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

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
8.6 out of 10, Excellent, (550)
"Perfect location, nice staff, comfortable rooms and breakfast. We will stay here again! "
The price is AED 1,320
AED 1,534 total
includes taxes & fees
1 Jun - 2 Jun
Healdsburg Inn on the Plaza, A Four Sisters Inn

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (80)
"Enjoyable property, excellent breakfast and an easy walk into the main areas "
The price is AED 1,111
AED 1,291 total
includes taxes & fees
29 May - 30 May
The Ruse

Chateau De Vie

3.0 star property
9.8 out of 10, Exceptional, (40)
"Beautiful bed and breakfast, excellent service, amazing breakfast"
The price is AED 1,621
AED 1,864 total
includes taxes & fees
1 Jun - 2 Jun
Chateau De Vie

Calistoga Wine Way Inn

3.0 star property
8.8 out of 10, Excellent, (584)
"Love to stay here again "
The price is AED 786
AED 904 total
includes taxes & fees
15 Jun - 16 Jun
Calistoga Wine Way Inn

Camellia Inn

3.5 star property
8.4 out of 10, Very Good, (579)
"We’ve stayed here before, they are super nice, super quiet place, easy walk to the square. Perfect place, we will definitely stay here again!"
The price is AED 1,232
AED 1,429 total
includes taxes & fees
22 Jun - 23 Jun
Camellia Inn

Wine Country Inn & Cottages Napa Valley

4.0 star property
9.0 out of 10, Wonderful, (704)
"Beautiful surroundings, stunning location, delicious breakfast, extremely comfortable room and balcony area."
Wine Country Inn & Cottages Napa Valley

Inn St Helena

3.0 star property
9.4 out of 10, Exceptional, (147)
"This is the best place fo stay next time "
The price is AED 1,035
AED 1,190 total
includes taxes & fees
3 Jun - 4 Jun
Inn St Helena

Featherbed Railroad B&B Resort

3.0 star property
9.0 out of 10, Wonderful, (386)
"The stay in the rooms of the trains were beautiful, cozy nice and clean will tell friends and family. The staff members were great."
Featherbed Railroad B&B Resort

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 865
AED 994 total
includes taxes & fees
29 May - 30 May
Craftsman Inn

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (154)
"Just a great ambiance "
The price is AED 1,104
AED 1,281 total
includes taxes & fees
11 Jun - 12 Jun
Grape Leaf 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 1,322
AED 1,521 total
includes taxes & fees
9 Jun - 10 Jun
Potter's Foothill House

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. "
The price is AED 781
AED 870 total
includes taxes & fees
29 May - 30 May
Thorn Hill Vineyard Villas

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 "
The price is AED 1,062
AED 1,221 total
includes taxes & fees
29 May - 30 May
Embrace Calistoga

RustRidge Bed and Breakfast - Poolside Room

9.6 out of 10, Exceptional, (7)
"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

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

Bed & Barrel at Stonehouse Cellars

4.0 star property
9.2 out of 10, Wonderful, (55)
"Excellent stay- hidden gem"
The price is AED 826
AED 921 total
includes taxes & fees
26 Jun - 27 Jun
Bed & Barrel at Stonehouse Cellars

Luxury King Room. Steps to Napa Valley Wineries, Spas & Fine Dining!

The price is AED 1,003
AED 1,278 total
includes taxes & fees
1 Jun - 2 Jun
Luxury King Room. Steps to Napa Valley Wineries, Spas & Fine 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

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 760
AED 882 total
includes taxes & fees
29 May - 30 May
My Big Art Project

Bear Flag Inn

3.0 star property
9.6 out of 10, Exceptional, (117)
"The hosts were very hospitable, and the breakfasts were amazing!"
The price is AED 915
AED 1,052 total
includes taxes & fees
29 May - 30 May
Bear Flag 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.
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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: Chateau De Vie: 5 rooms. 11 mi (17.6 km) from the heart of Middletown. Enjoy the local cuisine breakfast and private yard. Healdsburg Inn on the Plaza, A Four Sisters Inn: 12 rooms. 16.9 mi (27.2 km) from the downtown core. Enjoy the massage services and fireplace in the lobby. The Ruse: 11 rooms. Situated 16.9 mi (27.2 km) from the heart of Middletown. Enjoy the free cooked breakfast and designer toiletries. Calistoga Wine Way Inn: 8 rooms. 12.4 mi (20 km) from the heart of downtown. Enjoy the local cuisine breakfast and designer toiletries. Craftsman Inn: 5 rooms. Located 12.4 mi (19.9 km) from the core of Middletown. Enjoy the local cuisine breakfast and designer toiletries.
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 Boggs Mountain Demonstration State Forest 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.