Lodging Image

Book Middletown Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Middletown bed & breakfast

House, Multiple Bedrooms | Dining room

Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
8.8 out of 10, Excellent, (631 reviews)
"Had a lovely time at the Inn, convenient location and well kept grounds. We enjoyed the patio area immensely."
United States
Peter
$150 nightly
The price is $173
Aug 4 - Aug 5
Total with taxes and fees
Calistoga Wine Way Inn
Exterior

Thorn Hill Vineyard Villas

Thorn Hill Vineyard Villas
3.5 star property
Lower Lake
8.8 out of 10, Excellent, (29 reviews)
"Beautiful location and reasonably priced for luxury accommodations."
United States
Evan
$252 nightly
The price is $281
Jul 21 - Jul 22
Total with taxes and fees
Thorn Hill Vineyard Villas
Property entrance

Bear Flag Inn

Bear Flag Inn
3.0 star property
Calistoga
9.4 out of 10, Exceptional, (121 reviews)
"The hosts were very hospitable, and the breakfasts were amazing!"
United States
Ann
$249 nightly
The price is $286
Jul 21 - Jul 22
Total with taxes and fees
Bear Flag Inn
Exterior

Chateau De Vie

Chateau De Vie
3.0 star property
Calistoga
9.8 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay."
United States
Bruce
$406 nightly
The price is $467
Aug 10 - Aug 11
Total with taxes and fees
Chateau De Vie
Interior entrance

Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
Upper Valley
9.6 out of 10, Exceptional, (98 reviews)
"Gorgeous property and wonderful stay."
Canada
Alia
$420 nightly
The price is $484
Jul 28 - Jul 29
Total with taxes and fees
Le Petit Pali St. Helena
Palisade Cottage | Premium bedding, desk, iron/ironing board, WiFi (free)

Potter's Foothill House

Potter's Foothill House
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (27 reviews)
"The only issue we had was the way we drove in from the 101 coming from north it was very difficult. Don’t come in that way. Other than that, the place is beautiful and the people are very helpful and sweet."
United States
Darylle
$380 nightly
The price is $436
Jul 29 - Jul 30
Total with taxes and fees
Potter's Foothill House
Front of property - evening/night

Embrace Calistoga

Embrace Calistoga
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (55 reviews)
"Chris and Brent were amazing hosts. The menu and libations for weekend breakfasts and wine/cheese hours were delicious and on par with a fine dining restaurant. Beautiful room, bed and bath were very comfortable."
United States
Marc
$329 nightly
The price is $378
Jul 21 - Jul 22
Total with taxes and fees
Embrace Calistoga
Front of property

Inn St Helena

Inn St Helena
3.0 star property
Downtown St. Helena
9.6 out of 10, Exceptional, (161 reviews)
"Great place! Charming, knowledgeable and welcoming staff, and the most delicious breakfasts!"
United States
Andrea
$258 nightly
The price is $297
Aug 4 - Aug 5
Total with taxes and fees
Inn St Helena
Exterior

Bed & Barrel at Stonehouse Cellars

Bed & Barrel at Stonehouse Cellars
4.0 star property
Clearlake Oaks
9.4 out of 10, Exceptional, (59 reviews)
"Excellent stay- hidden gem"
United States
Anshuman
$299 nightly
The price is $333
Aug 18 - Aug 19
Total with taxes and fees
Bed & Barrel at Stonehouse Cellars
Front of property

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, (607 reviews)
"All around great place to stay"
United States
Shelly
$289 nightly
The price is $335
Aug 3 - Aug 4
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn
House, 5 Bedrooms | Terrace/patio

Craftsman Inn

Craftsman Inn
3.5 star property
Calistoga
9.2 out of 10, Wonderful, (267 reviews)
"Clean beautiful spot "
United States
Lizbet
$213 nightly
The price is $244
Aug 2 - Aug 3
Total with taxes and fees
Craftsman Inn
Suite | Balcony

Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (171 reviews)
"Just a beautiful property a home away from home!! Highly recommend!!"
United States
Anthony
$267 nightly
The price is $309
Jul 27 - Jul 28
Total with taxes and fees
Grape Leaf Inn
Interior

RustRidge Bed and Breakfast - Poolside Room

RustRidge Bed and Breakfast - Poolside Room
St Helena
9.8 out of 10, Exceptional, (11 reviews)
"Susan and Jim were wonderful! We arrived early and she was so welcoming. Their dogs greeted us like we were family. Max and Cowboy. The views were breathtaking. And, it was so quiet. The breakfast was delicious, you would not go hungry. The pool was wonderful and the hottub for an evening s"
United States
Carol
$372 nightly
The price is $422
Jul 21 - Jul 22
Total with taxes and fees
RustRidge Bed and Breakfast - Poolside Room
Seasonal outdoor pool, open 8:30 AM to 9:00 PM, sun loungers

Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
8.6 out of 10, Excellent, (619 reviews)
"Cosy room and nice options on the property to sit and have a quiet glass of wine."
United States
Alodie
$311 nightly
The price is $360
Jul 21 - Jul 22
Total with taxes and fees
Camellia 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

8/10 Good
"Room was clean and spacious. Check-in was smooth and complementary breakfast was standard."
Noemi 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites Santa Rosa Sonoma

Find out more about Middletown

Middletown B&B information

Number of reviews
2,111
Accommodation
40 B&B
Lowest Price
$173
Highest Price
$484

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 $173 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.

Explore a world of travel with Expedia