A calm river with clear water, surrounded by dense greenery and trees.

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Check availability on Middletown Romantic Hotels

Our top choices for Middletown romantic hotels

Terrace/patio

Mount Konocti view

Mount Konocti view
Clearlake
8.2 out of 10, Very Good, (10 reviews)
"The place was clean and well equipped and Mo was very responsive and made stay as pleasant as possible."
United States
Kayo
The price is AED 294
AED 538 total
includes taxes & fees
20 Jul - 21 Jul
Mount Konocti view
Interior

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Downtown St. Helena
10.0 out of 10, Exceptional, (268 reviews)
"Amazing house, great location, hosts were very responsive. "
United States
Kevin C.
The price is AED 6,060
AED 7,833 total
includes taxes & fees
20 Jul - 21 Jul
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Outdoor dining

Casa 1 at Ross Ranch

Casa 1 at Ross Ranch
Calistoga
10.0 out of 10, Exceptional, (6 reviews)
"We have such a wonderful time at Ross Ranch! Our kids swam in the pool all day, visited the animals, ran around the property, and played pickleball until the sun went down! There were so many thoughtful touches all over the house and pool area that made our stay so easy and enjoyable. We will definitely be back! "
United States
Kelley L.
The price is AED 4,048
AED 8,161 total
includes taxes & fees
17 Aug - 18 Aug
Casa 1 at Ross Ranch
Outdoor dining

Wine Country Farmhouse with Hot Tub

Wine Country Farmhouse with Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (74 reviews)
"The property was beautiful and the beds were so comfy! The property manager was very friendly and responsive. "
United States
Abigail M.
The price is AED 1,396
AED 2,452 total
includes taxes & fees
23 Jul - 24 Jul
Wine Country Farmhouse with Hot Tub
Exterior detail

Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Luxury Private Estate at Zoella Vineyards in the heart of Wine Country
Healdsburg
9.6 out of 10, Exceptional, (66 reviews)
"Unbelievable property – we will absolutely stay here again –Just fabulous!"
United States
Jeffrey S.
The price is AED 5,858
AED 8,934 total
includes taxes & fees
20 Jul - 21 Jul
Luxury Private Estate at Zoella Vineyards in the heart of Wine Country
Outdoor dining

Redwood Riverfront - Hot Tub and Tastings Included

Redwood Riverfront - Hot Tub and Tastings Included
Healdsburg
9.4 out of 10, Exceptional, (68 reviews)
"We had a decent stay at Riverfront. Having the house by the river was pleasant. We were a bit disappointed to find that the hot tub was below the deck and we couldnt use it at night since there seem to be no outdoor light. Overall it was nice secluded stay."
United States
Kenneth M.
The price is AED 2,509
AED 5,161 total
includes taxes & fees
30 Jul - 31 Jul
Redwood Riverfront - Hot Tub and Tastings Included
Outdoor dining

River View Lodge - Hot Tub and Tastings Included

River View Lodge - Hot Tub and Tastings Included
Healdsburg
9.6 out of 10, Exceptional, (75 reviews)
"View was lovely. The Hot tub was great. Beds were very comfy!"
United States
Julie B.
The price is AED 2,028
AED 4,515 total
includes taxes & fees
3 Aug - 4 Aug
River View Lodge - Hot Tub and Tastings Included
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

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

10/10 Excellent
"Location is great and you can walk to the plaza within 30 minutes. Simple, clean, well located property"
Rene 3-night trip
Posted 1 hour ago
Dry Creek Inn MOD Collection by Sonesta

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Frequently asked questions

Searching for romantic hotels in Middletown?
If you and your partner need a romantic vacation, we've got just the thing. If you'd like to explore some of the area's notable sights, you might make a stop by Twin Pine Casino, Rabbit Hill Preserve, or Beaver Creek Vineyards. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Middletown?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures 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 is there to do in Middletown?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that Middletown has to offer. Twin Pine Casino, Rabbit Hill Preserve, and Beaver Creek Vineyards are worth a stop when you're out and about.
What's the best way to get to Middletown and around town during my romantic getaway?
This information about transportation options in Middletown might help your romantic trip get off to a smooth start: The closest major airport is Santa Rosa, CA (STS-Sonoma County), located 19.6 mi (31.6 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.