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Find Romantic Hotels in Middletown, CA from $126

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Check availability on Middletown Romantic Hotels

Our top choices for Middletown romantic hotels

Property grounds
Backyard Garden Oasis

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
$209 nightly
The price is $233
Dec 11 - Dec 12
Total with taxes and fees
Backyard Garden Oasis
Exterior
Hampton Inn & Suites Windsor - Sonoma Wine Country

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, (1000)
"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
Deluxe Double Queen Room | In-room safe, iron/ironing board, cribs/infant beds, rollaway beds
Geyserville Inn

Geyserville Inn

Geyserville Inn
3.5 star property
Geyserville
9.2 out of 10, Wonderful, (1001)
"We loved our stay here. The view of the vineyards surrounding the Inn was really beautiful."
United States
Charles
$139 nightly
The price is $159
Dec 11 - Dec 12
Total with taxes and fees
Geyserville Inn
Restaurant
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

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
Indoor pool, sun loungers
Golden Haven Hot Springs

Golden Haven Hot Springs

Golden Haven Hot Springs
2.5 star property
Calistoga
9.4 out of 10, Exceptional, (935)
"great stay"
United States
Ilya
$149 nightly
The price is $171
Jan 5 - Jan 6, 2026
Total with taxes and fees
Golden Haven Hot Springs
The LPP Cottage | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Le Petit Pali St. Helena

Le Petit Pali St. Helena

Le Petit Pali St. Helena
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (20)
"Beautiful location. Looking forward to staying again in the near future."
United States
Areli
$285 nightly
The price is $328
Dec 14 - Dec 15
Total with taxes and fees
Le Petit Pali St. Helena
Exterior
Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country
4.0 star property
Historic Railroad Square
8.4 out of 10, Very Good, (1005)
"Great rooms, lovely staff and a really comfortable vibe."
United States
Jeffrey
$140 nightly
The price is $162
Dec 16 - Dec 17
Total with taxes and fees
Hyatt Regency Sonoma Wine Country
Fireplace
Rancho Caymus Inn

Rancho Caymus Inn

Rancho Caymus Inn
4.0 star property
St. Helena
9.8 out of 10, Exceptional, (1000)
"Great & cozy"
United States
Antoine
$297 nightly
The price is $342
Jan 7 - Jan 8, 2026
Total with taxes and fees
Rancho Caymus Inn
BBQ/picnic area
Mount View Hotel & Spa

Mount View Hotel & Spa

Mount View Hotel & Spa
3.5 star property
Calistoga
9.0 out of 10, Wonderful, (1002)
"Loved the cottage and the jacuzzi just steps out the door friendly staff "
United States
Cheryl
$147 nightly
The price is $170
Dec 11 - Dec 12
Total with taxes and fees
Mount View Hotel & Spa
Fireplace
Appellation Healdsburg

Appellation Healdsburg

Appellation Healdsburg
4.5 star property
Healdsburg
9.0 out of 10, Wonderful, (30)
"Beautiful resort!! "
United States
Jennifer
$392 nightly
The price is $456
Dec 16 - Dec 17
Total with taxes and fees
Appellation Healdsburg
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 2 days ago
Harvest Inn

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, Robert Louis Stevenson State Park, or Rabbit Hill Preserve. 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, Robert Louis Stevenson State Park, and Rabbit Hill Preserve 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.

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