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

Find a Bed and Breakfast in Middletown from CA $289

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Middletown bed & breakfast

A dining area with a large table and chairs, a glass enclosure, and a view of the garden outside.

1. Calistoga Wine Way Inn

Calistoga Wine Way Inn
3.0 star property
Calistoga
8.8 out of 10, Excellent, (647 reviews)
"Enjoyed our stay"
United States
Pavel
The price is CA $251
CA $289 total
includes taxes & fees
Sep 24 - Sep 25
Calistoga Wine Way Inn
A house with a porch, potted plants, and a brick wall.

2. 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
The price is CA $348
CA $401 total
includes taxes & fees
Sep 23 - Sep 24
Bear Flag Inn
A landscaped garden with a pathway leading to a building with a green roof and stone columns.

3. 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
The price is CA $283
CA $315 total
includes taxes & fees
Sep 27 - Sep 28
Thorn Hill Vineyard Villas
A patio with outdoor furniture, a stone table, and a view of vineyards and mountains.

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
The price is CA $617
CA $710 total
includes taxes & fees
Oct 14 - Oct 15
Chateau De Vie
A cozy reading nook with a cushioned bench, a teddy bear, and decorative pillows.

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
The price is CA $565
CA $650 total
includes taxes & fees
Oct 1 - Oct 2
Potter's Foothill House
A historic building with a well-maintained facade, a prominent sign indicating 'Embrace California 128', and a flagpole with an American flag.

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
The price is CA $460
CA $529 total
includes taxes & fees
Sep 23 - Sep 24
Embrace Calistoga
A garden pathway leading to a white building with a traditional design, surrounded by neatly trimmed hedges and a white picket fence.

7. 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
The price is CA $379
CA $468 total
includes taxes & fees
Sep 23 - Sep 24
Inn St Helena
A stone cabin with a pond in front, illuminated by string lights.

8. Bed & Barrel at Stonehouse Cellars

Bed & Barrel at Stonehouse Cellars
4.0 star property
Clearlake Oaks
9.2 out of 10, Wonderful, (60 reviews)
"Excellent stay- hidden gem"
United States
Anshuman
The price is CA $399
CA $444 total
includes taxes & fees
Oct 21 - Oct 22
Bed & Barrel at Stonehouse Cellars
An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.

9. Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (177 reviews)
"Just a beautiful property a home away from home!! Highly recommend!!"
United States
Anthony
The price is CA $412
CA $478 total
includes taxes & fees
Sep 27 - Sep 28
Grape Leaf Inn
A green-walled room with a 'Champagne' sign, wicker vases with flowers, a round wooden stool, and a wooden floor.

10. Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
Upper Valley
9.6 out of 10, Exceptional, (116 reviews)
"We stayed one night and it was great!"
United States
steven
The price is CA $839
CA $967 total
includes taxes & fees
Sep 30 - Oct 1
Le Petit Pali St. Helena
A two-story building with a covered porch, outdoor seating area, and a small garden.

11. Calistoga Craftsman Inn

Calistoga Craftsman Inn
3.5 star property
Calistoga
9.2 out of 10, Wonderful, (272 reviews)
"Proximity to downtown was great"
United States
Dave
The price is CA $328
CA $377 total
includes taxes & fees
Sep 27 - Sep 28
Calistoga Craftsman Inn
A modern interior with a staircase, a large window with reflections, and a seating area.

12. 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, (616 reviews)
"Everything about this stay was perfection. We couldn’t ask for a better stay. We will return and recommend to friends and family."
United States
Victoria
The price is CA $472
CA $548 total
includes taxes & fees
Oct 1 - Oct 2
Healdsburg Inn on the Plaza, A Four Sisters Inn
A table with wine bottles and glasses, menus, and a view of a vineyard through large windows.

13. 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
The price is CA $462
CA $595 total
includes taxes & fees
Sep 24 - Sep 25
RustRidge Bed and Breakfast - Poolside Room
A compact kitchen with a flat-screen TV, a coffee maker, and a window providing natural light.

14. Easy Rider Railroad Caboose Cabin

Easy Rider Railroad Caboose Cabin
Upper Lake
The price is CA $351
CA $440 total
includes taxes & fees
Sep 24 - Sep 25
Easy Rider Railroad Caboose Cabin
A hallway with a wooden door leading to an outdoor area with a view of a park and a fire extinguisher mounted on the wall.

