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Compare 33 B&B in Middletown with updated reviews, rates, and availability.

The Bergson

3.0 star property
9.0 out of 10, Wonderful, (928)
"We love the privacy and quality of the establishment."
The price is AED 512
AED 589 total
includes taxes & fees
8 May - 9 May
The Bergson

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (73)
"Beautiful bed & breakfast!! Will definitely stay in our next visit to Healdsburg. Very cozy, great breakfast, different amenities, service was great. We recommend it 100%!"
The price is AED 1,253
AED 1,456 total
includes taxes & fees
10 Apr - 11 Apr
The Ruse

Camellia Inn

3.5 star property
8.4 out of 10, Very Good, (572)
"Great stay. Friendly staff and wonderful room.close to the square, you can walk everywhere.Wine tasting at affiliated wineries is included. Parking n back is a little tight but plenty of street parking. Definitely will be back "
The price is AED 912
AED 1,058 total
includes taxes & fees
16 Apr - 17 Apr
Camellia Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
8.6 out of 10, Excellent, (550)
"Beautiful architecture, large spacious room , warm gracious staff, excellent breakfast, best location in town."
The price is AED 822
AED 955 total
includes taxes & fees
14 Apr - 15 Apr
Healdsburg Inn on the Plaza, A Four Sisters Inn

Calistoga Wine Way Inn

3.0 star property
8.6 out of 10, Excellent, (575)
"Love to stay here again "
The price is AED 503
AED 578 total
includes taxes & fees
15 Apr - 16 Apr
Calistoga Wine Way Inn

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (153)
"Loved this inn. The hospitality was wonderful. Liz was the chef on December 26 and everything was superb. She made a persimmon bread that was so moist and tasty. She also made me an omelet made from cheese, bacon and apple. It was fabulous. A very quaint inn that made us feel at home. Looking for a place in Healdsburg? Give this place a try. Extremely enjoyable. "
The price is AED 1,025
AED 1,189 total
includes taxes & fees
20 Apr - 21 Apr
Grape Leaf Inn

Featherbed Railroad B&B Resort

3.0 star property
9.0 out of 10, Wonderful, (386)
"Everything is wonderful, from the lovely, welcoming greeting, to a most warm, cozy, comfortable stay in a caboose! We were in Midnight in Paris, the decor was tastefully done, like I imagine each of the other 8 are as well! Come enjoy an awesome experience, you won't regret it! A delicious breakfast is also served! ♥️"
The price is AED 826
AED 921 total
includes taxes & fees
14 Apr - 15 Apr
Featherbed Railroad B&B Resort

Wine Country Inn & Cottages Napa Valley

4.0 star property
9.0 out of 10, Wonderful, (704)
"We enjoyed access to the jacuzzi and pool, our balcony, sitting areas around the property, the small complementary wine bottle upon our arrival, but staff seemed overworked and unhappy, cleanliness left much to be desired, including coffee stain left on the wall and no housekeeping services. "
Wine Country Inn & Cottages Napa Valley

Craftsman Inn

3.5 star property
9.0 out of 10, Wonderful, (244)
"Good value Inn, well maintained and nicely appointed "
The price is AED 832
AED 957 total
includes taxes & fees
13 Apr - 14 Apr
Craftsman Inn

Chateau De Vie

3.0 star property
9.8 out of 10, Exceptional, (39)
"Serene and quiet location. Excellent staff! Wonderful breakfast. Bathroom is small"
The price is AED 1,018
AED 1,171 total
includes taxes & fees
6 May - 7 May
Chateau De Vie

Bed & Barrel at Stonehouse Cellars

4.0 star property
9.4 out of 10, Exceptional, (53)
"Had an amazing visit here this October! Everyone was very friendly, we got a personal tour around the vineyard followed by a wine tasting. The space was all very recently renovated, so everything was clean and new. The next morning, we even got a private chef breakfast! It was really nice having some peace and quiet away from busier Napa for a night. Next time I would want to bring some food to cook with us, since it is worth noting that there aren't many restaurant options in the area, but...
The price is AED 1,436
AED 1,601 total
includes taxes & fees
21 Apr - 22 Apr
Bed & Barrel at Stonehouse Cellars

