & fees
29 Mar - 30 Mar
Cromwell Manor Inn

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

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 SAR 844
SAR 955 total
includes taxes & fees
10 Mar - 11 Mar
Millbrook Country House Bed & Breakfast

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 SAR 516
SAR 584 total
includes taxes & fees
10 Mar - 11 Mar
Tin Brook Bed & Breakfast

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

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

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,

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

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

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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

10.0 out of 10, Exceptional, (2)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is SAR 972
SAR 1,084 total
includes taxes & fees
10 Mar - 11 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (23)
"Great little house for the holidays. We were looking for a place nearby or family where we could have our own space but still be close by. "
The price is SAR 582
SAR 844 total
includes taxes & fees
10 Mar - 11 Mar
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?
Below are some 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. Kingston Carriage House: 5 rooms. 13.6 mi (21.9 km) from the downtown core. Enjoy the massage services and private yard. 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. It’s a good thing: 3 rooms. Located 14.5 mi (23.3 km) from the core of Highland. Enjoy the private yard and patio area.
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.