Photo by Matthew Walls

Find Romantic Hotels in Middletown, CA

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Romantic Hotels

Tonight
Dec 7 - Dec 8
Tomorrow
Dec 8 - Dec 9
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Middletown Romantic Hotels

Property grounds
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
The price is NT$6,529
NT$7,280 total
includes taxes & fees
Dec 9 - Dec 10
Backyard Garden Oasis
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
The price is NT$3,449
NT$3,938 total
includes taxes & fees
Jan 5 - 2026/1/6
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

3.5 star property
Geyserville
9.2 out of 10, Wonderful, (1002)
"We loved our stay here. The view of the vineyards surrounding the Inn was really beautiful."
United States
Charles
The price is NT$3,974
NT$4,957 total
includes taxes & fees
Dec 9 - Dec 10
Geyserville Inn
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, (1003)
"Classic Hotel with fabulous 60's vibe! Courteous and attentive staff. Highly recommend! Thank you for a wonderful stay! "
United States
Jurgen
The price is NT$3,304
NT$5,242 total
includes taxes & fees
Dec 21 - Dec 22
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Indoor pool, sun loungers
Golden Haven Hot Springs

Golden Haven Hot Springs

2.5 star property
Calistoga
9.4 out of 10, Exceptional, (932)
"great stay"
United States
Ilya
The price is NT$7,779
NT$8,945 total
includes taxes & fees
Dec 24 - Dec 25
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

4.0 star property
St. Helena
10.0 out of 10, Exceptional, (19)
"Beautiful location. Looking forward to staying again in the near future."
United States
Areli
The price is NT$6,092
NT$8,637 total
includes taxes & fees
Dec 9 - Dec 10
Le Petit Pali St. Helena
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, (1002)
"Clean rooms, good food, great location!"
United States
Daniel
The price is NT$3,493
NT$5,313 total
includes taxes & fees
Dec 30 - Dec 31
Hyatt Regency Sonoma Wine Country
Fireplace
Rancho Caymus Inn

Rancho Caymus Inn

4.0 star property
St. Helena
9.8 out of 10, Exceptional, (1003)
"Great & cozy"
United States
Antoine
The price is NT$7,282
NT$9,122 total
includes taxes & fees
Jan 6 - 2026/1/7
Rancho Caymus Inn
BBQ/picnic area
Mount View Hotel & Spa

Mount View Hotel & Spa

3.5 star property
Calistoga
9.0 out of 10, Wonderful, (1004)
"Loved the cottage and the jacuzzi just steps out the door friendly staff "
United States
Cheryl
Mount View Hotel & Spa
Fireplace
Appellation Healdsburg

Appellation Healdsburg

4.5 star property
Healdsburg
9.0 out of 10, Wonderful, (29)
"Beautiful resort!! "
United States
Jennifer
The price is NT$10,382
NT$14,242 total
includes taxes & fees
Dec 19 - Dec 20
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.
View all properties

Top Middletown Hotel Reviews

Hotel La Rose

Hotel La Rose

10/10 Excellent
"Love Hotel La Rose "
Mandi 2-night trip
Posted 3 days ago
Hotel La Rose

Explore a world of travel with Expedia

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.