Book a Bed and Breakfast in Town of Olive, NY

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top cities with B&B to explore in Town of Olive

A large lake with a bridge, surrounded by mountains and greenery.

Olivebridge

B&B
Olivebridge

Top B&B in Town of Olive

Shandaken Inn

Shandaken Inn

4 out of 5
1 Golf Course Road Shandaken NY
Get rates
This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A terrace, a garden, and luggage storage are also on offer.
Pool
Breakfast included
Kingston Carriage House

Kingston Carriage House

4 out of 5
85 Abeel St Kingston NY
$257 nightly
The price is $288 total per night
$288 total
Aug 17 - Aug 18
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, a communal living room, and concierge services. A virtual front desk are provided for your convenience.
Pet friendly
Free WiFi
Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

4 out of 5
1 Sherwood Place Hyde Park NY
$247 nightly
The price is $280 total per night
$280 total
Sep 10 - Sep 11
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A garden, a library, and a picnic area are also on offer.
Breakfast included
Parking included
Mountain Treasure B&B

Mountain Treasure B&B

3 out of 5
408 County Route 40 Maplecrest NY
$146 nightly
The price is $158 total per night
$158 total
Aug 24 - Aug 25
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Breakfast included
Parking included
Stonehill's Farmhouse

Stonehill's Farmhouse

3.5 out of 5
77 Mill Hook Rd Accord NY
$305 nightly
The price is $342 total per night
$342 total
Aug 13 - Aug 14
Total with taxes and fees
This bed & breakfast features a restaurant, a sauna, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a garden, and a snack bar/deli are also on offer.
Pet friendly
Parking included
Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY

3 out of 5
141 Tinker Street Woodstock NY
$209 nightly
The price is $234 total per night
$234 total
Sep 6 - Sep 7
Total with taxes and fees
An outdoor tennis court, free self parking, and wedding services are featured at this bed & breakfast. WiFi in public areas is free. A garden is also provided.
Parking included
Free WiFi
Fairlawn Inn

Fairlawn Inn

3 out of 5
P.O. Box 97 Hunter NY
$279 nightly
The price is $301 total per night
$301 total
Aug 15 - Aug 16
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a library are also provided.
Parking included
Free WiFi
Arts Inn

Arts Inn

3 out of 5
923 Main Street Fleischmanns NY
Get rates
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 2 onsite conference rooms. A terrace, a garden, and a library are also on offer.
Breakfast included
Parking included
Breezy Hill Inn

Breezy Hill Inn

3 out of 5
835 Breezy Hill Road Fleischmanns NY
Get rates
A full-service spa and a 24-hour gym are featured at this smoke-free bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A terrace, a garden, and a library are also on offer.
Breakfast included
Spa
Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast

4 out of 5
429 Cold Brook Road Bearsville NY
Get rates
This bed & breakfast features free WiFi in public areas, a virtual front desk, and free self parking. Enjoy the free self-serve breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Breakfast included
Pet friendly
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.

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

Maplecrest NY
$181 nightly
The price is $195 total per night
$195 total
Aug 16 - Aug 17
Total with taxes and fees
Stay at this B&B in Maplecrest. Enjoy free breakfast, free WiFi, and patios. Popular attractions Windham Mountain Resort and Hunter Mountain are located nearby.
Breakfast included
Free WiFi
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

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

Maplecrest NY
$159 nightly
The price is $172 total per night
$172 total
Aug 13 - Aug 14
Total with taxes and fees
Stay at this B&B in Maplecrest. Enjoy free breakfast. Popular attractions Windham Mountain Resort and Hunter Mountain are located nearby.
Breakfast included
Don't see what you're looking for?
See all available properties in Town of Olive
View all properties
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.

