Photo by Shannon Willitts

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Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Middletown Resorts

Farmhouse Retreat with Breathtaking Views of Mt. St. Helena – Perfect for Groups
Property grounds

Farmhouse Retreat with Breathtaking Views of Mt. St. Helena – Perfect for Groups

Farmhouse Retreat with Breathtaking Views of Mt. St. Helena – Perfect for Groups
Farmhouse with 3 bedrooms, 2 guest cabins, creek access, view patio & yoga deck
Private kitchen

Farmhouse with 3 bedrooms, 2 guest cabins, creek access, view patio & yoga deck

The price is CA $871
CA $1,467 total
includes taxes & fees
Feb 8 - Feb 9
Farmhouse with 3 bedrooms, 2 guest cabins, creek access, view patio & yoga deck
Mountaintop Farmhouse on 90 acres, close to wineries, hot springs, and hiking
Property grounds

Mountaintop Farmhouse on 90 acres, close to wineries, hot springs, and hiking

2.0 star property
Mountaintop Farmhouse on 90 acres, close to wineries, hot springs, and hiking
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 CA $282
CA $315 total
includes taxes & fees
Feb 3 - Feb 4
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 CA $184
CA $206 total
includes taxes & fees
Feb 3 - Feb 4
Clear Lake Cottages & Marina
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
Outdoor pool, a heated pool

5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

9.8 out of 10, Exceptional, (22)
"We loved our 2-night stay. We especially loved that each person in our group had their own bedroom (and bathroom). The house is beautifully designed with comfortable beds and couches. The living/dining room has gorgeous massive ceilings. We also loved the huge dining table for meals/games, etc. The aesthetic throughout the house was right up the alley of our group. Everything you need is provided and has been thoughtfully curated. Every room was well-appointed and very clean.The hot tub...
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
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

What is Middletown like for a resort vacation?
You deserve a vacation, and a resort is just the place to find all the amenities and services you need for a relaxing stay in Middletown. One of the comfortable resorts in the surrounding area might be just what you’re looking for, whether you want great restaurants on site, blissful spa treatments, or fun activities to try.
What's a top resort in Middletown?
Our top-rated resort near Middletown: Alila Napa Valley, a Hyatt Luxury Resort - Luxury resort. 18.3 mi (29.5 km) from Middletown. Features a winery, a full-service spa, and a health club.
What can I do in Middletown?
Twin Pine Casino, Robert Louis Stevenson State Park, and Beaver Creek Vineyards are a few of the interesting sights to visit. Additional attractions in the area include Langtry Estate and Vineyards and Boggs Mountain Demonstration State Forest.
What's the weather like in Middletown?
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's the best way to get to and around Middletown?
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 venture out around the area, you may want to rent a car for your trip.