Photo by Shannon Willitts

Search B&B in Middletown

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

B&B in Middletown

The Ruse
Exterior

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (80)
"Lovely location and excellent customer service "
The Ruse
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, (552)
"Beautiful architecture, large spacious room , warm gracious staff, excellent breakfast, best location in town."
Healdsburg Inn on the Plaza, A Four Sisters Inn
Calistoga Wine Way Inn
House, Multiple Bedrooms | 1 bedroom, individually decorated, individually furnished

Calistoga Wine Way Inn

3.0 star property
8.8 out of 10, Excellent, (586)
"Very nice place to stay, clean and a great location to town "
The price is SAR 502
SAR 577 total
includes taxes & fees
23 Jun - 24 Jun
Calistoga Wine Way Inn
Camellia Inn
Lobby

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 SAR 1,049
SAR 1,216 total
includes taxes & fees
1 Jul - 2 Jul
Camellia Inn
Craftsman Inn
1 bedroom, individually decorated, individually furnished

Craftsman Inn

3.5 star property
9.0 out of 10, Wonderful, (246)
"Good value Inn, well maintained and nicely appointed "
The price is SAR 757
SAR 870 total
includes taxes & fees
24 Jun - 25 Jun
Craftsman Inn
The Francis House
Front of property - evening/night

The Francis House

4.0 star property
The price is SAR 3,548
SAR 4,080 total
includes taxes & fees
8 Jul - 9 Jul
The Francis House
Le Petit Pali St. Helena
Front of property

Le Petit Pali St. Helena

4.0 star property
9.0 out of 10, Wonderful, (704)
"Beautiful surroundings, stunning location, delicious breakfast, extremely comfortable room and balcony area."
Le Petit Pali St. Helena
Thorn Hill Vineyard Villas
Exterior

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. "
Thorn Hill Vineyard Villas
Bed & Barrel at Stonehouse Cellars
Outdoor spa tub

Bed & Barrel at Stonehouse Cellars

4.0 star property
9.2 out of 10, Wonderful, (55)
"Excellent stay- hidden gem"
The price is SAR 906
SAR 1,010 total
includes taxes & fees
22 Jun - 23 Jun
Bed & Barrel at Stonehouse Cellars
Featherbed Railroad B&B Resort
Standard Cabin, Private Bathroom (Easy Rider) | 1 bedroom, hypo-allergenic bedding, individually decorated

Featherbed Railroad B&B Resort

3.0 star property
9.0 out of 10, Wonderful, (387)
"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
Chateau De Vie
Exterior

Chateau De Vie

3.0 star property
9.8 out of 10, Exceptional, (45)
"Beautiful location, charming vibe, gorgeous grounds, pool, cozy room, great breakfast on the patio ! ❤️"
The price is SAR 1,656
SAR 1,905 total
includes taxes & fees
2 Jul - 3 Jul
Chateau De Vie
Bear Flag Inn
Property entrance

Bear Flag Inn

3.0 star property
9.6 out of 10, Exceptional, (120)
"Hosts were friendly and kind. Had a delicious breakfast! Peaceful, quiet and relaxing stay. I would return again!"
The price is SAR 934
SAR 1,074 total
includes taxes & fees
22 Jun - 23 Jun
Bear Flag Inn
Grape Leaf Inn
Suite | Balcony

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (155)
"Just a great ambiance "
The price is SAR 1,128
SAR 1,309 total
includes taxes & fees
23 Jun - 24 Jun
Grape Leaf Inn
Inn St Helena
Deluxe Studio | View from room

Inn St Helena

3.0 star property
9.4 out of 10, Exceptional, (148)
"This is the best place fo stay next time "
The price is SAR 1,057
SAR 1,216 total
includes taxes & fees
25 Jun - 26 Jun
Inn St Helena
Pinschower Inn
Exterior

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
Embrace Calistoga
Front of property - evening/night

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 SAR 1,085
SAR 1,247 total
includes taxes & fees
25 Jun - 26 Jun
Embrace Calistoga
The River Belle Inn
Exterior

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
BBQ/picnic area

My Big Art Project

3.5 star property
9.6 out of 10, Exceptional, (20)
"The place is lovely, and Steve is an extraordinary host"
The price is SAR 777
SAR 901 total
includes taxes & fees
24 Jun - 25 Jun
My Big Art Project
Potter's Foothill House
Palisade Cottage | 1 bedroom, premium bedding, individually decorated

Potter's Foothill House

3.5 star property
10.0 out of 10, Exceptional, (25)
"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!!!"
Potter's Foothill House
RustRidge Bed and Breakfast - Poolside Room
Terrace/patio

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
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 Ruse: 11 rooms. 16.9 mi (27.2 km) from the heart of Middletown. Enjoy the free cooked breakfast and designer toiletries. 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. Calistoga Wine Way Inn: 8 rooms. Situated 12.4 mi (20 km) from the heart of Middletown. Enjoy the designer toiletries and library. Chateau De Vie: 5 rooms. 11 mi (17.6 km) from the heart of downtown. Enjoy the local cuisine breakfast and private yard. Craftsman Inn: 5 rooms. Located 12.4 mi (19.9 km) from the core of Middletown. Enjoy the designer toiletries and patio area.
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.