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Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Compare 7 B&B in Oak Shores with updated reviews, rates, and availability.

CaliPaso Winery
Nebbiollo Suite, 1 King Bed, Vineyard View | View from room

CaliPaso Winery

4.5 star property
9.8 out of 10, Exceptional, (787)
"Loved our stay, we will definitely be back soon !"
$340 nightly
The price is $376
Jul 16 - Jul 17
Total includes taxes and fees
CaliPaso Winery
Sirena Vineyard Resort
Tasting room

Sirena Vineyard Resort

3.0 star property
9.4 out of 10, Exceptional, (134)
"Really enjoyed our stay! Beautiful & Quiet. "
$295 nightly
The price is $326
Jun 29 - Jun 30
Total includes taxes and fees
Sirena Vineyard Resort
The Inn at Croad Vineyards
Terrace/patio

The Inn at Croad Vineyards

3.5 star property
10.0 out of 10, Exceptional, (138)
"Exceptional location and staff, a true getaway in amazing wine country location with breathtaking views. "
$306 nightly
The price is $338
Jul 2 - Jul 3
Total includes taxes and fees
The Inn at Croad Vineyards
Olallieberry Inn B&B
Food and drink

Olallieberry Inn B&B

3.5 star property
9.4 out of 10, Exceptional, (177)
"A very nice quiet relaxing place to stay "
$316 nightly
The price is $356
Jun 29 - Jun 30
Total includes taxes and fees
Olallieberry Inn B&B
J Patrick Inn
Garden

J Patrick Inn

3.5 star property
9.4 out of 10, Exceptional, (503)
"Enjoyed our stay!!"
$129 nightly
The price is $145
Jun 29 - Jun 30
Total includes taxes and fees
J Patrick Inn
Squibb Houses
Private kitchen

Squibb Houses

3.5 star property
9.6 out of 10, Exceptional, (258)
"Breakfast & accomodations were fabulous."
$121 nightly
The price is $136
Jun 30 - Jul 1
Total includes taxes and fees
Squibb Houses
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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Frequently asked questions

What is the nightly rate for a B&B in Oak Shores?
Prices for B&Bs in Oak Shores often vary, but you can find a great deal from $136 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Oak Shores B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Oak Shores Bed and Breakfast and a hotel?
Every Oak Shores B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Oak Shores B&Bs.