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

Cromwell Manor Inn
Reception

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"Beautiful property, wonderful staff, amazing experience and highly recommend. "
The price is AED 581
AED 657 total
includes taxes & fees
3 Jan - 4 January 2025
Cromwell Manor Inn
Stonehill's Farmhouse
Exterior

Stonehill's Farmhouse

3.5 star property
10.0 out of 10, Exceptional, (13)
"Amazing, host! Couldn’t ask for anything better! I’m grateful to have stayed here."
The price is AED 698
AED 967 total
includes taxes & fees
7 Jan - 8 January 2025
Stonehill's Farmhouse
Borland House Inn
Front of property

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (99)
"Second stay here. Beautiful home and delicious breakfast. Easy and convenient. "
The price is AED 405
AED 458 total
includes taxes & fees
7 Jan - 8 January 2025
Borland House Inn
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Exterior

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
Kingston Carriage House
Front of property

Kingston Carriage House

4.0 star property
8.0 out of 10, Very Good, (6)
"The tub and the bed were very nice and comfortable. The room was interesting and definitely had a good curated vibe as a carriage house with nice wide plank wood floors, interesting shaped room vaulted ceiling and vintage tiling in bath, etc. However there were not enough outlets, and the outlets that were there were not easy to plug into and one sparked. Room would greatly benefit from a coffee maker as the promised 7:30 coffee delivery did not happen in a timely enough manner on either day....
The price is AED 909
AED 1,059 total
includes taxes & fees
8 Jan - 9 January 2025
Kingston Carriage House
Journey Inn Bed & Breakfast
Front of property

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 923 total
includes taxes & fees
21 Jan - 22 January 2025
Journey Inn 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 Jan - 9 January 2025
The Dominion House Bed & Breakfast
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
1 Jan - 2 January 2025
Tin Brook Bed & Breakfast
Inn the Woods Bed and Breakfast
Exterior detail

Inn the Woods Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (117)
"Excellent property, relaxing and breakfast was very good. Birds were a special treat to see and observe as they ate at the bird feeder. "
The price is AED 537
AED 602 total
includes taxes & fees
7 Jan - 8 January 2025
Inn the Woods Bed and Breakfast
it's a good thing
Exterior

it's a good thing

4.5 star property
9.6 out of 10, Exceptional, (8)
"There is a tiny little wooden bridge at the entrance of the driveway and the mailbox is on the opposite side of the road from the house. A doe was keeping watch on the mailbox when we arrived after dark. And check out the night sky!"
The price is AED 518
AED 581 total
includes taxes & fees
1 Jan - 2 January 2025
it's a good thing
Jenny's Country Manor
Miscellaneous

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (124)
"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 577 total
includes taxes & fees
6 Jan - 7 January 2025
Jenny's Country Manor
The Baker House Bed & Breakfast
Interior

The Baker House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (67)
"Very gracious and welcoming hosts. Delicious large breakfast. Extraordinarily civilized."
The Baker House Bed & Breakfast
Private room on secluded 7 acres , access to entire house including patio, porch
Exterior

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 631 total
includes taxes & fees
1 Jan - 2 January 2025
Private room on secluded 7 acres , access to entire house including patio, porch
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Exterior detail

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
Morning Glory B n B Woodstock NY
Exterior

Morning Glory B n B Woodstock NY

3.0 star property
8.4 out of 10, Very Good, (128)
"The proprietor and her mom are wonderful hosts. The property is pretty. The rooms are very clean and there was a full hot breakfast and was made to order. This was the second time U stayed here. I would definitely return. "
The price is AED 657
AED 736 total
includes taxes & fees
8 Jan - 9 January 2025
Morning Glory B n B Woodstock NY
Millbrook Country House Bed & Breakfast
Front of property

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 826
AED 927 total
includes taxes & fees
1 Jan - 2 January 2025
Millbrook Country House Bed & Breakfast
Caldwell House Bed & Breakfast
Room

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
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, 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...
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Saint Huberts Lodge
Exterior

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 Scenic Mansion With Breathtaking View
Property grounds

The Scenic Mansion With Breathtaking View

9.6 out of 10, Exceptional, (13)
"This house is so grand and perfect for a destination wedding, corprate retreat or family reunion. Host was wonderful!"
The Scenic Mansion With Breathtaking View
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Interior

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
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Property grounds

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

9.8 out of 10, Exceptional, (26)
"This place was great! The apartment itself is a great size for 2 people. The yard was pretty big with lots of seating, firepit, an awesome guitar shaped chiminea, nice sized pool, outdoor tv in the gazebo. The owner, Ryan, came later at night and left the next morning. He was super nice and very helpful!"
The price is AED 790
AED 1,126 total
includes taxes & fees
31 Jan - 1 February 2025
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
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 your ideal vacation to Highland includes spending lots of time outside, Walkway Over the Hudson State Historic Park and Franny Reese State Park are good spots to enjoy the scenery.
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. Situated 5.2 mi (8.4 km) from the heart of Highland. Enjoy the free full breakfast and designer toiletries. Inn the Woods Bed and Breakfast: 2 rooms. Located 5.2 mi (8.3 km) from the core of Highland. Enjoy the free full breakfast and unique décor.
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.