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Compare 30 B&B in Middletown with updated reviews, rates, and availability.

The Bergson
Lobby lounge

The Bergson

3.0 star property
9.0 out of 10, Wonderful, (898)
"Beautiful Bed & Breakfast. Very roomy and the delivered breakfasts were delicious! "
The price is SAR 444
SAR 510 total
includes taxes & fees
8 Dec - 9 Dec
The Bergson
Wine Country Inn & Cottages Napa Valley
Outdoor pool

Wine Country Inn & Cottages Napa Valley

4.0 star property
9.0 out of 10, Wonderful, (702)
"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
The Ruse
Front of property

The Ruse

5.0 star property
9.4 out of 10, Exceptional, (49)
"Beautiful oasis type setting in Healdsburg but not in the main square. Breakfast was amazing and served by the chef himself."
The price is SAR 1,108
SAR 1,255 total
includes taxes & fees
28 Nov - 29 Nov
The Ruse
Healdsburg Inn on the Plaza, A Four Sisters Inn
Room

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
8.4 out of 10, Very Good, (539)
"Lovely place, nice Healdsburg inn"
The price is SAR 898
SAR 1,017 total
includes taxes & fees
26 Nov - 27 Nov
Healdsburg Inn on the Plaza, A Four Sisters Inn
Chateau De Vie
Exterior

Chateau De Vie

3.0 star property
10.0 out of 10, Exceptional, (33)
"Beautiful property wurh execellent views "
The price is SAR 1,104
SAR 1,240 total
includes taxes & fees
26 Nov - 27 Nov
Chateau De Vie
Craftsman Inn
Property entrance

Craftsman Inn

3.5 star property
9.0 out of 10, Wonderful, (240)
"This place was absolutely amazing. We loved how close it is to everything in town. The room was quiet and clean. We couldnt have asked for a better stay"
The price is SAR 690
SAR 774 total
includes taxes & fees
9 Dec - 10 Dec
Craftsman Inn
Camellia Inn
Front of property

Camellia Inn

3.5 star property
8.4 out of 10, Very Good, (552)
"We enjoyed our stay and the breakfast was amazing. "
The price is SAR 699
SAR 811 total
includes taxes & fees
8 Dec - 9 Dec
Camellia Inn
Calistoga Wine Way Inn
Room

Calistoga Wine Way Inn

3.0 star property
8.6 out of 10, Excellent, (563)
"Beautiful property! Complimentary snack pack & waters, room was spacious & clean. Bed was comfortable! "
The price is SAR 507
SAR 570 total
includes taxes & fees
2 Dec - 3 Dec
Calistoga Wine Way Inn
Featherbed Railroad B&B Resort
Room

Featherbed Railroad B&B Resort

3.0 star property
9.0 out of 10, Wonderful, (379)
"Super quiet this time of year. The room was clean, smelled great and the managers were super open and friendly. We felt very comfortable, relaxed and welcomed. Very happy they put in the heaters. It was cold at night! Bring slippers or thick socks. The floors due to the metal being covered with wood is super cold. "
The price is SAR 811
SAR 891 total
includes taxes & fees
2 Dec - 3 Dec
Featherbed Railroad B&B Resort
My Big Art Project
Exterior

My Big Art Project

3.5 star property
9.8 out of 10, Exceptional, (18)
"It was a unique and pleasant experience. The host is very friendly and gives a tour of his art pieces. The koi pond is fun and relaxing. "
The price is SAR 497
SAR 555 total
includes taxes & fees
3 Dec - 4 Dec
My Big Art Project
Grape Leaf Inn
Garden

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (152)
"A cute, vintage b&b near the square! Such nice hosts, and a delicious breakfast! "
The price is SAR 824
SAR 955 total
includes taxes & fees
24 Dec - 25 Dec
Grape Leaf Inn
Inn St Helena
Exterior

Inn St Helena

3.0 star property
9.4 out of 10, Exceptional, (145)
"This is the best place fo stay next time "
The price is SAR 1,050
SAR 1,207 total
includes taxes & fees
1 Dec - 2 Dec
Inn St Helena
Thorn Hill Vineyard Villas
Exterior

Thorn Hill Vineyard Villas

3.5 star property
8.8 out of 10, Excellent, (11)
"Very nice property and friendly staff"
The price is SAR 939
SAR 1,047 total
includes taxes & fees
5 Dec - 6 Dec
Thorn Hill Vineyard Villas
The River Belle Inn
Exterior

The River Belle Inn

3.5 star property
10.0 out of 10, Exceptional, (128)
"Quaint old house built in 1875. Located on river. Our room had a great river view. The breakfast was amazing"
The price is SAR 916
SAR 1,063 total
includes taxes & fees
26 Nov - 27 Nov
The River Belle Inn
Brannan Cottage Inn
Front of property

