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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 33 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, (925)
"What a lovely hotel, we will definitely stay here again. Amazingly clean, beautiful room and grounds, friendly staff and breakfast to your door. Over all A "
The price is AED 528
AED 607 total
includes taxes & fees
7 Apr - 8 Apr
The Bergson
The Ruse
Exterior

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (70)
"The most absolute amazing place to enjoy the perfect weekend getsway"
The price is AED 1,253
AED 1,456 total
includes taxes & fees
27 Mar - 28 Mar
The Ruse
Camellia Inn
Lobby

Camellia Inn

3.5 star property
8.4 out of 10, Very Good, (567)
"Cute old house close to downtown area and restaurant "
The price is AED 646
AED 750 total
includes taxes & fees
27 Mar - 28 Mar
Camellia Inn
Healdsburg Inn on the Plaza, A Four Sisters Inn
Front of property

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 844
AED 981 total
includes taxes & fees
30 Mar - 31 Mar
Healdsburg Inn on the Plaza, A Four Sisters Inn
Calistoga Wine Way Inn
Terrace/patio

Calistoga Wine Way Inn

3.0 star property
8.6 out of 10, Excellent, (573)
"Great rooms awesome tub. No host.... pick up key out front on board. "
The price is AED 506
AED 582 total
includes taxes & fees
30 Mar - 31 Mar
Calistoga Wine Way Inn
Grape Leaf Inn
Suite | Balcony

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 761
AED 883 total
includes taxes & fees
30 Mar - 31 Mar
Grape Leaf Inn
Featherbed Railroad B&B Resort
Fishing

Featherbed Railroad B&B Resort

3.0 star property
9.0 out of 10, Wonderful, (385)
"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 785
AED 875 total
includes taxes & fees
2 Apr - 3 Apr
Featherbed Railroad B&B Resort
Wine Country Inn & Cottages Napa Valley
Front of property

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
Individually decorated, individually furnished, iron/ironing board

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 672
AED 772 total
includes taxes & fees
26 Mar - 27 Mar
Craftsman Inn
Chateau De Vie
Exterior

Chateau De Vie

3.0 star property
10.0 out of 10, Exceptional, (37)
"This was absolutely delightful. We totally enjoyed our stay and loved how cozy and beautiful this property was. Staff was amazing, breakfast was delicious (and BIG). We plan on coming back!"
The price is AED 964
AED 1,109 total
includes taxes & fees
15 Apr - 16 Apr
Chateau De Vie
Bed & Barrel at Stonehouse Cellars
Outdoor spa tub

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
23 Apr - 24 Apr
Bed & Barrel at Stonehouse Cellars
Inn St Helena
Deluxe Studio | View from room

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
31 Mar - 1 Apr
Inn St Helena
Embrace Calistoga
Front of property - evening/night

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 1,062
AED 1,221 total
includes taxes & fees
26 Mar - 27 Mar
Embrace Calistoga
Pinschower Inn
Terrace/patio

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
Property entrance

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
26 Mar - 27 Mar
Bear Flag Inn
Potter's Foothill House
Palisade Cottage | Individually decorated, individually furnished, desk, iron/ironing board

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 1,014
AED 1,166 total
includes taxes & fees
27 Mar - 28 Mar
Potter's Foothill House
RustRidge Bed and Breakfast - Poolside Room
Terrace/patio

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
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 744
AED 863 total
includes taxes & fees
6 Apr - 7 Apr
My Big Art Project
Thorn Hill Vineyard Villas
Basic Room | Premium bedding, individually decorated, individually furnished

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
26 Mar - 27 Mar
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
Deep-tissue massages, Swedish massages, prenatal massages, massages

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
26 Mar - 27 Mar
Backyard Garden Oasis
Clear Lake Cottages & Marina
View from property

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 500
AED 558 total
includes taxes & fees
26 Mar - 27 Mar
Clear Lake Cottages & Marina
Wine Country Harvest Vacation Home
Outdoor dining

Wine Country Harvest Vacation Home

9.8 out of 10, Exceptional, (71)
"Clean, centrally located in quiet neighborhood. Coffee pot needs replaced. Cleaning person still cleaning when we arrived and was waiting before check out time the day we left. Aside from that, great place. Outdoor living area and being able to bring a dog were appreciated!"
The price is AED 2,467
AED 3,934 total
includes taxes & fees
5 Apr - 6 Apr
Wine Country Harvest Vacation Home
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. The Ruse: 11 rooms. 16.9 mi (27.2 km) from the downtown core. Enjoy the free cooked breakfast and designer toiletries. Camellia Inn: 9 rooms. Situated 16.7 mi (26.9 km) from the heart of Middletown. Enjoy the free full breakfast and spa. Chateau De Vie: 5 rooms. 11 mi (17.6 km) from the heart of downtown. Enjoy the local cuisine breakfast and private yard. 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?
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.