Find a Bed and Breakfast in Town of Olive from CA $191

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Check prices for these dates

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

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 CA $206
CA $300 total
includes taxes & fees
Aug 10 - Aug 11
Stonehill's Farmhouse
Shandaken Inn
Front of property

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."
The price is CA $271
CA $304 total
includes taxes & fees
Sep 1 - Sep 2
Shandaken Inn
Kingston Carriage House
Design Villa

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 CA $346
CA $403 total
includes taxes & fees
Aug 10 - Aug 11
Kingston Carriage House
Journey Inn Bed & Breakfast
Hiking

Journey Inn Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (327)
"Great place"
The price is CA $308
CA $349 total
includes taxes & fees
Aug 11 - Aug 12
Journey Inn Bed & 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
8.6 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 CA $274
CA $307 total
includes taxes & fees
Sep 3 - Sep 4
Morning Glory B n B Woodstock NY
River Run Bed and Breakfast
Front of property

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 CA $205
CA $226 total
includes taxes & fees
Aug 17 - Aug 18
River Run Bed and Breakfast
Fairlawn Inn
Exterior

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 CA $343
CA $370 total
includes taxes & fees
Aug 22 - Aug 23
Fairlawn 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, (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
Exterior

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 CA $209
CA $226 total
includes taxes & fees
Aug 10 - Aug 11
Mountain Treasure B&B
Breezy Hill Inn
Front of property - evening/night

Breezy Hill Inn

3.0 star property
10.0 out of 10, Exceptional, (24)
"Nice stay"
Breezy Hill Inn
Coldbrook Bed and Breakfast
Terrace/patio

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
Deluxe Double Room (The Architect's Room)

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
Standard Room, 1 Queen Bed, Non Smoking, Bathtub (The Rumi Room)

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
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Outdoor dining

Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

10.0 out of 10, Exceptional, (1)
"Agnes was an amazing host! Our stay was incredibly smooth and convenient. The drive to Hunter Mountain was just a short 15 minutes, making it so easy to get there. Breakfast was absolutely delicious, and it was a special touch knowing the eggs were from their own farmed chickens. When it was time to check out, they went above and beyond by helping us clear the snow off our car! We had such a great experience and will definitely be coming back for another visit!"
The price is CA $191
CA $236 total
includes taxes & fees
Aug 12 - Aug 13
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
The Stone House B&B
Front of property

The Stone House B&B

3.5 star property
9.4 out of 10, Exceptional, (73)
The Stone House B&B
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
Outdoor dining

Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.

The price is CA $217
CA $269 total
includes taxes & fees
Aug 14 - Aug 15
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
Exterior detail

Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.

The price is CA $191
CA $236 total
includes taxes & fees
Aug 14 - Aug 15
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast
Property grounds

Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast

The price is CA $228
CA $282 total
includes taxes & fees
Aug 12 - Aug 13
Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast
A Kingston Bed & Breakfast
Exterior

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
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

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Nicest staff, super clean and easy. "
Sayada 5-night trip
Posted 19 hours ago
Courtyard by Marriott Kingston

Frequently asked questions

Searching for B&Bs in Town of Olive?
If you want to find an accommodation with fewer rooms than the traditional hotel and an intimate environment, a bed and breakfast might be the perfect option for your trip 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 best choice for you?
B&Bs all have a unique charm— whether it's a picturesque garden or a beautiful breakfast room, the small details are what make bed and breakfasts a fun place to get away.
What are the best bed and breakfasts in Town of Olive?
Below are some well-liked B&Bs in the area: Fairlawn Inn: 3 stars, 9 rooms. Situated 18.4 mi (29.6 km) from the heart of Town of Olive. Enjoy the free cooked breakfast and arcade game room. Morning Glory B n B Woodstock NY: 3 stars, 5 rooms. 9.5 mi (15.3 km) from the heart of downtown.Shandaken Inn: 3 stars, 15 rooms. Located 13.9 mi (22.3 km) from the core of Town of Olive. Enjoy the local cuisine breakfast and 24-hour fitness center.
When should I stay at a B&B in Town of Olive?
When you're planning your trip 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 temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Town of Olive are February, December, January, and March, with each month seeing an average of 13 inches 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?
Planning your excursions in and around Town of Olive is easier with these transportation options. Fly into Stewart Intl. Airport (SWF), which is located 32.2 mi (51.8 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.