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

"This place was better than I imagined, so beautiful and being able to walk around the vineyard was a great treat. "

SAR 1,103 total

includes taxes & fees

24 Sep - 25 Sep

"We had a great stay and they were near alot of wineries. Didn’t have to drive far at all. "

SAR 657 total

includes taxes & fees

6 Oct - 7 Oct

"Wonderful property. Great room. We stayed in a bungalow. The pool was great. Breakfast was five stars. Loved the putting course too!"

SAR 1,435 total

includes taxes & fees

2 Oct - 3 Oct

"The internet is not good Smart TV we can’t use A first room was very dusty"

SAR 1,302 total

includes taxes & fees

9 Oct - 10 Oct

"The only issue for my wife and I was we felt the mattress was too soft for comfortable sleeping."

SAR 1,158 total

includes taxes & fees

29 Sep - 30 Sep

"Loved the location and room. Comfortable beds and quiet settings. Only comment was wish the maid/cleaning services had come in later and been better communication with them. They knocked and almost walked in without checking. Otherwise great stay. "

SAR 1,437 total

includes taxes & fees

24 Sep - 25 Sep

"Very cute, unique place. Loved all the small touches from extra waters, snack bags and bottle of wine."

SAR 1,049 total

includes taxes & fees

24 Sep - 25 Sep

"Beautiful views,perfect location! Peaceful & relaxing. Very nice & accomodating staff,had a great stay."

SAR 673 total

includes taxes & fees

25 Sep - 26 Sep

"Beautiful place, excellent service, perfect for a romantic gateway."

SAR 1,579 total

includes taxes & fees

30 Sep - 1 Oct

"Cutest little place with a modern flare. I would definitely stay here again."

SAR 831 total

includes taxes & fees

24 Sep - 25 Sep

"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. "

SAR 1,065 total

includes taxes & fees

24 Oct - 25 Oct

"The breakfast was absolutely amazing every morning. What topped it off was Patrica's presence every day! She made the entire weekend! Two thumbs up for her and the property!"

"I booked a one-night stay at the Grape Leaf Inn and wish I had gotten more time there! The staff were delightful - especially Ave - and the accommodations were lovely. I had a first-floor room and it had super tall ceilings, a huge walk-in shower (presumably ADA-friendly) and the furnishings were a mix of antique and newer. Breakfast on the patio was delightful and they were able to accommodate my food preference very easily. All in all, a wonderful stay and I’d love to come back."

SAR 1,349 total

includes taxes & fees

24 Sep - 25 Sep

"Very nice property and friendly staff"

SAR 833 total

includes taxes & fees

30 Sep - 1 Oct

"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."

SAR 737 total

includes taxes & fees

26 Sep - 27 Sep

"Quaint old house built in 1875. Located on river. Our room had a great river view. The breakfast was amazing"

SAR 1,726 total

includes taxes & fees

29 Sep - 30 Sep

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"Slightly dated property but friendliness of older proprietors and knowledge of area more than make up for this. Welcoming happy hour wine with wonderful stories combined with awesome breakfast make this a place to stay in Calistoga."

SAR 1,075 total

includes taxes & fees

1 Oct - 2 Oct

"Our stay at My Big Art Property was amazing. It was like staying in a beautiful art gallery overflowing with a wide variety of art, sculpture and mobiles. There was even a Rube Goldberg-esque marble track on the stairway wall. The house was cozy with warm cherry wood tones on the flooring and furniture. The room we stayed in had rich orange & red colors matching a real Persian rug on the floor. It was well appointed with a frig, coffee maker, spring water and cups. Steve was a great host,...

SAR 614 total

includes taxes & fees

30 Sep - 1 Oct

"Wonderfull place! Chris and Brent are amazing and the breakfast they make every morning is amazing! "

SAR 1,851 total

includes taxes & fees

24 Sep - 25 Sep

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"Nice"

SAR 623 total

includes taxes & fees

24 Sep - 25 Sep

"A great house for a family weekend. A lot of room to spread out. Great location close to town."

SAR 8,901 total

includes taxes & fees

24 Sep - 25 Sep

"Phenomenal host with amazing amenities. Could be our best stay ever with VRBO. We will be back."

Recent reviews of Middletown hotels

5/5 Excellent

"This place was better than I imagined, so beautiful and being able to walk around the vineyard was a great treat. "

A verified traveler stayed at Wine Country Inn & Cottages Napa Valley

Posted 2 days ago

5/5 Excellent

"I liked the fact that the hotel put emphasis in room decor and not feel forced to offer a continental breakfast like every other place. Showers warm, rooms spacious, with 4 or 8K new Samsung TVs. Beds nice and clean. Could still hear noise from other rooms and walkway outside. So maybe more effort into sound proofing walls."

A verified traveler stayed at The Sandman Hotel

Posted 2 days ago

Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel

5/5 Excellent

"Arnold, the manager, was amazing! He was honestly concerned about the guests and his establishment. He also was helpful with suggestions on dining and entertainment in the surrounding area. "

A verified traveler stayed at Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel

Posted 5 days ago

UpValley Inn & Hot Springs, Ascend Hotel Collection

5/5 Excellent

"Very clean and comfortable room with a nice walk in shower and clean bathroom. Starbucks coffee machine in reception . Free Calistoga shuttle bus to wineries , ask at reception . Did not use pool or sauna so cannot comment "

A verified traveler stayed at UpValley Inn & Hot Springs, Ascend Hotel Collection

Posted 5 days ago

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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, 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: Wine Country Inn & Cottages Napa Valley: 16.9 mi (27.2 km) from the heart of Middletown. Enjoy the free full breakfast and patio area. 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. The Ruse: 11 rooms. 16.9 mi (27.2 km) from the heart of downtown. Enjoy the free cooked breakfast and designer toiletries. Calistoga Wine Way Inn: 8 rooms. Located 12.4 mi (20 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?

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.

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

Wine Country Inn & Cottages Napa Valley

The Bergson

The Ruse

Camellia Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

Brannan Cottage Inn

Craftsman Inn

Featherbed Railroad B&B Resort

Chateau De Vie

Calistoga Wine Way Inn

Bed & Barrel at Stonehouse Cellars

Inn St Helena

Grape Leaf Inn

Thorn Hill Vineyard Villas

Pinschower Inn

The River Belle Inn

Bella Villa Messina

Bear Flag Inn

My Big Art Project

Embrace Calistoga

Other property types in Middletown

Clear Lake Cottages & Marina

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

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

Recent reviews of Middletown hotels

Recent reviews of Middletown hotels

Wine Country Inn & Cottages Napa Valley

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Explore a world of travel with Expedia

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