Inn St Helena

3.0 star property
9.4 out of 10, Exceptional, (146)
"This is the best place fo stay next time "
The price is AED 1,035
AED 1,190 total
includes taxes & fees
14 Apr - 15 Apr
Inn St Helena

Embrace Calistoga

3.5 star property
10.0 out of 10, Exceptional, (47)
"Great hosts Chris and Brett very hospitable & professional. Clean and well appointed rooms. One of the best places we stayed at. Noelleen & Michael "
The price is AED 1,208
AED 1,390 total
includes taxes & fees
10 Apr - 11 Apr
Embrace Calistoga

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

Bear Flag Inn

3.0 star property
9.4 out of 10, Exceptional, (116)
"A very quiet and relaxing place with very gracious and friendly hosts. We’ll be back!"
The price is AED 915
AED 1,052 total
includes taxes & fees
10 Apr - 11 Apr
Bear Flag Inn

Potter's Foothill House

3.5 star property
10.0 out of 10, Exceptional, (24)
"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!!!"
The price is AED 1,146
AED 1,318 total
includes taxes & fees
13 Apr - 14 Apr
Potter's Foothill House

RustRidge Bed and Breakfast - Poolside Room

9.4 out of 10, Exceptional, (6)
"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

The River Belle Inn

3.5 star property
10.0 out of 10, Exceptional, (133)
"wonderful property. staff great"
The River Belle Inn

My Big Art Project

3.5 star property
9.8 out of 10, Exceptional, (19)
"We very much enjoyed our stay! As fellow creatives, it was fun to be immersed in a Big Art Project that we learned about during the home gallery tour. It was the perfect place to spend the night with our local friends nearby. The hummingbirds and fish in the pond entertained us out of our bedroom window. "
The price is AED 727
AED 844 total
includes taxes & fees
13 Apr - 14 Apr
My Big Art Project

Thorn Hill Vineyard Villas

3.5 star property
9.0 out of 10, Wonderful, (14)
"Amazing stay with my son at a beautiful winery"
The price is AED 781
AED 870 total
includes taxes & fees
10 Apr - 11 Apr
Thorn Hill Vineyard Villas
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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Other property types in Middletown

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (43)
"The Backyard Garden Oasis was quiet and secluded. We enjoyed walking along the quiet street in the morning. The owner is a helpful host. "
The price is AED 713
AED 795 total
includes taxes & fees
10 Apr - 11 Apr
Backyard Garden Oasis

Calistoga Creek Side Mountain Estate

9.4 out of 10, Exceptional, (3)
"The Calistoga Creek Side Mountain Estate is a beautiful property offering many opportunities to explore nature, relax inside and out, and experience the local town of Calistoga. Set on 39 acres with a stream running throughout, the property boasts several outside eating/sitting areas and a large grassy space where guests can play croquet, badminton, etc. The kitchen is generously appointed with small appliances, dinnerware, and everything else needed to cook for a large group. The main...
Calistoga Creek Side Mountain Estate

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (299)
"Great stay!"
The price is AED 480
AED 535 total
includes taxes & fees
13 Apr - 14 Apr
Clear Lake Cottages & Marina
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.

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: The Bergson: 22 rooms. 12.4 mi (20 km) from the heart of Middletown. Enjoy the unique décor and fireplace in the lobby. Calistoga Wine Way Inn: 8 rooms. 12.4 mi (20 km) from the downtown core. Enjoy the local cuisine breakfast and designer toiletries. The Ruse: 11 rooms. Situated 16.9 mi (27.2 km) from the heart of Middletown. Enjoy the free cooked breakfast and designer toiletries. 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 Robert Louis Stevenson State Park 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.