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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

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

The Ruse
Front of property

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (63)
"Beautiful place, very well appointed. Great staff and the breakfast was fantastic. We were there during very rainy weather but plan to come back to take advantage of all the outdoor amenities. "
The price is AED 1,084
AED 1,259 total
includes taxes & fees
17 Feb - 18 Feb
The Ruse
The Bergson
Lobby lounge

The Bergson

3.0 star property
9.0 out of 10, Wonderful, (918)
"I loved the luxurious robe and shower prudish. The breakfast was also very good. The staff is super sweet. The bed and fireplace was nice. The only thing that wasn't great was the ice was a long ways away and it was raining. "
The price is AED 496
AED 571 total
includes taxes & fees
3 Mar - 4 Mar
The Bergson
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, (547)
"Nice breakfast. View of the square. Easy access. "
The price is AED 1,016
AED 1,180 total
includes taxes & fees
18 Feb - 19 Feb
Healdsburg Inn on the Plaza, A Four Sisters Inn
Brannan Cottage Inn
Front of property

Brannan Cottage Inn

3.0 star property
9.6 out of 10, Exceptional, (143)
"I planned a weekend getaway for my husband’s birthday. Our whole experience was wonderful. We originally booked a stay at Brannan Cottage Inn, but was offered a complimentary upgrade to a room at their brand new hotel in the heart of Calistoga downtown for being an Expedia VIP member. I’m sure the inn is as wonderful, but our room was just beautiful and well thought out. The bathroom floor and toilet seat were heated! Warm feet, warm butt. I can go on forever about the room, but what deserves...
The price is AED 814
AED 936 total
includes taxes & fees
19 Feb - 20 Feb
Brannan Cottage Inn
Chateau De Vie
Exterior

Chateau De Vie

3.0 star property
10.0 out of 10, Exceptional, (36)
"Beautiful bed and breakfast, excellent service, amazing breakfast"
The price is AED 964
AED 1,109 total
includes taxes & fees
11 Mar - 12 Mar
Chateau De Vie
Camellia Inn
Front of property

Camellia Inn

3.5 star property
8.4 out of 10, Very Good, (562)
"Easy trip"
The price is AED 684
AED 794 total
includes taxes & fees
17 Feb - 18 Feb
Camellia Inn
Calistoga Wine Way Inn
Room

Calistoga Wine Way Inn

3.0 star property
8.6 out of 10, Excellent, (568)
"Very affordable, clean, and charming. Wonderfully comfortable and convenient. "
The price is AED 508
AED 584 total
includes taxes & fees
17 Feb - 18 Feb
Calistoga Wine Way Inn
Wine Country Inn & Cottages Napa Valley
Outdoor pool

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
Featherbed Railroad B&B Resort
Room

Featherbed Railroad B&B Resort

3.0 star property
9.0 out of 10, Wonderful, (383)
"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 760
AED 848 total
includes taxes & fees
18 Feb - 19 Feb
Featherbed Railroad B&B Resort
Bed & Barrel at Stonehouse Cellars
Front of property - evening/night

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 1,007
AED 1,123 total
includes taxes & fees
18 Mar - 19 Mar
Bed & Barrel at Stonehouse Cellars
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 AED 1,035
AED 1,190 total
includes taxes & fees
18 Feb - 19 Feb
Inn St Helena
Grape Leaf Inn
Garden

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (153)
"A cute, vintage b&b near the square! Such nice hosts, and a delicious breakfast! "
The price is AED 740
AED 858 total
includes taxes & fees
17 Feb - 18 Feb
Grape Leaf Inn
Pinschower Inn
Front of property

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
Craftsman Inn
Property entrance

Craftsman Inn

3.5 star property
9.0 out of 10, Wonderful, (243)
"Location, cleanliness, quiet, complimentary snacks and coupons for breakfast at Calistoga Roastery. Good value for money. "
The price is AED 685
AED 788 total
includes taxes & fees
18 Feb - 19 Feb
Craftsman Inn
Thorn Hill Vineyard Villas
Exterior

Thorn Hill Vineyard Villas

3.5 star property
9.0 out of 10, Wonderful, (13)
"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
24 Feb - 25 Feb
Thorn Hill Vineyard Villas
The River Belle Inn
Exterior

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
Exterior

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 554
AED 642 total
includes taxes & fees
17 Feb - 18 Feb
My Big Art Project
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 AED 1,062
AED 1,221 total
includes taxes & fees
17 Feb - 18 Feb
Embrace Calistoga
Potter's Foothill House
Front of property

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
17 Feb - 18 Feb
Potter's Foothill House
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 AED 915
AED 1,052 total
includes taxes & fees
17 Feb - 18 Feb
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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Other property types in Middletown

Backyard Garden Oasis
Property grounds

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (42)
"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
17 Feb - 18 Feb
Backyard Garden Oasis
Clear Lake Cottages & Marina
Outdoor pool

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (295)
"It was clean, quiet and all requirements met. "
The price is AED 464
AED 518 total
includes taxes & fees
18 Feb - 19 Feb
Clear Lake Cottages & Marina
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
Pool

5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

9.8 out of 10, Exceptional, (22)
"We loved our 2-night stay. We especially loved that each person in our group had their own bedroom (and bathroom). The house is beautifully designed with comfortable beds and couches. The living/dining room has gorgeous massive ceilings. We also loved the huge dining table for meals/games, etc. The aesthetic throughout the house was right up the alley of our group. Everything you need is provided and has been thoughtfully curated. Every room was well-appointed and very clean.The hot tub...
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
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, Robert Louis Stevenson State Park and Boggs Mountain Demonstration State Forest 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 Ruse: 11 rooms. 16.9 mi (27.2 km) from the heart of Middletown. Enjoy the free cooked breakfast and designer toiletries. The Bergson: 22 rooms. 12.4 mi (20 km) from the downtown core. Enjoy the unique décor and fireplace in the lobby. Chateau De Vie: 5 rooms. Situated 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 heart of downtown. Enjoy the massage services and fireplace in the lobby. Brannan Cottage Inn: 6 rooms. Located 11.9 mi (19.2 km) from the core of Middletown. Enjoy the designer toiletries and deli.
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, Robert Louis Stevenson State Park and Boggs Mountain Demonstration State Forest 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.