A garden pathway lined with white roses leading to a building with a stone facade and a window.

Healdsburg Hotels with Adjoining Rooms

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Check availability on Healdsburg Hotels with connecting rooms

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Healdsburg hotels with connecting rooms

A large, historic house with a prominent corner turret and a well-maintained garden.

1. The Madrona

The Madrona
4.0 star property
Healdsburg
9.6 out of 10, Exceptional, (69 reviews)
"We had a great stay and loved the Madrona. We'll be back!"
United States
Leslie
The price is RM1,372
RM1,737 total
includes taxes & fees
17 Nov - 18 Nov
The Madrona
A dining area with a table and chairs, a chandelier, wicker baskets on shelves, and a view through large windows.

2. Liora Estate

Liora Estate
4.0 star property
Healdsburg
9.6 out of 10, Exceptional, (340 reviews)
"Beautiful hotel with phenomenal staff that took great care of us on our (4) day vacation to Sonoma Valley. Large luxurious rooms with daily breakfast in bed made this getaway extra special."
United States
Kelly Joe
The price is RM1,189
RM1,665 total
includes taxes & fees
16 Nov - 17 Nov
Liora Estate
A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.

3. Hotel Trio Healdsburg

Hotel Trio Healdsburg
3.0 star property
Healdsburg
9.4 out of 10, Exceptional, (1,000 reviews)
"Nice place to stay for a night close to downtown Healdsburg."
United States
Rochelle
The price is RM605
RM788 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Trio Healdsburg
A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.

4. H2Hotel

H2Hotel
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (811 reviews)
"We had a wonderful stay at H2hotel. The staff was great, and our room was very comfortable and clean."
United States
John
The price is RM1,384
RM1,774 total
includes taxes & fees
16 Nov - 17 Nov
H2Hotel
An outdoor dining area of a restaurant with a modern design, featuring glass walls and a cozy seating arrangement.

5. Harmon Guest House

Harmon Guest House
3.0 star property
Healdsburg
9.4 out of 10, Exceptional, (494 reviews)
"Decent hotel and a good location. Staff not very motivated to assist in any way which detracted from our stay."
Canada
Ravinder
The price is RM1,460
RM1,862 total
includes taxes & fees
1 Dec - 2 Dec
Harmon Guest House
A house with a covered patio, outdoor seating, and a garden.

6. Grape Leaf Inn

Grape Leaf Inn
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (181 reviews)
"What a great location, beautiful clean, great breakfast great coffee and coffee options. Staff was super helpful. Would definitely come back here if I was in Healdsburg."
United States
Eric
The price is RM893
RM1,036 total
includes taxes & fees
16 Nov - 17 Nov
Grape Leaf Inn
A swimming pool with lounge chairs and umbrellas, surrounded by modern buildings.

7. Duchamp Healdsburg

Duchamp Healdsburg
3.5 star property
Healdsburg
9.4 out of 10, Exceptional, (104 reviews)
"Very attentive staff, and rooms are modern and new."
United States
deborah
The price is RM2,029
RM2,358 total
includes taxes & fees
10 Nov - 11 Nov
Duchamp Healdsburg
A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.

8. Hotel Healdsburg

Hotel Healdsburg
4.0 star property
Healdsburg
9.2 out of 10, Wonderful, (467 reviews)
"Our favorite place to stay in Healdsburg. Loved being greeted by a glass of wine from a local winery at check-in."
United States
Francesca
The price is RM1,776
RM2,276 total
includes taxes & fees
9 Dec - 10 Dec
Hotel Healdsburg
Terrace/patio

9. The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton
4.0 star property
Healdsburg
9.0 out of 10, Wonderful, (576 reviews)
"The staff were so friendly and knowledgeable and made the stay special."
United States
John
The price is RM589
RM684 total
includes taxes & fees
17 Nov - 18 Nov
The Lodge at Healdsburg, Tapestry Collection by Hilton
A modern interior with a staircase, a large window with reflections, and a seating area.

10. Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (624 reviews)
"Fantastic location, beautiful hotel"
United States
Daniel M
The price is RM934
RM1,085 total
includes taxes & fees
9 Nov - 10 Nov
Healdsburg Inn on the Plaza, A Four Sisters Inn
A table set with a cheese board, wine glasses, and bottles, with a green sofa and lush greenery in the background.

11. Calderwood Inn

Calderwood Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (282 reviews)
"Staff was incredibly helpful and friendly. Great experience within this Victorian Inn."
United States
Daniel
The price is RM733
RM850 total
includes taxes & fees
25 Nov - 26 Nov
Calderwood Inn
A poolside area with lounge chairs and a pink flamingo float.

