Photo by Allison Alano Flores

Search Highland Bed & Breakfast

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan

Featured B&B in Highland

Exterior detail
Borland House Inn

Borland House Inn

3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
Borland House Inn
Aerial view
Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast

4.0 star property
Millbrook
9.0 out of 10, Wonderful, (81)
"Gracious host and great breakfast "
United States
Gerald
The price is AU$371
includes taxes & fees
9 Dec - 10 Dec
Millbrook Country House Bed & Breakfast
Exterior
Jenny's Country Manor

Jenny's Country Manor

2.0 star property
Red Hook
7.6 out of 10, Good, (133)
"Jenny's was quaint and comfortable, with "
United States
Bill
The price is AU$242
includes taxes & fees
1 Dec - 2 Dec
Jenny's Country Manor
Terrace/patio
it's a good thing

it's a good thing

4.5 star property
Clinton Corners
8.0 out of 10, Very good, (24)
"Wonderful stay and wonderful hosts! "
United States
Daniela-Cristina
it's a good thing
Exterior
Cromwell Manor Inn

Cromwell Manor Inn

4.0 star property
Cornwall
9.6 out of 10, Exceptional, (92)
"Great stay!"
United States
Amrita
The price is AU$385
includes taxes & fees
4 Dec - 5 Dec
Cromwell Manor Inn
Exterior detail
Inn the Woods Bed and Breakfast

Inn the Woods Bed and Breakfast

3.5 star property
Hyde Park
9.8 out of 10, Exceptional, (135)
"Harry was great, room clean and fresh, breakfast amazing "
United States
Frank
The price is AU$316
includes taxes & fees
29 Dec - 30 Dec
Inn the Woods Bed and Breakfast
Property grounds
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)
"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 AU$300
includes taxes & fees
1 Dec - 2 Dec
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Design Villa
Kingston Carriage House

Kingston Carriage House

4.0 star property
Rondout
9.0 out of 10, Wonderful, (27)
"Amazing stay! Just make sure you get a lesson in how to turn the heat on... beautiful property walking distance from sights, shops, and cafes. Will absolutely stay there next time we are in Kingston!"
United States
Andrew
The price is AU$337
includes taxes & fees
16 Dec - 17 Dec
Kingston Carriage House
Breakfast, lunch and dinner served
Stonehill's Farmhouse

Stonehill's Farmhouse

3.5 star property
Accord
9.6 out of 10, Exceptional, (47)
"Very cute, clean, friendly and well priced country motel! "
United States
Katya
The price is AU$429
includes taxes & fees
1 Dec - 2 Dec
Stonehill's Farmhouse
Hiking
Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (336)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
United States
Shawn
The price is AU$387
includes taxes & fees
2 Dec - 3 Dec
Journey Inn Bed & Breakfast
Property grounds
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, (30)
"It was just as advertised! Host was nice included fruit and coffee "
United States
matt w.
The price is AU$320
includes taxes & fees
1 Dec - 2 Dec
Private room on secluded 7 acres , access to entire house including patio, porch
Superior Double Room, Ensuite (Primrose) | Miscellaneous
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is AU$371
includes taxes & fees
2 Dec - 3 Dec
The Dominion House Bed & Breakfast
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
8.4 out of 10, Very good, (155)
"Beautiful historic home. We had a nice stay. "
United States
Anonymous traveller
The price is AU$323
includes taxes & fees
2 Dec - 3 Dec
Morning Glory B n B Woodstock NY
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.
View all properties

Black Friday Sale

Save up to 40% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Highland Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Rooms were clean and staff very accommodating "
Karina 1-night trip
Posted 3 days ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Highland

Highland B&B information

Number of reviews
1,206
Accommodation
32 B&B
Lowest Price
AU$242
Highest Price
AU$429

Frequently asked questions

Searching for B&Bs in Highland?
If you're interested in something a little quirkier than your standard hotel, a bed and breakfast might be the perfect option for your getaway. If you're interested in playing some golf on your trip, Apple Greens Golf Course is a good spot to get in a game.
Why consider a B&B versus a traditional hotel?
With attentive service, opportunities to meet guests from other places and tasty breakfasts, B&Bs offer a one-of-a-kind environment.
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 city centre. Enjoy the designer toiletries and sauna. Kingston Carriage House: 5 rooms. 13.6 mi (21.9 km) from the city centre. Enjoy the massage services and private garden. Journey Inn Bed & Breakfast: 7 rooms. Located 5.2 mi (8.4 km) from the core of Highland. Enjoy the free full breakfast and designer toiletries.
What's the best time of year to stay at a B&B in Highland?
When you're dreaming of a getaway to Highland, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Highland are January, February, March and April, with each month seeing an average of 17 cm 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 should 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?
You can plan your excursions in and around Highland ahead of time with these transportation options. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 16.6 mi (26.7 km) away from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia