Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 590,000 properties worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Check prices on hotels in Healdsburg

Best deal Best deal Jul 13 - Jul 15
Tonight Tonight Jun 20 - Jun 21
This weekend This weekend Jun 22 - Jun 24
Next weekend Next weekend Jun 29 - Jul 1

Featured Healdsburg Romantic Hotels

See all 423 Properties in Healdsburg
Grape Leaf Inn

Grape Leaf Inn

539 Johnson Street, Healdsburg
    4.0 out of 5.0
     
     
    4.5 out of 5 (59 reviews)
    Lovely little hotelThe Grape Leaf Inn is lovely. Bigger hotels give a sense of sterility and cleanliness that smaller b&b's often don't have, but Grape Leaf met that high standard of cleanliness. It felt uncluttered and spacious (despite being small) which is also unique for smaller b&b's. Some pros: the intimate space ...
    Jun 5, 2018

    Grape Leaf Inn$259

    Grape Leaf Inn$259
    Modern Wine Country Cottage in Historic Healdsburg, Premiere Location

    Modern Wine Country Cottage in Historic Healdsburg, Premiere Location

    , Healdsburg
       
       
      4.8 out of 5 (20 reviews)
      Perfect Wine Country CottageJust got back from a girls weekend at the First Crush Cottage. The hosts were fantastic and the house was just perfect! Will definitely be back again!
      Apr 25, 2018
      Healdsburg Inn on the Plaza, A Four Sisters Inn

      Healdsburg Inn on the Plaza, A Four Sisters Inn

      112 Matheson, Healdsburg
        3.5 out of 5.0
         
         
        4.5 out of 5 (98 reviews)
        Quick getawayWe have always noticed this hotel when visiting the Healdsburg Plaza and finally decided to book for a birthday treat. We just spent one night enroute to an appointment in Santa Rosa. Loved the spacious room with a view of the plaza and high ceilings. The staff was gracious and we also enjoyed both ...
        May 2, 2018

        Healdsburg Inn on the Plaza, A Four Sisters Inn$239

        Healdsburg Inn on the Plaza, A Four Sisters Inn$239
        Calderwood Inn

        Calderwood Inn

        25 West Grant Street, Healdsburg
          3.5 out of 5.0
           
           
          4.5 out of 5 (61 reviews)
          Hotel for wine drinkersGreat, comfortable hotel in the heart of wine country. Owned by a wine company that then offers free tastings at many local wineries
          May 2, 2018

          Calderwood Inn$229

          Calderwood Inn$229
          Hotel Les Mars

          Hotel Les Mars

          27 North St, Healdsburg
            4.0 out of 5.0
             
             
            4.7 out of 5 (122 reviews)
            Great!Perfect in every way! Staff here is top notch and the room product is excellent!
            Feb 26, 2018

            Hotel Les Mars$472

            Hotel Les Mars$472
            Gourmet Outdoor Kitchen, Stunning View, Gorgeous Pool/spa, Cozy Interiors, Oasis

            Gourmet Outdoor Kitchen, Stunning View, Gorgeous Pool/spa, Cozy Interiors, Oasis

            , Healdsburg
               
               
              4.9 out of 5 (39 reviews)
              You will never want to leave the house!Leslie's property was even better in person. The outdoor space was just so lovely and great for a gathering with friends and family. The house was clean and came with lots of great features. We especially loved the large built-in breakfast griddle in the kitchen and the outdoor grill/bar area (not ...
              May 17, 2018
              Duchamp Hotel Private Suites

              Duchamp Hotel Private Suites

              421 Foss St, Healdsburg
                3.5 out of 5.0
                 
                 
                4.4 out of 5 (10 reviews)
                Hidden gem! ( adults only)Lovely find at the back of Healdsburg square - 7 cottage style accomodations around a pool. Quiet , low key & very enjoyable! Marie the owner absolutely couldn't have made us more welcome. She also organised 2 wine tastings with cheese pairings complimentary as we were staying at the Duchamp. Continental ...
                Apr 28, 2018

                Duchamp Hotel Private Suites$337

                Duchamp Hotel Private Suites$337
                Healdsburg Modern Cottages

                Healdsburg Modern Cottages

                425 Foss Street, Healdsburg
                  4.0 out of 5.0
                   
                   
                  3.6 out of 5 (5 reviews)
                  Great location to explore HealdsburgThis was a great location, close to downtown Healdsburg. The room itself was nicely furnished and served as a relaxing home base for our weekend getaway. There was no one on site though, so we had to figure things out on our own, which wasn't a big deal in our case. The biggest frustration was the ...
                  MichaelFeb 13, 2017
                  Healdsburg Quintessential Wine Country Cottage

                  Healdsburg Quintessential Wine Country Cottage

                  , Forestville
                     
                     
                    5.0 out of 5 (1 reviews)
                    So quaint waking up looking out the window at the vines.Cecilia was so great helping with our stay in wine country!
                    Oct 3, 2017
                    Hotel Healdsburg

                    Hotel Healdsburg

                    25 Matheson St, Healdsburg
                      4.0 out of 5.0
                       
                       
                      4.5 out of 5 (125 reviews)
                      A lovely weekend at the Hotel...The Hotel staff is very welcoming and helpful adding to the comfortable accommodations.
                      Mar 16, 2018

                      Hotel Healdsburg$399

                      Hotel Healdsburg$399
                      Rockhouse Suites

                      Rockhouse Suites

                      115 Mill Street, Healdsburg
                        3.0 out of 5.0
                         
                         
                        4.8 out of 5 (5 reviews)
                        Great placeHad a great stay! Cute atmosphere, comfortable bed, and easy access to dining and activities. Would absolutely stay here again!
                        Feb 18, 2018
                        Best Western Dry Creek Inn

                        Best Western Dry Creek Inn

                        198 Dry Creek Rd, Healdsburg
                          3.0 out of 5.0
                           
                           
                          3.9 out of 5 (2,040 reviews)
                          Traveling through, wine country cycling tripNice hotel. A little overpriced. Would stay there again and actually would have like to extend stay in area. Lovely.
                          Jun 10, 2018

                          Best Western Dry Creek Inn$136

                          Best Western Dry Creek Inn$136
                          h2hotel

                          h2hotel

                          219 Healdsburg Ave, Healdsburg
                            3.5 out of 5.0
                             
                             
                            4.6 out of 5 (185 reviews)
                            Streamlined luxeBeautiful eco-friendly hotel with more included comforts than most super luxe hotels. Wonderful cooked to order breakfast, high end room snacks included and replenished every day. Refillable glass bottles of still and sparkling water in the room. Smart tv. Friendly, helpful staff. We loved it ...
                            Apr 15, 2018

                            h2hotel$231

                            h2hotel$231
                            Updated Healdsburg River Cottage: Minutes From Plaza, Tasting Rooms & Vineyards

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

                            2167 Redwood Dr, Healdsburg
                               
                               
                              4.5 out of 5 (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!
                              Aug 16, 2017
                              Map

                              Recently booked Romantic Hotels in Healdsburg

                              Best Western Dry Creek Inn
                              3.0 out of 5.0
                              Last booking: 1 hour ago
                              Travelodge by Wyndham Healdsburg - Sonoma Wine Country
                              2.0 out of 5.0
                              Last booking: 8 hours ago
                              Calderwood Inn
                              3.5 out of 5.0
                              Last booking: 8 hours ago
                              Hotel Les Mars
                              4.0 out of 5.0
                              Last booking: 10 hours ago

                              Romantic Healdsburg Hotels Information

                              Light up some candles, turn on your preferred grooves, and get the flower petals ready: You're headed toward a fairy tale ending. Whether you need a break from the bustling agenda of daily life or have an exceptional celebration coming up, we have romantic hotels in Healdsburg that will make you fall in love all over again. No matter why you can hardly wait for this trip, we make it simple to discover the 1 romantic hotel in Healdsburg.

                              Healdsburg Romantic Accommodation Is Just the Beginning

                              What matters to you when it's time for romance? You could find Healdsburg hotels with in-room service or a spa for a relaxing massage together. The local restaurants will probably be delighted to set the silverware for candlelit feasts where you can look deep into each other's eyes. You can keep the merriment going at a local pub before retiring to your accommodation.

                              You will also understand just what is in your future, because we have verified reviews on Healdsburg's romantic hotels.

                              • Most clients stated Healdsburg romantic hotels were a superb time.
                              • Not to mention, commenters awarded lofty grades in rating overall contentment.
                              • These suites are so home-like, you will never feel the need to leave.
                              • You're in the correct town for outstanding in-room service and first-rate attendants.
                              • Evening journeys beneath the night sky are a must in these peaceful properties.

                              Now Is the Perfect Moment to Get Exceptional Hotel Choices and Discounts

                              Yes, you will soon realize why patrons so frequently come back. Healdsburg has had a 250% growth in activity during the past twelve months. Plus, thanks to our bargains, you will be left with plenty of dough in the bank. Give us a try now, and you'll soon be swooning all over again.