A calm river with clear water, surrounded by dense greenery and trees.

Book Middletown Bed & Breakfast

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

Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Middletown bed & breakfast

Exterior

1. Thorn Hill Vineyard Villas

Thorn Hill Vineyard Villas
3.5 star property
Lower Lake
8.8 out of 10, Excellent, (31 reviews)
"Beautiful location and reasonably priced for luxury accommodations."
United States
Evan
$224 nightly
The price is $250
Sep 21 - Sep 22
Total with taxes and fees
Thorn Hill Vineyard Villas
Dining

2. Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
8.8 out of 10, Excellent, (646 reviews)
"Enjoyed our stay"
United States
Pavel
$187 nightly
The price is $215
Sep 20 - Sep 21
Total with taxes and fees
Calistoga Wine Way Inn
Property entrance

3. Bear Flag Inn

Bear Flag Inn
3.0 star property
Calistoga
9.6 out of 10, Exceptional, (124 reviews)
"The breakfast was delicious and they had a little wine happy hour for the guests. Our stay felt very homey."
United States
Jacob
$249 nightly
The price is $286
Sep 20 - Sep 21
Total with taxes and fees
Bear Flag Inn
Exterior

4. Chateau De Vie

Chateau De Vie
3.0 star property
Calistoga
9.8 out of 10, Exceptional, (51 reviews)
"We enjoyed our stay."
United States
Bruce
$441 nightly
The price is $508
Sep 21 - Sep 22
Total with taxes and fees
Chateau De Vie
Palisade Cottage | Premium bedding, desk, iron/ironing board, WiFi (free)

5. 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
Potter's Foothill House
Front of property - evening/night

6. Embrace Calistoga

Embrace Calistoga
3.5 star property
Calistoga
10.0 out of 10, Exceptional, (57 reviews)
"Chris and Brent were wonderful hosts and made our stay so enjoyable. The multi course breakfast on Saturday and Sunday was amazing! We were celebrating a birthday and they even had a cake complete with candle for us. Every evening was a different cheese plate and wine on the veranda - we felt so special. We can’t wait to visit again and can’t recommend Embrace Calistoga more highly."
United States
Melanie
$329 nightly
The price is $378
Sep 20 - Sep 21
Total with taxes and fees
Embrace Calistoga
Front of property

7. 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, (615 reviews)
"It was nice to be on the plaza to walk everywhere. The staff were very friendly and helpful. The wine in the afternoon and breakfast in the morning were both plentiful."
United States
Valerie
$318 nightly
The price is $370
Sep 21 - Sep 22
Total with taxes and fees
Healdsburg Inn on the Plaza, A Four Sisters Inn
Front of property

8. Inn St Helena

Inn St Helena
3.0 star property
Downtown St. Helena
9.6 out of 10, Exceptional, (163 reviews)
"Great little Inn with exceptional service and an ideal location. The breakfast was amazing! We only stayed one night but would have gladly stayed many."
United States
Kelly
$291 nightly
The price is $335
Sep 22 - Sep 23
Total with taxes and fees
Inn St Helena
Interior entrance

9. Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
Upper Valley
9.6 out of 10, Exceptional, (115 reviews)
"We stayed one night and it was great!"
United States
steven
$560 nightly
The price is $645
Oct 19 - Oct 20
Total with taxes and fees
Le Petit Pali St. Helena
Exterior

10. 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
Oct 18 - Oct 19
Total with taxes and fees
Bed & Barrel at Stonehouse Cellars
Suite | Balcony

11. Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (176 reviews)
"Just a beautiful property a home away from home!! Highly recommend!!"
United States
Anthony
$301 nightly
The price is $349
Sep 27 - Sep 28
Total with taxes and fees
Grape Leaf Inn
House, 5 Bedrooms | Terrace/patio

12. Calistoga Craftsman Inn

Calistoga Craftsman Inn
3.5 star property
Calistoga
9.2 out of 10, Wonderful, (270 reviews)
"Proximity to downtown was great"
United States
Dave
$237 nightly
The price is $272
Sep 20 - Sep 21
Total with taxes and fees
Calistoga Craftsman Inn
Interior

13. Sonoma Stonehouse, King room w/ Private Patio

Sonoma Stonehouse, King room w/ Private Patio
Santa Rosa
$315 nightly
The price is $351
Sep 20 - Sep 21
Total with taxes and fees
Sonoma Stonehouse, King room w/ Private Patio
Interior

14. RustRidge Bed and Breakfast - Poolside Room

RustRidge Bed and Breakfast - Poolside Room
St Helena
9.8 out of 10, Exceptional, (12 reviews)
"The owner is very helpful and the breakfast is amazing!"
United States
James
$377 nightly
The price is $427
Sep 20 - Sep 21
Total with taxes and fees
RustRidge Bed and Breakfast - Poolside Room
Iron/ironing board, WiFi, bed sheets

15. London Calling Railroad Caboose Cabin

London Calling Railroad Caboose Cabin
Upper Lake
$271 nightly
The price is $299
Sep 19 - Sep 20
Total with taxes and fees
London Calling Railroad Caboose Cabin
Interior

16. Easy Rider Railroad Caboose Cabin

Easy Rider Railroad Caboose Cabin
Upper Lake
$287 nightly
The price is $316
Sep 20 - Sep 21
Total with taxes and fees
Easy Rider Railroad Caboose Cabin
Interior

17. Wine Country Railroad Caboose Cabin

Wine Country Railroad Caboose Cabin
Nice
$287 nightly
The price is $316
Sep 20 - Sep 21
Total with taxes and fees
Wine Country Railroad Caboose Cabin
Interior

18. Sonoma Stonehouse Hotel

Sonoma Stonehouse Hotel
Santa Rosa
$7,357 nightly
The price is $8,270
Oct 6 - Oct 7
Total with taxes and fees
Sonoma Stonehouse Hotel
Interior

19. Casablanca Railroad Caboose Cabin

Casablanca Railroad Caboose Cabin
Upper Lake
$280 nightly
The price is $309
Sep 20 - Sep 21
Total with taxes and fees
Casablanca Railroad Caboose Cabin
Terrace/patio

20. Midnight in Paris Railroad Caboose Cabin

Midnight in Paris Railroad Caboose Cabin
Upper Lake
$347 nightly
The price is $380
Sep 20 - Sep 21
Total with taxes and fees
Midnight in Paris Railroad Caboose Cabin
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
"The BEST! Our favorite place to relax and get away!"
Joshua D 1-night trip
Posted 3 hours ago
Golden Haven Hot Springs

Find out more about Middletown

Middletown B&B information

Number of reviews
2,236
Accommodation
51 B&B
Lowest Price
$215
Highest Price
$8,270

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 $215 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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