B&B in Town of Olive

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

Featured B&B in Town of Olive

Stonehill's Farmhouse
Breakfast, lunch and dinner served

Stonehill's Farmhouse

3.5 star property
9.8 out of 10, Exceptional, (30)
"a lovely experience we are planning a return trip when we can stay for more than one night"
The price is 3.927.868 ₫
5.720.299 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Stonehill's Farmhouse
Shandaken Inn
Experience the charm of Shandaken Inn, set amidst lush greenery and a picturesque hilly backdrop.

Shandaken Inn

4.0 star property
10.0 out of 10, Exceptional, (258)
"This is a charming place to stay with beautiful views, great food and a warm and welcoming staff."
Shandaken Inn
Kingston Carriage House
Relax in a stylish living space with a sofa, smaller couch, and coffee table, perfect for reading and socializing.

Kingston Carriage House

4.0 star property
9.2 out of 10, Wonderful, (21)
"one of the best places we’ve stayed at! the poet’s loft is a cozy and quiet two-room suite with two bathrooms. a simple luxury to be enjoyed."
The price is 6.598.819 ₫
7.686.306 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Kingston Carriage House
Journey Inn Bed & Breakfast
Spanning a tranquil body of water, a serene stone bridge connects to a lush forest.

Journey Inn Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (327)
"Great place"
The price is 5.871.488 ₫
6.642.121 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Journey Inn Bed & Breakfast
Morning Glory B n B Woodstock NY
Cross a serene waterway via a wooden bridge, then sit and unwind on a bench surrounded by lush greenery.

Morning Glory B n B Woodstock NY

3.0 star property
8.6 out of 10, Excellent, (143)
"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 5.217.979 ₫
5.844.136 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Morning Glory B n B Woodstock NY
River Run Bed and Breakfast
Step into the charm of Kroer Ruin bed & breakfast, where a traditional porch invites relaxation amidst a serene garden setting.

River Run Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (192)
"Ben is a great host! Has a wealth of information about the area. Breakfast is yummy."
The price is 3.905.588 ₫
4.296.147 ₫ total
includes taxes & fees
20 Aug - 21 Aug
River Run Bed and Breakfast
Fairlawn Inn
Stately building with a prominent tower and multiple windows, set amidst a well-manicured lawn.

Fairlawn Inn

3.0 star property
8.8 out of 10, Excellent, (422)
"Our host was fantastic made sure we were taken care of would come back "
The price is 6.526.788 ₫
7.048.931 ₫ total
includes taxes & fees
22 Aug - 23 Aug
Fairlawn Inn
Inn the Woods Bed and Breakfast
Experience the tranquility of Inn the Woods, offering bed and breakfast services in a natural setting surrounded by lush greenery and a wildlife habitat.

Inn the Woods Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (128)
"This is a great place. We had a very relaxing stay. Breakfast was fantastic. Highly recommend."
Inn the Woods Bed and Breakfast
Mountain Treasure B&B
Explore the serene rolling hills and vibrant autumn foliage along winding paths.

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (274)
"We were greeted by the owner with a smile and very helpful information to make our stay excellent. She sat down with us to help us plan our hiking experience. The room was extremely clean and set up nicely. The food was delicious and the homemade chocolate chip cookies were the best ever! A wonderful stay and I recommend it highly."
The price is 3.988.214 ₫
4.307.061 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Mountain Treasure B&B
Breezy Hill Inn
Stunning two-story house with a charming front porch and central entrance.

Breezy Hill Inn

3.0 star property
10.0 out of 10, Exceptional, (24)
"Nice stay"
Breezy Hill Inn
Coldbrook Bed and Breakfast
Relax by the fire pit surrounded by Adirondack chairs in a serene natural setting.

Coldbrook Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (7)
"Superbly designed B&B where comfort is found in every detail - from the beds to the fire pit with s'mores kits to the breakfast choices. Amazing experience - the modern, fresh and inviting design of this B&B is nestled in the woods with views of the mountains. We spent a long weekend here, exploring the local towns and trails by day, happy to come home to this lovely B&B every evening. We'll be back!"
Coldbrook Bed and Breakfast
The Baker House Bed & Breakfast
Classic bedroom with a four-poster bed, round mirror, and bedside table.

The Baker House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (72)
"The Bakers are fantastic hosts. The property was charming and clean and the breakfast provided was delicious. And so close to town! I’d recommend it to anyone."
The Baker House Bed & Breakfast
Arts Inn
Traditional window frames and colorful throw pillows adorn this cozy space, offering a serene view of a residential building and a tree.

Arts Inn

3.0 star property
10.0 out of 10, Exceptional, (24)
"The hosts were fantastic and had great suggestions for meals and sightseeing in the area."
Arts Inn
The Stone House B&B
Traditional stone house with a gable roof and chimney, set amidst a well-manicured lawn and a large tree.

The Stone House B&B

3.5 star property
9.4 out of 10, Exceptional, (73)
The Stone House B&B
A Kingston Bed & Breakfast
Cozy sitting room with a fireplace, sofa, and armchairs.

A Kingston Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (8)
"The Bed and Breakfast was a beautiful place it was clean friendly and restful. The people were friendly and very helpful with recommending local activities. Would recommend it for a getaway!"
A Kingston Bed & Breakfast
VacationHouse Bed & Breakfast
Terrace/patio

VacationHouse Bed & Breakfast

3.0 star property
VacationHouse Bed & Breakfast
The Homestead
Porch

The Homestead

3.0 star property
9.2 out of 10, Wonderful, (7)
"Our room was beautiful. We did see bugs. Loved the area. Be aware location is vegan with a shared bath. Check is time is restricted. Be aware. Also, TV is in the common area only. "
The Homestead
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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Top Town of Olive Hotel Reviews

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent
"It was very conveniently located, walkable to the downtown historic areas of town, shopping and restaurants "
Grazyna 1-night trip
Posted 1 day ago
Best Western Plus Kingston Hotel And Conference Center

Frequently asked questions

Searching for B&Bs in Town of Olive?
If you'd like to find a place to stay with a small number of rooms and an intimate environment, a bed and breakfast might be just the right fit for your getaway to Town of Olive. When you venture out to explore Town of Olive, Catskill Mountains is a some popular sight to visit.
How do you know if a B&B is the right choice for you?
B&Bs all have a unique charm – whether it's a picturesque garden or a beautiful breakfast room, the quaint details are what make bed and breakfasts a fun place to get away.
When is the best time to stay at a B&B in Town of Olive?
When you're planning your getaway to Town of Olive, 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 -1°C. The snowiest months in Town of Olive are February, December, January and March, with each month seeing an average of 33 cm of snowfall.
What is there to do in Town of Olive?
Spend some time exploring Catskill Mountains and Esopus Creek if you're hoping to see some of the area's natural features. Hunter Mountain and Belleayre Mountain are also some sites to visit if you want to see more of the area.
How can I get to and around Town of Olive?
You can map out your trip in and around Town of Olive ahead of time with these transportation options. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 32.2 mi (51.8 km) from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.