Brannan Cottage Inn

3.0 star property
9.6 out of 10, Exceptional, (140)
"Stayed two nights during the week and we enjoyed how quiet it was. Parking was easy. Walkable to restaurants. The room was clean and loved the heated toilet seat! Staff were also very friendly. We will definitely go back. "
The price is SAR 1,319
SAR 1,517 total
includes taxes & fees
2 Dec - 3 Dec
Brannan Cottage Inn
Bed & Barrel at Stonehouse Cellars
Front of property - evening/night

Bed & Barrel at Stonehouse Cellars

4.0 star property
9.6 out of 10, Exceptional, (51)
"The staff was super accommodating and had everything ready for our arrival. With this being part of a winery was definitely a plus. We were able to try some wine and take some bottles home. Breakfast was a great addition to our stay. "
The price is SAR 1,030
SAR 1,148 total
includes taxes & fees
26 Dec - 27 Dec
Bed & Barrel at Stonehouse Cellars
Bear Flag Inn
Exterior

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 SAR 935
SAR 1,075 total
includes taxes & fees
26 Nov - 27 Nov
Bear Flag Inn
Bella Villa Messina
Front of property

Bella Villa Messina

4.0 star property
9.8 out of 10, Exceptional, (36)
"Jerry was a fantastic host! His genuine warmth and hospitality showed through every aspect of our stay. From wonderful morning breakfasts to afternoon cocktails and cheese/appetizers, Jerry was always available for a friendly conversation along with dinner/travel recommendations. His two friendly dogs provided laughs and greetings each morning. Lovely accommodations. We have the distinction of being the last guests as Jerry will be retiring from the rental business. Glad we were there to...
Bella Villa Messina
Embrace Calistoga
Front of property - evening/night

Embrace Calistoga

3.5 star property
10.0 out of 10, Exceptional, (46)
"Wonderfull place! Chris and Brent are amazing and the breakfast they make every morning is amazing! "
The price is SAR 1,461
SAR 1,680 total
includes taxes & fees
26 Nov - 27 Nov
Embrace Calistoga
Pinschower Inn
Front of property

Pinschower Inn

3.5 star property
9.6 out of 10, Exceptional, (25)
"Clean, comfortable, well appointed throughout, and walking distance from downtown shops and restaurants for a less touristy alternative to Healdsburg. Expect wholesome and freshly prepared breakfasts like a vegetable frittata, house made yogurt, or an apple Dutch pancake, and appreciate that many of the the ingredients were grown on-site as you stroll through the Inn’s lovely garden. Will definitely return."
The price is SAR 415
SAR 459 total
includes taxes & fees
8 Dec - 9 Dec
Pinschower 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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Other property types in Middletown

Clear Lake Cottages & Marina
Outdoor pool

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (288)
"Very clean"
The price is SAR 522
SAR 581 total
includes taxes & fees
26 Nov - 27 Nov
Clear Lake Cottages & Marina
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
View from Vineyard

The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018

10.0 out of 10, Exceptional, (222)
"We wanted to introduce friends from East Coast to the Napa Valley- history to modern day. This rare restored farmhouse with views of vineyards was ideal. Authentic, comfortable (with just the right amount of modern amenities but not too much to destroy the charm), spacious, wonderfully furnished, with superb kitchen (fully stocked), and screened porches, etc. The hosts were easy to communicate with and would stay again in a heartbeat. We have stayed at 60+ rentals around the world... this unique...
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Family / Kitchen

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

10.0 out of 10, Exceptional, (219)
"The house was great and the location is super! The sound system in the house was a little challenging for us "old folks", but we made it work!! Would go back again for sure!"
The price is SAR 6,195
SAR 7,914 total
includes taxes & fees
26 Nov - 27 Nov
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
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 and Robert Louis Stevenson State Park are good spots 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. Wine Country Inn & Cottages Napa Valley: 16.9 mi (27.2 km) from the downtown core. Enjoy the free full breakfast and patio area. Chateau De Vie: 5 rooms. Situated 11 mi (17.6 km) from the heart of Middletown. Enjoy the local cuisine breakfast and private yard. The Ruse: 11 rooms. 16.9 mi (27.2 km) from the heart of downtown. Enjoy the free cooked breakfast and designer toiletries. Healdsburg Inn on the Plaza, A Four Sisters Inn: 12 rooms. Located 16.9 mi (27.2 km) from the core of Middletown. Enjoy the massage services and fireplace in the lobby.
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?
When you want to spend some time in the great outdoors, Boggs Mountain Demonstration State Forest and Robert Louis Stevenson State Park are some notable spots. You might put Twin Pine Casino and Beaver Creek Vineyards 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.