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Find a Bed and Breakfast in Middletown from CA $221

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Middletown B&B

The Ruse
Relax by the pool surrounded by a shaded deck and large trees.

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (86)
"We love this bed & breakfast! "
The price is CA $429
CA $498 total
includes taxes & fees
Aug 10 - Aug 11
The Ruse
Healdsburg Inn on the Plaza, A Four Sisters Inn
Step into the Healdsburg Inn's elegant lobby, featuring a tufted sofa, round table, and classic staircase.

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
8.6 out of 10, Excellent, (556)
"The breakfast was wonderful. The rooms are a bit dated, but comfortable."
The price is CA $408
CA $474 total
includes taxes & fees
Aug 27 - Aug 28
Healdsburg Inn on the Plaza, A Four Sisters Inn
Calistoga Wine Way Inn
Enjoy meals in a beautifully set dining area with a long table, elegant chairs, and a stunning garden view.

Calistoga Wine Way Inn

3.0 star property
8.8 out of 10, Excellent, (587)
"Very nice place to stay, clean and a great location to town "
The price is CA $221
CA $254 total
includes taxes & fees
Aug 10 - Aug 11
Calistoga Wine Way Inn
Camellia Inn
Step into the grand entrance hall, featuring a stunning stained glass window and elegant staircase.

Camellia Inn

3.5 star property
8.4 out of 10, Very good, (585)
"Excellent stay all the way. "
The price is CA $385
CA $446 total
includes taxes & fees
Aug 10 - Aug 11
Camellia Inn
The Francis House
Front of property - evening/night

The Francis House

4.0 star property
The Francis House
Le Petit Pali St. Helena
Terrace/patio

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
Featherbed Railroad B&B Resort
Relax in a spacious room with a large bed, patterned bedspread, and a separate bathtub area.

Featherbed Railroad B&B Resort

3.0 star property
9.0 out of 10, Wonderful, (391)
"This was a great experience as we were traveling through the area! Super cute property, clean room, great staff!! Highly recommend! "
Featherbed Railroad B&B Resort
Craftsman Inn
Relax in this inviting room with a large bed, wicker sofa, and chair, offering a view of the staircase and outdoor space.

Craftsman Inn

3.5 star property
9.0 out of 10, Wonderful, (248)
"Good value Inn, well maintained and nicely appointed "
The price is CA $294
CA $338 total
includes taxes & fees
Aug 7 - Aug 8
Craftsman Inn
Grape Leaf Inn
Enjoy a dining experience on this enclosed patio with a wooden deck, featuring a table for two and a glass door leading to the interior.

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (160)
"Just a great ambiance "
The price is CA $423
CA $490 total
includes taxes & fees
Aug 10 - Aug 11
Grape Leaf Inn
Inn St Helena
Relax in a cozy room with a comfortable seating area, a neatly made bed, and a sliding glass door leading to a deck.

Inn St Helena

3.0 star property
9.4 out of 10, Exceptional, (150)
"This is the best place fo stay next time "
The price is CA $388
CA $446 total
includes taxes & fees
Aug 18 - Aug 19
Inn St Helena
Pinschower Inn
Stunning two-story house with a turret, set amidst a beautifully maintained garden and a paved pathway leading to the entrance.

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
Chateau De Vie
Enjoy a serene retreat in this two-story house surrounded by lush gardens and a scenic vineyard.

Chateau De Vie

3.0 star property
9.8 out of 10, Exceptional, (46)
"Beautiful bed and breakfast, excellent service, amazing breakfast"
The price is CA $608
CA $699 total
includes taxes & fees
Aug 10 - Aug 11
Chateau De Vie
My Big Art Project
Relax outdoors with a warm ambiance, surrounded by lush greenery and rustic charm.

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 CA $501
CA $582 total
includes taxes & fees
Aug 7 - Aug 8
My Big Art Project
Potter's Foothill House
Snuggle up in this inviting reading nook with a plush bench and a view of lush greenery.

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!!!"
The price is CA $471
CA $542 total
includes taxes & fees
Aug 14 - Aug 15
Potter's Foothill House
Thorn Hill Vineyard Villas
Stroll through the beautifully maintained garden, leading to a charming residence with a unique green roof.

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. "
The price is CA $240
CA $268 total
includes taxes & fees
Aug 14 - Aug 15
Thorn Hill Vineyard Villas
The River Belle Inn
Enjoy a serene lakeside setting with a view of the surrounding hills, perfect for relaxation and dining.

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
Bear Flag Inn
Guests can enjoy a covered porch with a brick column and white railing, surrounded by lush greenery and vibrant flowers.

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 CA $343
CA $394 total
includes taxes & fees
Aug 7 - Aug 8
Bear Flag Inn
Embrace Calistoga
Experience the charm of this historic hotel, featuring a classic marquee sign and beautifully manicured gardens.

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 CA $398
CA $458 total
includes taxes & fees
Aug 10 - Aug 11
Embrace Calistoga
Bed & Barrel at Stonehouse Cellars
Relax by the pool surrounded by lush trees and hills, with a hot tub and lounge chairs under a pergola.

Bed & Barrel at Stonehouse Cellars

4.0 star property
9.4 out of 10, Exceptional, (56)
"Excellent stay- hidden gem"
The price is CA $319
CA $356 total
includes taxes & fees
Sep 5 - Sep 6
Bed & Barrel at Stonehouse Cellars
RustRidge Bed and Breakfast - Poolside Room
Relax in a serene outdoor space with a pergola overhead, surrounded by lush greenery and comfortable seating.

RustRidge Bed and Breakfast - Poolside Room

9.6 out of 10, Exceptional, (9)
"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.
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Top Middletown Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"The front desk attendant Matt was very helpful and nice! "
Tanya 1-night trip
Posted 2 days ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG