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Find Winery Hotels in Middletown, CA

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Check availability on Middletown Winery Hotels

Our top choices for Middletown hotels with winery

Outdoor pool
El Bonita Motel

El Bonita Motel

3.0 star property
St. Helena
9.2 out of 10, Wonderful, (1007)
"Room was clean and beds were nice, will stay again!"
United States
dave
$109 nightly
The price is $126
Dec 10 - Dec 11
Total with taxes and fees
El Bonita Motel
Exterior
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 star property
Windsor
9.2 out of 10, Wonderful, (1001)
"Great staff and vibe"
United States
Curtis
$110 nightly
The price is $126
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hampton Inn & Suites Windsor - Sonoma Wine Country
Exterior
La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

3.0 star property
Santa Rosa
9.0 out of 10, Wonderful, (1033)
"Great breakfast, clean rooms, friendly staff"
United States
Rina
$107 nightly
The price is $124
Dec 12 - Dec 13
Total with taxes and fees
La Quinta Inn & Suites Santa Rosa Sonoma
Lobby lounge
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3.0 star property
Santa Rosa
8.4 out of 10, Very Good, (2104)
"Nice room and breakfast "
United States
lei
$83 nightly
The price is $96
Dec 22 - Dec 23
Total with taxes and fees
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Restaurant
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

4.0 star property
Santa Rosa
8.4 out of 10, Very Good, (1000)
"Classic Hotel with fabulous 60's vibe! Courteous and attentive staff. Highly recommend! Thank you for a wonderful stay! "
United States
Jurgen
$144 nightly
The price is $168
Dec 22 - Dec 23
Total with taxes and fees
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Exterior
Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4.0 star property
Historic Railroad Square
8.4 out of 10, Very Good, (1004)
"Clean rooms, good food, great location!"
United States
Daniel
$145 nightly
The price is $168
Dec 15 - Dec 16
Total with taxes and fees
Hyatt Regency Sonoma Wine Country
Garden
The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (394)
"Cute hotel. Soaking tab was wonderful. The room has lots of space even for 2 poppies. Closed to the square, 3min drive."
United States
Michael
$135 nightly
The price is $157
Dec 29 - Dec 30
Total with taxes and fees
The Lodge at Healdsburg, Tapestry Collection by Hilton
Front of property
The Ranch at Lake Sonoma

The Ranch at Lake Sonoma

1.0 star property
Geyserville
10.0 out of 10, Exceptional, (1)
"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"
United States
Tamara
$59 nightly
The price is $68
Dec 10 - Dec 11
Total with taxes and fees
The Ranch at Lake Sonoma
Property grounds
Farm house 2 bedrooms cottage in Upper Lake with WiFi, AC, and family-friendly.

Farm house 2 bedrooms cottage in Upper Lake with WiFi, AC, and family-friendly.

Upper Lake
10.0 out of 10, Exceptional, (8)
"My brother and I had a wonderful stay at Olive House. The cottage is charming and the hosts were very gracious and friendly. I loved walking around the expansive and quiet grounds. Looking forward to a return visit. "
United States
Lesley B.
$182 nightly
The price is $190
Dec 15 - Dec 16
Total with taxes and fees
Farm house 2 bedrooms cottage in Upper Lake with WiFi, AC, and family-friendly.
Gazebo
Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

2.5 star property
Healdsburg
7.4 out of 10, Good, (706)
"Room was very clean and comfortable "
United States
Maria
$103 nightly
The price is $119
Dec 21 - Dec 22
Total with taxes and fees
Hotel Vinea, a Travelodge by Wyndham
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

Harvest Inn

Harvest Inn

10/10 Excellent
"Our entire stay was incredible. There was someone at the front desk to greet us when we arrived (near midnight) and had our key and Expedia benefits ready. We had 3 meals there, which were fresh, flavorful and delivered quickly. Everyone on property was friendly and helpful. The front desk communicated with me regularly to ensure our stay was lovely. We intend to return!!"
Dawn 4-night trip
Posted 17 hours ago
Harvest Inn

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