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Featured B&B in Olivebridge

Shandaken Inn
Seasonal outdoor pool
Shandaken Inn
4.0 star property
10.0 out of 10, Exceptional, (222)
"I had always heard about the Catskills, but had never been before now. Found the Shandaken Inn on an internet search, and wasn't sure if it would be all it seemed to be. it was even better! The property was gorgeous, surrounded by inviting peaks; a large open field, with a swimming pool at one end and several independent cottages at the other, offered a great place for our dog and us to amble; a short nature trail, well maintained, connected to an old railroad bed that was nice to stroll. ...
The price is AU$340
includes taxes & fees
18 Nov - 19 Nov
Shandaken Inn
Kingston Carriage House
Design Villa
Kingston Carriage House
4.0 star property
9.6 out of 10, Exceptional, (4)
"Loved this house to stay and be walkable distance from the river. Mondays and Tues are quiet in the town since many places are not open. The carriage house is recently renovated and has such cute character. Only one incidence where I couldn’t get back in during midday as the door keypad was malfunctioning. The doors have to be relocked when exiting. The Breakfasts are yummy pastries but morning drop off is not punctual. "
The price is AU$452
includes taxes & fees
2 Dec - 3 Dec
Kingston Carriage House
Fairlawn Inn
Exterior
Fairlawn Inn
3.0 star property
8.8 out of 10, Excellent, (413)
"Sandy made our stay extra special, telling us history of the property as well as giving recommendations of sites to see. We slept well and it was cozy. "
Fairlawn Inn
Journey Inn Bed & Breakfast
Hiking
Journey Inn Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (309)
"Beautiful B&B across the street from Vanderbilt Mansion & 5 minutes from FDR Presidential Library. Breakfast was excellent & they made sure that it was appropriate for people with food restrictions. Nice place to stay!"
The price is AU$387
includes taxes & fees
17 Nov - 18 Nov
Journey Inn Bed & Breakfast
River Run Bed and Breakfast
Front of property
River Run Bed and Breakfast
3.0 star property
9.2 out of 10, Wonderful, (177)
"Nice place for a fall get a way in the mountains. The area has great state parks and town with nice resturants."
The price is AU$251
includes taxes & fees
15 Dec - 16 Dec
River Run 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, (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 AU$343
includes taxes & fees
18 Nov - 19 Nov
Morning Glory B n B Woodstock NY
Arts Inn
Hiking
Arts Inn
3.0 star property
10.0 out of 10, Exceptional, (21)
"Lovely stay. It’s such a cozy spot! "
Arts Inn
Breezy Hill Inn
Front of property - evening/night
Breezy Hill Inn
3.0 star property
10.0 out of 10, Exceptional, (21)
"The property has a fabulous view of the mountains which were resplendent with fall foliage colors."
Breezy Hill Inn
Inn the Woods Bed and Breakfast
Exterior detail
Inn the Woods Bed and Breakfast
3.5 star property
9.8 out of 10, Exceptional, (115)
"We enjoyed the delicious breakfasts while watching the birds at the large wide window. The owner prepares unique breakfasts with several unique touches and it’s a long walk to the Vanderbiltmansion or local stores.8."
The price is AU$261
includes taxes & fees
15 Dec - 16 Dec
Inn the Woods Bed and Breakfast
The Baker House Bed & Breakfast
Deluxe Double Room (The Architect's Room)
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
Stonehill's Farmhouse
BBQ/picnic area
Stonehill's Farmhouse
3.5 star property
10.0 out of 10, Exceptional, (11)
"The place is amazing. The area and walkable distance farms we’re the unique experience. "
The price is AU$376
includes taxes & fees
18 Nov - 19 Nov
Stonehill's Farmhouse
The Homestead
Porch
The Homestead
3.0 star property
9.2 out of 10, Wonderful, (7)
"We were greeted by Michelle and given a tour of the house. Our room was beautifully decorated and quite big enough for an overnight stay. Breakfast was a real treat - creatively cooked and served by Michelle. We enjoyed conversation around the communal dining table. So close to some wonderful hiking and other outdoor activities. Thank you to "The Homestead""
The Homestead
The Stone House B&B
Boating
The Stone House B&B
3.5 star property
9.4 out of 10, Exceptional, (73)
"Close to Kingston and Hwy 87, thus convenient. Friendly host(s), a very pleasant stay. We were okay with no cell phone reception or TV because the wifi was fine, and we enjoyed this quiet getaway. Breakfast was tasty, artisan bread, large portions of fresh fruit. Restful and comfortable."
The Stone House B&B
A Kingston Bed & Breakfast
Exterior
A Kingston Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (8)
"The stay was awesome and the proprietor was wonderful. When we first drove into the city we were concerned about our surroundings but once we arrived we couldn't have been happier. The street Kingston Bed and Breakfast was on is a treasure trove of history surrounded by houses and buildings dating back to the late 1700s, early 1800s all well preserved and welcoming. The inn was everything one could ask for. The owner was a wonderful woman named Alicia and she runs a very comfortable, clean and...
A Kingston Bed & Breakfast
VacationHouse Bed & Breakfast
Terrace/patio
VacationHouse Bed & Breakfast
3.0 star property
VacationHouse Bed & Breakfast
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 Olivebridge

High Point Mtn House ~ Summer Breeze on the Mtn ~ 2 hrs to NYC ULTIMATE PRIVACY!
Terrace/patio
High Point Mtn House ~ Summer Breeze on the Mtn ~ 2 hrs to NYC ULTIMATE PRIVACY!
10.0 out of 10, Exceptional, (21)
"My friends and I were looking for a place for 8 of us to enjoy the weekend and it was awesome. The house location has one of the most beautiful sights of any VRBO house I've stayed at. Between the incredible audio systems, furniture layout, overall living room aesthetics, and living room windows designed to take advantage of the beautiful view, the interior was ideal for our group. The host was in constant communication with us and gave clear directions for entering and leaving the house. Highly...
High Point Mtn House ~ Summer Breeze on the Mtn ~ 2 hrs to NYC ULTIMATE PRIVACY!
Starlite Motel
Exterior
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (244)
"Cosy room, clean bathroom, useable kitchen with all useful appliances. Loved the back yard with the fire pit. A little bit of a drive from our home but it was worth the effort. I would come again."
The price is AU$219
includes taxes & fees
20 Nov - 21 Nov
Starlite Motel
The Farm at Hyde Park
Exterior
The Farm at Hyde Park
9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
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 Olivebridge?
If you’d like to find a place to stay with fewer rooms than the traditional hotel and a more personalised environment, a bed and breakfast might be a great fit for your holiday to Olivebridge. While you’re here, you can get to know Olivebridge by exploring its natural beauty—consider stopping at Catskill State Park and Brown’s Station.
Are you thinking about an apartment instead of a traditional hotel?
Every B&B has a unique charm — whether it’s a cosy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the small details are what make bed and breakfasts the perfect escape.
What are the top B&Bs in Olivebridge?
Here are some well-liked B&Bs in the area: Shandaken Inn: 15 rooms. 16.4 mi (26.4 km) from the heart of Olivebridge. Enjoy the local cuisine breakfast and 24-hour fitness centre. Journey Inn Bed & Breakfast: 7 rooms. 17 mi (27.3 km) from the city centre. Enjoy the free full breakfast and designer toiletries. Kingston Carriage House: 5 rooms. Situated 11.8 mi (19 km) from the heart of Olivebridge. Enjoy the massage services and private garden. Inn the Woods Bed and Breakfast: 2 rooms. 17.2 mi (27.8 km) from the city centre. Enjoy the free full breakfast and unique decor.
When is the best time to book my B&B in Olivebridge?
When you’re planning your escape to Olivebridge, year-round temperatures and rainfall may be important factors to consider. 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 -2°C. The snowiest months in Olivebridge are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What is there to do in Olivebridge?
When you want to spend some time in the great outdoors, Catskill Mountains and Esopus Creek are some notable spots. You should put Catskill State Park and Brown’s Station on your list if you want to see more of the area.
How can I get to and around Olivebridge?
Planning your excursions in and around Olivebridge is easier with these transportation options. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 30.3 mi (48.8 km) from the heart of the city. If you’d like to explore around the area, you may want a rental car for your journey.