15. Wine Country Railroad Caboose Cabin

Wine Country Railroad Caboose Cabin
Nice
The price is CA $351
CA $440 total
includes taxes & fees
Sep 24 - Sep 25
Wine Country Railroad Caboose Cabin
A bed with a red quilt, a decorative pillow, and a blanket with a UK map design.

16. London Calling Railroad Caboose Cabin

London Calling Railroad Caboose Cabin
Upper Lake
The price is CA $357
CA $447 total
includes taxes & fees
Sep 24 - Sep 25
London Calling Railroad Caboose Cabin
A covered porch with a flag, outdoor seating, and a stone wall.

17. Midnight in Paris Railroad Caboose Cabin

Midnight in Paris Railroad Caboose Cabin
Upper Lake
The price is CA $396
CA $529 total
includes taxes & fees
Sep 24 - Sep 25
Midnight in Paris Railroad Caboose Cabin
A bathroom with a red towel hanging on the door, a white sink, and a wall-mounted light switch.

18. Casablanca Railroad Caboose Cabin

Casablanca Railroad Caboose Cabin
Upper Lake
The price is CA $351
CA $430 total
includes taxes & fees
Sep 27 - Sep 28
Casablanca Railroad Caboose Cabin
A poolside area with lounge chairs and a pink flamingo float.

19. Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
8.6 out of 10, Excellent, (626 reviews)
"Nice place to stay for the weekend, close to town"
United States
Robb
The price is CA $369
CA $428 total
includes taxes & fees
Sep 27 - Sep 28
Camellia Inn
A room with a large bed, a bathtub, wooden paneling, and wall sconces.

20. Featherbed Railroad B&B Resort

Featherbed Railroad B&B Resort
3.0 star property
Nice
9.0 out of 10, Wonderful, (405 reviews)
"Great stay! Kids loved it. Very friendly staff and delicious breakfast."
United States
Carolina
The price is CA $302
CA $337 total
includes taxes & fees
Oct 7 - Oct 8
Featherbed Railroad B&B Resort
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

Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

8/10 Good
"A/C was super loud. Check in was easy. Love the ice and water machine. Staff friendly. Pool’s were great. Parking lot lots next to front rooms. Bed comfy. Walkable to town. Would stay again. No furniture to use in room ( desk and bed, no chairs). Loved the pour over coffee."
Denise 2-night trip
Posted 1 hour ago
Calistoga Motor Lodge and Spa

Find out more about Middletown

Middletown B&B information

Number of reviews
2,402
Accommodation
51 B&B
Lowest Price
CA $289
Highest Price
CA $967

Frequently asked questions

Searching for B&Bs in Middletown?
If you want to find a place to stay with fewer rooms than a hotel and an intimate environment, a B&B may be the perfect thing for your vacation to Middletown. If your ideal vacation to Middletown includes spending lots of time outside, Boggs Mountain Demonstration State Forest is a good spot to enjoy the scenery.
Why should you consider B&Bs instead of traditional hotels?
B&Bs all have a unique charm. Whether it's a garden for guests to admire or a sunlit breakfast nook to enjoy your morning cup of coffee, the little details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Middletown?
Below are some well-liked B&Bs in the area: Le Petit Pali St. Helena: 16.9 mi (27.2 km) from the heart of Middletown. Enjoy the designer toiletries and patio area. Calistoga Wine Way Inn: 8 rooms. 12.4 mi (20 km) from the downtown core. Enjoy the designer toiletries and library. Camellia Inn: 9 rooms. Situated 16.7 mi (26.9 km) from the heart of Middletown. Enjoy the free full breakfast and spa. Healdsburg Inn on the Plaza, A Four Sisters Inn: 12 rooms. 16.9 mi (27.2 km) from the heart of downtown. Enjoy the massage services and fireplace in the lobby. Chateau De Vie: 5 rooms. Located 11 mi (17.6 km) from the core of Middletown. Enjoy the local cuisine breakfast and private yard.
What's the best time of year to book my B&B in Middletown?
When you're dreaming of a trip to Middletown, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are December and January with an average of 48°F. Average annual precipitation for Middletown is 26 inches.
What is there to do in Middletown?
If you're looking for some activities to entertain you on your trip, consider visiting Beaver Creek Vineyards and Langtry Estate and Vineyards. You might put Twin Pine Casino and Rabbit Hill Preserve on your list if you want to see more of the area.
How can I get to and around Middletown?
You can map out your trip in and around Middletown ahead of time with these transportation options. Fly into Santa Rosa, CA (STS-Sonoma County), which is located 19.6 mi (31.6 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.

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