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Featured Healdsburg Romantic Hotels

Grape Leaf Inn
4 out of 5
539 Johnson Street, Healdsburg, CA
$162
per night
Jan 26 - Jan 27
4.6/5Wonderful! (89 reviews)

"It took a long time for the water to get hot in the sink in the morning. The breakfast was yummy and the service was perfect. The decor and atmosphere is charming and we had a wonderful time. We will be back."…"

Reviewed on Jan 11, 2020

Grape Leaf Inn
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
4.9/5Exceptional! (32 reviews)
Fabulous!

"Everything about this Dry Creek cottage is lovely. The house is darling, the location is perfect for the best wine tasting in the region and the setting is 5-star. The beds are comfy, the kitchen is stocked with cooking supplies and the bathrooms are roomy and tastefully updated. First Crush is only ..."…"

Reviewed on Oct 2, 2019

Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
Healdsburg Inn on the Plaza, A Four Sisters Inn
3.5 out of 5
112 Matheson, Healdsburg, CA
$215
per night
Feb 23 - Feb 24
4.6/5Wonderful! (168 reviews)

"Well lit room greeted us with large windows that over looked the town plaza. Very comfortable warm bed that made sleeping a delight. Front desk was very helpful and friendly and were more than willing to offer advice on things to do including dinning. The evening wine and cheese was a welcome surprise ..."…"

Reviewed on Jan 7, 2020

Healdsburg Inn on the Plaza, A Four Sisters Inn
Calderwood Inn
3.5 out of 5
25 West Grant Street, Healdsburg, CA
$154
per night
Jan 27 - Jan 28
4.5/5Wonderful! (94 reviews)

"Very pleasant. Delicious bteakfast"…"

Reviewed on Aug 20, 2019

Calderwood Inn
Hotel Les Mars
4 out of 5
27 North St, Healdsburg, CA
$480
per night
Jan 26 - Jan 27
4.8/5Exceptional! (153 reviews)

"Superb in every way! The room, the service, the food and the location."…"

Reviewed on Oct 16, 2019

Hotel Les Mars
Yea, The Outdoor Kitchen IS a Little Crazy
4.9/5Exceptional! (55 reviews)
Amazing Hosts

"We had the opportunity to visit this property during the PGE power outage. While we were worried that being without power for the first 36 hours of our stay would put a damper on our fun, Michael and Leslie made this trip an unbelievable adventure that we would never take back. They turned lemons ..."…"

Reviewed on Oct 19, 2019

Yea, The Outdoor Kitchen IS a Little Crazy
Duchamp Hotel Private Suites
3.5 out of 5
421 Foss St, Healdsburg, CA
$263
per night
Jan 26 - Jan 27
4.6/5Wonderful! (45 reviews)

"Very quiet and peaceful. Great location next to downtown"…"

Reviewed on Nov 10, 2019

Duchamp Hotel Private Suites
Hotel Healdsburg
4 out of 5
25 Matheson St, Healdsburg, CA
$305
per night
Feb 5 - Feb 6
4.5/5Wonderful! (194 reviews)

"Breakfast should go til 10:30 or 11, esp. during the holidays. I was unable to enjoy the breakfast included."…"

Reviewed on Jan 2, 2020

Hotel Healdsburg
Rockhouse Suites
3 out of 5
115 Mill Street, Healdsburg, CA
Get Rates
4.9/5Exceptional! (11 reviews)
Awesome

"Absolute little gem!! Bathroom was amazing. Wineries they own were beyond great. A must do again."…"

Reviewed on Apr 17, 2019

Rockhouse Suites
Best Western Dry Creek Inn
3 out of 5
198 Dry Creek Rd, Healdsburg, CA
Free CancellationReserve now, pay when you stay
$113
per night
Feb 13 - Feb 14
4/5Very Good! (2,071 reviews)

"Our group loved the fire pit area & spacious rooms."…"

Reviewed on Jan 13, 2020

Best Western Dry Creek Inn
h2hotel
4 out of 5
219 Healdsburg Ave, Healdsburg, CA
$237
per night
Feb 16 - Feb 17
4.7/5Exceptional! (262 reviews)

"Comfortable modern spartan great breakfast nespresso sslted caramels"…"

Reviewed on Dec 28, 2019

h2hotel
Updated Healdsburg River Cottage: Minutes From Plaza, Tasting Rooms & Vineyards
4.5/5Wonderful! (23 reviews)
Great cottage minutes from the river!

"The cottage was clean, stocked and everything they promised...minutes to the river and a very short drive to town. Beautiful location to run every morning. We highly recommend it to anyone looking for a relaxing getaway!"…"

Reviewed on Aug 16, 2017

Updated Healdsburg River Cottage: Minutes From Plaza, Tasting Rooms & Vineyards
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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.

Romantic Hotels and Accommodations in Healdsburg

If you and your partner need a romantic vacation, we've got just the ticket. Couples choose Healdsburg for its array of wineries, top-notch restaurants, and stunning river views. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Pezzi King Winery, Simi Winery, or Wilson Winery.

Whether you'd like to watch the sunset from your balcony or enjoy a candlelit dinner, you can pick from 15 hotels and other lodging options in Healdsburg to make for the perfect retreat.

Expedia travelers love these hotels and other accommodations for their romantic atmosphere and amenities:

Modern Wine Country Cottage in Historic Healdsburg, Premiere Location: This vacation home offers a fireplace, a kitchen, and a garden. Our guests appreciate its comfortable beds and walkable location.

Healdsburg Inn on the Plaza, A Four Sisters Inn: 3.5-star B&B featuring free breakfast, free WiFi, and a fireplace in the lobby. Customers give positive reviews for its walkable location.

When is the Best Time to Visit Healdsburg?

Weather can be a major factor in your romantic holiday, so we've collected rainfall and temperature stats to help you plan your vacation:

  • Hottest months: July, August, June, and September, with an average temperature of 89°F
  • Coldest months: December, January, February, and November, with an average temperature of 40°F
  • Driest months: September, May, October, and April, with an average rainfall of 1.62 inches
  • Rainiest months: December, January, February, and March, with an average rainfall of 7.91 inches

Sightseeing in and Around Healdsburg

There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all that Healdsburg has to offer. If you and your partner are interested in sampling the local food and drinks, you'll love Healdsburg for its fine wine and array of dining options. A visit to Raven Performing Arts Theater, Healdsburg Plaza, or Healdsburg Museum might be just the ticket when you're checking out the sights.

Travelers also enjoy Healdsburg for its:
  • Riverfront
  • Shopping
  • Biking
  • Cafés
  • Flowers
  • Breweries
  • Art

Getting Around Healdsburg

The closest major airport is in Santa Rosa, CA (STS-Sonoma County), located 7.8 mi (12.6 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.

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