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Jan 2 - Jan 4
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Jan 23 - Jan 25
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Feb 20 - Feb 22

Our top choices for Middletown bed & breakfast

The LPP Cottage | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Le Petit Pali St. Helena

Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (25)
"The service was amazing, rooms beautiful "
United States
Amanda
$240 nightly
The price is $276
Dec 23 - Dec 24
Total with taxes and fees
Le Petit Pali St. Helena
Exterior
Thorn Hill Vineyard Villas

Thorn Hill Vineyard Villas

Thorn Hill Vineyard Villas
3.5 star property
Lower Lake
9.0 out of 10, Wonderful, (22)
"Very nice place, spacious clean, clear instructions to get in the place, polite staff."
United States
Marta
$191 nightly
The price is $213
Jan 22 - Jan 23, 2026
Total with taxes and fees
Thorn Hill Vineyard Villas
Business center
The Ruse

The Ruse

The Ruse
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (106)
"Our room was spacious and furnishings were attractive, beds were comfortable. Breakfast and coffee service was lovely."
United States
Alice
$237 nightly
The price is $275
Dec 23 - Dec 24
Total with taxes and fees
The Ruse
Seasonal outdoor pool, open 8:30 AM to 9:00 PM, sun loungers
Camellia Inn

Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
8.4 out of 10, Very Good, (602)
"The staff was so so wonderful and helpful with recommendations and reservations! This place was so cute and close to all the downtown shops and restaurants! "
United States
Mckenna
$190 nightly
The price is $220
Dec 23 - Dec 24
Total with taxes and fees
Camellia Inn
Suite | Balcony
Grape Leaf Inn

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (163)
"Nice quiet property in a great location "
United States
Anonymous traveler
$219 nightly
The price is $254
Dec 24 - Dec 25
Total with taxes and fees
Grape Leaf Inn
Property entrance
Bear Flag Inn

Bear Flag Inn

Bear Flag Inn
3.0 star property
Calistoga
9.4 out of 10, Exceptional, (121)
"The hosts were very hospitable, and the breakfasts were amazing!"
United States
Ann
$200 nightly
The price is $230
Dec 23 - Dec 24
Total with taxes and fees
Bear Flag Inn
Exterior
Bed & Barrel at Stonehouse Cellars

Bed & Barrel at Stonehouse Cellars

Bed & Barrel at Stonehouse Cellars
4.0 star property
Clearlake Oaks
9.4 out of 10, Exceptional, (58)
"Excellent stay- hidden gem"
United States
Anshuman
$299 nightly
The price is $333
Jan 21 - Jan 22, 2026
Total with taxes and fees
Bed & Barrel at Stonehouse Cellars
BBQ/picnic area
My Big Art Project

My Big Art Project

My Big Art Project
3.5 star property
West Junior College
9.6 out of 10, Exceptional, (20)
"The place is lovely, and Steve is an extraordinary host"
United States
Gregory
$207 nightly
The price is $241
Jan 1 - Jan 2, 2026
Total with taxes and fees
My Big Art Project
Front of property
Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn
3.5 star property
Healdsburg
8.6 out of 10, Excellent, (565)
"Clean room, nice people, Janine was very helpful in answering our questions. "
United States
Paul
$170 nightly
The price is $198
Dec 30 - Dec 31
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn
Exterior
Chateau De Vie

Chateau De Vie

Chateau De Vie
3.0 star property
Calistoga
9.8 out of 10, Exceptional, (49)
"Great service, beautiful properly and setting. In the North end of the valley not as much going on but realy nice place. "
United States
Dan
$340 nightly
The price is $392
Dec 31 - Jan 1, 2026
Total with taxes and fees
Chateau De Vie
Deluxe Studio | Private kitchen
Inn St Helena

Inn St Helena

Inn St Helena
3.0 star property
St. Helena
9.4 out of 10, Exceptional, (155)
"Great service and staff"
United States
David
$330 nightly
The price is $379
Dec 23 - Dec 24
Total with taxes and fees
Inn St Helena
Interior
First floor Cozy king room w/ Wine Country Charm

First floor Cozy king room w/ Wine Country Charm

First floor Cozy king room w/ Wine Country Charm
2.0 star property
Santa Rosa
$230 nightly
The price is $258
Dec 23 - Dec 24
Total with taxes and fees
First floor Cozy king room w/ Wine Country Charm
Palisade Cottage | Premium bedding, individually decorated, individually furnished, desk
Potter's Foothill House

Potter's Foothill House

Potter's Foothill House
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (25)
"Lynn was a great host! The property and accommodations were far beyond what we expected, we'll definitely stay again!"
United States
Chris
$390 nightly
The price is $449
Dec 23 - Dec 24
Total with taxes and fees
Potter's Foothill House
House, 5 Bedrooms | Terrace/patio
Craftsman Inn

Craftsman Inn

Craftsman Inn
3.5 star property
Calistoga
9.0 out of 10, Wonderful, (254)
"A great place to stay."
United States
Yao
$170 nightly
The price is $196
Dec 28 - Dec 29
Total with taxes and fees
Craftsman Inn
House, Multiple Bedrooms | Dining room
Calistoga Wine Way Inn

Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
8.8 out of 10, Excellent, (596)
"Clean room, location walkable to downtown,"
Canada
John
$131 nightly
The price is $151
Jan 4 - Jan 5, 2026
Total with taxes and fees
Calistoga Wine Way Inn
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

Golden Haven Hot Springs

Golden Haven Hot Springs

10/10 Excellent
"We had a wonderful, relaxed time at Golden Haven."
Susanne 3-night trip
Posted 2 days ago
Golden Haven Hot Springs

Find out more about Middletown

Middletown B&B information

Number of reviews
1,891
Accommodation
30 B&B
Lowest Price
$151
Highest Price
$449

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 $151 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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