Top B&B in Town of Olive

Shandaken Inn

Shandaken Inn

4 out of 5
1 Golf Course Road Shandaken NY
Get rates
This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A terrace, a garden, and luggage storage are also on offer.
Pool
Breakfast included
Kingston Carriage House

Kingston Carriage House

4 out of 5
85 Abeel St Kingston NY
$257 nightly
The price is $288 total per night
$288 total
Aug 17 - Aug 18
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, a communal living room, and concierge services. A virtual front desk are provided for your convenience.
Pet friendly
Free WiFi
Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

4 out of 5
1 Sherwood Place Hyde Park NY
$247 nightly
The price is $280 total per night
$280 total
Sep 10 - Sep 11
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A garden, a library, and a picnic area are also on offer.
Breakfast included
Parking included
Mountain Treasure B&B

Mountain Treasure B&B

3 out of 5
408 County Route 40 Maplecrest NY
$146 nightly
The price is $158 total per night
$158 total
Aug 24 - Aug 25
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Breakfast included
Parking included
Stonehill's Farmhouse

Stonehill's Farmhouse

3.5 out of 5
77 Mill Hook Rd Accord NY
$305 nightly
The price is $342 total per night
$342 total
Aug 13 - Aug 14
Total with taxes and fees
This bed & breakfast features a restaurant, a sauna, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a garden, and a snack bar/deli are also on offer.
Pet friendly
Parking included
Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY

3 out of 5
141 Tinker Street Woodstock NY
$209 nightly
The price is $234 total per night
$234 total
Sep 6 - Sep 7
Total with taxes and fees
An outdoor tennis court, free self parking, and wedding services are featured at this bed & breakfast. WiFi in public areas is free. A garden is also provided.
Parking included
Free WiFi
Fairlawn Inn

Fairlawn Inn

3 out of 5
P.O. Box 97 Hunter NY
$279 nightly
The price is $301 total per night
$301 total
Aug 15 - Aug 16
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a library are also provided.
Parking included
Free WiFi
Arts Inn

Arts Inn

3 out of 5
923 Main Street Fleischmanns NY
Get rates
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 2 onsite conference rooms. A terrace, a garden, and a library are also on offer.
Breakfast included
Parking included
Breezy Hill Inn

Breezy Hill Inn

3 out of 5
835 Breezy Hill Road Fleischmanns NY
Get rates
A full-service spa and a 24-hour gym are featured at this smoke-free bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A terrace, a garden, and a library are also on offer.
Breakfast included
Spa
Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast

4 out of 5
429 Cold Brook Road Bearsville NY
Get rates
This bed & breakfast features free WiFi in public areas, a virtual front desk, and free self parking. Enjoy the free self-serve breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Breakfast included
Pet friendly
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.

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

Maplecrest NY
$181 nightly
The price is $195 total per night
$195 total
Aug 16 - Aug 17
Total with taxes and fees
Stay at this B&B in Maplecrest. Enjoy free breakfast, free WiFi, and patios. Popular attractions Windham Mountain Resort and Hunter Mountain are located nearby.
Breakfast included
Free WiFi
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

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

Maplecrest NY
$159 nightly
The price is $172 total per night
$172 total
Aug 13 - Aug 14
Total with taxes and fees
Stay at this B&B in Maplecrest. Enjoy free breakfast. Popular attractions Windham Mountain Resort and Hunter Mountain are located nearby.
Breakfast included
Don't see what you're looking for?
See all available properties in Town of Olive
View all properties
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.

Top hotels in Town of Olive

AutoCamp Catskills

AutoCamp Catskills

882 NY-212 Saugerties NY
$182 nightly
The price is $204 total per night from Sep 9 to Sep 10
$204 total
Sep 9 - Sep 10
Total with taxes and fees
9/10 Wonderful! (543 reviews)

Town of Olive B&B essential information

Accommodation
23 B&B
Lowest Price
$100
Highest Price
$1,622
Popular accommodation
Shandaken Inn, Kingston Carriage House, Journey Inn Bed & Breakfast, Mountain Treasure B&B, Stonehill's Farmhouse, Morning Glory B n B Woodstock NY, Fairlawn Inn, Arts Inn, Breezy Hill Inn, Coldbrook Bed and Breakfast, Fiddler On The Roof Room
Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2., Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

Town of Olive B&B essential information

Accommodation
23 B&B
Lowest Price
$100
Highest Price
$1,622
Popular accommodation
Shandaken Inn, Kingston Carriage House, Journey Inn Bed & Breakfast, Mountain Treasure B&B, Stonehill's Farmhouse, Morning Glory B n B Woodstock NY, Fairlawn Inn, Arts Inn, Breezy Hill Inn, Coldbrook Bed and Breakfast, Fiddler On The Roof Room
Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2., Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

Explore More Ways to Travel with Travelocity