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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

B&B in Middletown

The Ruse
Relax by the pool surrounded by a shaded deck and large trees.

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (86)
"We love this bed & breakfast! "
$311 nightly
The price is $362
Aug 10 - Aug 11
Total includes taxes and fees
The Ruse
Healdsburg Inn on the Plaza, A Four Sisters Inn
Step into the Healdsburg Inn's elegant lobby, featuring a tufted sofa, round table, and classic staircase.

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
8.6 out of 10, Excellent, (556)
"The breakfast was wonderful. The rooms are a bit dated, but comfortable."
$300 nightly
The price is $348
Aug 27 - Aug 28
Total includes taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn
Calistoga Wine Way Inn
Enjoy meals in a beautifully set dining area with a long table, elegant chairs, and a stunning garden view.

Calistoga Wine Way Inn

3.0 star property
8.8 out of 10, Excellent, (587)
"Very nice place to stay, clean and a great location to town "
$147 nightly
The price is $170
Aug 11 - Aug 12
Total includes taxes and fees
Calistoga Wine Way Inn
Camellia Inn
Step into the grand entrance hall, featuring a stunning stained glass window and elegant staircase.

Camellia Inn

3.5 star property
8.4 out of 10, Very Good, (585)
"Excellent stay all the way. "
$311 nightly
The price is $360
Aug 10 - Aug 11
Total includes taxes and fees
Camellia Inn
The Francis House
Front of property - evening/night

The Francis House

4.0 star property
The Francis House
Le Petit Pali St. Helena
Terrace/patio

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."
Le Petit Pali St. Helena
Featherbed Railroad B&B Resort
Relax in a spacious room with a large bed, patterned bedspread, and a separate bathtub area.

Featherbed Railroad B&B Resort

3.0 star property
9.0 out of 10, Wonderful, (391)
"This was a great experience as we were traveling through the area! Super cute property, clean room, great staff!! Highly recommend! "
Featherbed Railroad B&B Resort
Craftsman Inn
Relax in this inviting room with a large bed, wicker sofa, and chair, offering a view of the staircase and outdoor space.

Craftsman Inn

3.5 star property
9.0 out of 10, Wonderful, (248)
"Good value Inn, well maintained and nicely appointed "
$201 nightly
The price is $232
Aug 11 - Aug 12
Total includes taxes and fees
Craftsman Inn
Grape Leaf Inn
Enjoy a dining experience on this enclosed patio with a wooden deck, featuring a table for two and a glass door leading to the interior.

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (160)
"Just a great ambiance "
$314 nightly
The price is $364
Aug 10 - Aug 11
Total includes taxes and fees
Grape Leaf Inn
Inn St Helena
Relax in a cozy room with a comfortable seating area, a neatly made bed, and a sliding glass door leading to a deck.

Inn St Helena

3.0 star property
9.4 out of 10, Exceptional, (150)
"This is the best place fo stay next time "
$282 nightly
The price is $324
Aug 18 - Aug 19
Total includes taxes and fees
Inn St Helena
Pinschower Inn
Stunning two-story house with a turret, set amidst a beautifully maintained garden and a paved pathway leading to the entrance.

Pinschower Inn

3.5 star property
9.8 out of 10, Exceptional, (27)
"Alison was wonderful and made the best breakfast ever! We loved the history of the inn"
Pinschower Inn
Chateau De Vie
Enjoy a serene retreat in this two-story house surrounded by lush gardens and a scenic vineyard.

Chateau De Vie

3.0 star property
9.8 out of 10, Exceptional, (46)
"Beautiful bed and breakfast, excellent service, amazing breakfast"
$384 nightly
The price is $442
Aug 10 - Aug 11
Total includes taxes and fees
Chateau De Vie
My Big Art Project
Relax outdoors with a warm ambiance, surrounded by lush greenery and rustic charm.

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"
$346 nightly
The price is $402
Aug 13 - Aug 14
Total includes taxes and fees
My Big Art Project
Potter's Foothill House
Snuggle up in this inviting reading nook with a plush bench and a view of lush greenery.

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!!!"
$360 nightly
The price is $414
Aug 14 - Aug 15
Total includes taxes and fees
Potter's Foothill House
Thorn Hill Vineyard Villas
Stroll through the beautifully maintained garden, leading to a charming residence with a unique green roof.

Thorn Hill Vineyard Villas

3.5 star property
9.0 out of 10, Wonderful, (16)
"My suite was very nice and quiet. I enjoyed the shared living area and full kitchen. The bath was very nice and included a handheld shower which is rare. "
$191 nightly
The price is $214
Aug 31 - Sep 1
Total includes taxes and fees
Thorn Hill Vineyard Villas
The River Belle Inn
Enjoy a serene lakeside setting with a view of the surrounding hills, perfect for relaxation and dining.

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
Bear Flag Inn
Guests can enjoy a covered porch with a brick column and white railing, surrounded by lush greenery and vibrant flowers.

Bear Flag Inn

3.0 star property
9.6 out of 10, Exceptional, (120)
"Hosts were friendly and kind. Had a delicious breakfast! Peaceful, quiet and relaxing stay. I would return again!"
$249 nightly
The price is $286
Aug 7 - Aug 8
Total includes taxes and fees
Bear Flag Inn
Embrace Calistoga
Experience the charm of this historic hotel, featuring a classic marquee sign and beautifully manicured gardens.

Embrace Calistoga

3.5 star property
10.0 out of 10, Exceptional, (49)
"Great hosts Chris and Brett very hospitable & professional. Clean and well appointed rooms. One of the best places we stayed at. Noelleen & Michael "
$289 nightly
The price is $332
Aug 10 - Aug 11
Total includes taxes and fees
Embrace Calistoga
Bed & Barrel at Stonehouse Cellars
Relax by the pool surrounded by lush trees and hills, with a hot tub and lounge chairs under a pergola.

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
Sep 5 - Sep 6
Total includes taxes and fees
Bed & Barrel at Stonehouse Cellars
RustRidge Bed and Breakfast - Poolside Room
Relax in a serene outdoor space with a pergola overhead, surrounded by lush greenery and comfortable seating.

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

Mount View Hotel & Spa

Mount View Hotel & Spa

10/10 Excellent
"The cottage and personal jacuzzi was great and clean and price was very reasonable"
Michael 1-night trip
Posted 10 hours ago
Mount View Hotel & Spa

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 $170 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.