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B&B in Middletown

Our top choices for Middletown bed & breakfast

Le Petit Pali St. Helena

4.0 star property
9.0 out of 10, Wonderful, (704)
"Beautiful surroundings, stunning location, delicious breakfast, extremely comfortable room and balcony area."
$310 nightly
The price is $357
Sep 23 - Sep 24
Total with taxes and fees
Le Petit Pali St. Helena

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (98)
"Comfortable, friendly, great breakfast food, nice pool"
$311 nightly
The price is $362
Oct 5 - Oct 6
Total with taxes and fees
The Ruse

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
8.6 out of 10, Excellent, (561)
"Very nice breakfast and great location. "
$257 nightly
The price is $299
Sep 23 - Sep 24
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn

Calistoga Wine Way Inn

3.0 star property
8.8 out of 10, Excellent, (589)
"Very nice place to stay, clean and a great location to town "
$168 nightly
The price is $194
Sep 23 - Sep 24
Total with taxes and fees
Calistoga Wine Way Inn

Camellia Inn

3.5 star property
8.4 out of 10, Very Good, (589)
"Excellent stay all the way. "
$247 nightly
The price is $287
Sep 23 - Sep 24
Total with taxes and fees
Camellia Inn

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (161)
"I can’t say enough amazing things about Ve and the Grape Leaf Inn. Best hostess ever! She truly went above and beyond. "
$269 nightly
The price is $312
Sep 24 - Sep 25
Total with taxes and fees
Grape Leaf Inn

Chateau De Vie

3.0 star property
9.8 out of 10, Exceptional, (47)
"Very good location, quiet and great staff. Chef Carlos did great for bfast."
$384 nightly
The price is $442
Oct 19 - Oct 20
Total with taxes and fees
Chateau De Vie

The Francis House

4.0 star property
The Francis House

Thorn Hill Vineyard Villas

3.5 star property
9.0 out of 10, Wonderful, (17)
"Quiet & lovely place to stay Great communication "
$213 nightly
The price is $237
Sep 28 - Sep 29
Total with taxes and fees
Thorn Hill Vineyard Villas

Inn St Helena

3.0 star property
9.4 out of 10, Exceptional, (152)
"It was a lovely little B&B with a nice staff and excellent breakfast. Very quiet and convenient. We arrived by bicycle and they offered secure storage for our bikes. "
$277 nightly
The price is $319
Oct 6 - Oct 7
Total with taxes and fees
Inn St Helena

Bear Flag Inn

3.0 star property
9.6 out of 10, Exceptional, (120)
"The hosts were very hospitable, and the breakfasts were amazing!"
$249 nightly
The price is $286
Sep 23 - Sep 24
Total with taxes and fees
Bear Flag Inn

Embrace Calistoga

3.5 star property
10.0 out of 10, Exceptional, (50)
"We had a wonderful visit in Calistoga there. Everything about the experience was top notch."
$349 nightly
The price is $401
Sep 23 - Sep 24
Total with taxes and fees
Embrace Calistoga

Pinschower Inn

3.5 star property
9.8 out of 10, Exceptional, (27)
"Very nice property, walking distance to restaurants, great breakfast, great staff."
Pinschower Inn

Craftsman Inn

3.5 star property
9.0 out of 10, Wonderful, (251)
"A great place to stay."
$229 nightly
The price is $264
Sep 23 - Sep 24
Total with taxes and fees
Craftsman Inn

My Big Art Project

3.5 star property
9.6 out of 10, Exceptional, (20)
"The place is lovely, and Steve is an extraordinary host"
$372 nightly
The price is $432
Oct 21 - Oct 22
Total with taxes and fees
My Big Art Project

Bed & Barrel at Stonehouse Cellars

4.0 star property
9.4 out of 10, Exceptional, (56)
"Excellent stay- hidden gem"
$244 nightly
The price is $272
Oct 22 - Oct 23
Total with taxes and fees
Bed & Barrel at Stonehouse Cellars

Featherbed Railroad B&B Resort

3.0 star property
9.0 out of 10, Wonderful, (392)
"Great little place , quite and relaxing"
Featherbed Railroad B&B Resort

The River Belle Inn

3.5 star property
10.0 out of 10, Exceptional, (133)
"charm, service, comfort - what a total joy to stay at this inn! "
The River Belle Inn

Potter's Foothill House

3.5 star property
10.0 out of 10, Exceptional, (25)
"Had a great stay at Potter’s Foothill House. We stayed in the Palisades cottage, which was a quiet, private spot on the beautiful property. Breakfasts were amazing every morning! Highly recommend!!!"
Potter's Foothill House

RustRidge Bed and Breakfast - Poolside Room

9.6 out of 10, Exceptional, (9)
"Susan and Jim seemed like old friends by the end of our stay. We want to come back in the summer! A beautiful property!"
RustRidge Bed and Breakfast - Poolside Room
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 Middletown Hotel Reviews

Find out more about Middletown

Find out more about Middletown

Middletown B&B information

Number of reviews
2,076
Accommodation
30 B&B
Lowest Price
$194
Highest Price
$442

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Middletown?
Prices for B&Bs in Middletown often vary, but you can find a great deal from $194 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Middletown 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.
When is the best time to book a B&B in Middletown?
The most popular time to book a B&B in Middletown is during the vibrant fall months of September and October. This period showcases the beautiful changing leaves and attracts visitors who appreciate outdoor activities like hiking and wine tasting, all set against the picturesque backdrop of the Napa Valley.

As the temperatures begin to cool, typically ranging from the mid-60s to mid-70s Fahrenheit, guests can comfortably explore the region's renowned vineyards and scenic trails. The pleasant climate makes it an ideal time for leisurely strolls through local wineries or enjoying al fresco dining with stunning views.

While the peak tourist activity occurs in September and October, offering a bustling atmosphere and numerous events, October stands out as the most budget-friendly month to visit. During this time, you can take advantage of harvest season activities without the crowds, allowing for a more intimate experience at many establishments.
What is the difference between a Middletown Bed and Breakfast and a hotel?
Every Middletown 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 Middletown B&Bs.

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