12. Camellia Inn

Camellia Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (636 reviews)
"The family suite worked fine for 4 adults. The breakfast and afternoon wine and cookies were a great touch. Easy to park and check in. Loved our stay!"
United States
Erika
The price is RM714
RM828 total
includes taxes & fees
9 Nov - 10 Nov
Camellia Inn
A multi-story hotel with a central archway, balconies, and a parking area.

13. Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
3.0 star property
Healdsburg
8.2 out of 10, Very good, (1,002 reviews)
"Easy stay, short walk into downtown Healdsburg so great location. Good price, friendly and helpful staff, and clean and simple room. Some minor noise from the highway, but not a problem at all. Would definitely stay again!"
United States
Robert
The price is RM483
RM561 total
includes taxes & fees
15 Nov - 16 Nov
Dry Creek Inn MOD Collection by Sonesta
A modern living room with a brown leather sofa, a coffee table with a bottle and glasses, and a large abstract painting on the wall.

14. Fairview Inn and Suites

Fairview Inn and Suites
3.0 star property
Healdsburg
8.0 out of 10, Very good, (1,001 reviews)
"Basic, generally clean property. Affordable relative to other Healdsburg options. Best assets are proximity to the center of town, and easy onsite parking."
United States
Sharon
The price is RM517
RM600 total
includes taxes & fees
15 Nov - 16 Nov
Fairview Inn and Suites
An outdoor seating area with wooden lattice walls, chairs, and tables, featuring string lights.

15. Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham
2.5 star property
Healdsburg
7.6 out of 10, Good, (807 reviews)
"Clean hotel , comfortable rooms"
United States
Allison
The price is RM411
RM476 total
includes taxes & fees
30 Nov - 1 Dec
Hotel Vinea, a Travelodge by Wyndham
A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.

16. Cottages on River Road

Cottages on River Road
2.5 star property
Guerneville
9.6 out of 10, Exceptional, (1,006 reviews)
"Great place to stay!"
United States
Cynthia
The price is RM398
RM478 total
includes taxes & fees
12 Nov - 13 Nov
Cottages on River Road
An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.

17. Montage Healdsburg

Montage Healdsburg
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (143 reviews)
"Everything was amazing. There was a large wedding event that was loud until 1am one night which we weren’t warned about but the resort and the service were perfect."
United States
Sarah
The price is RM2,922
RM3,705 total
includes taxes & fees
30 Nov - 1 Dec
Montage Healdsburg
A modern breakfast area with a central table, coffee machines, and a sign that reads "Happy Breakfast Starts Here".

18. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
2.5 star property
Santa Rosa
9.4 out of 10, Exceptional, (634 reviews)
"Clean room, excellent surroundings, plenty of different restaurants near by and great breakfast! Will be staying here again!"
United States
Hal
The price is RM463
RM537 total
includes taxes & fees
5 Dec - 6 Dec
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
A fountain surrounded by a brick pathway, with a building featuring a tiled roof and ivy-covered walls in the background.

19. Vinarosa Resort & Spa

Vinarosa Resort & Spa
4.0 star property
Santa Rosa
9.4 out of 10, Exceptional, (971 reviews)
"Amazing place. Beautiful property. Highly recommended."
United States
Armen
The price is RM1,180
RM1,610 total
includes taxes & fees
29 Nov - 30 Nov
Vinarosa Resort & Spa
An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.

20. Hilton Garden Inn Sonoma County Airport

Hilton Garden Inn Sonoma County Airport
3.0 star property
Santa Rosa
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place to stay"
United States
Regina
The price is RM463
RM527 total
includes taxes & fees
20 Nov - 21 Nov
Hilton Garden Inn Sonoma County Airport
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 Healdsburg Hotel Reviews

Liora Estate

Liora Estate

10/10 Excellent
"It was a lovely boutique hotel. Spacious, quiet and clean. Our room with a fireplace was beautiful. The “breakfast basket” is a nice touch! We were close to everything. We would absolutely stay here again!"
Richard 3-night trip
Posted 5 hours ago
Liora Estate

Frequently asked questions

How much do hotels with connecting rooms in Healdsburg cost?
Hotels with connecting rooms in Healdsburg range from RM476 to RM3,705 per night. This means lots of space for your entire crew at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Healdsburg?
A favourite is Hotel Les Mars. Kick back at this 4-star property which comes with hypo-allergenic bedding and a spa. H2Hotel is another hotel with connecting rooms worth a look. Spend your break at this 4-star option and make the most of conveniences such as mountain views and a terrace. You can choose from multiple hotels with connecting rooms in Healdsburg with a total average guest review rating of 9.2.
How many hotels with adjoining rooms are there in Healdsburg?
Pack your suitcase and pick from 4 hotels with adjoining rooms in Healdsburg. For a work-related trip, a weekend escape and everything in between, Expedia will help you find the ideal space in a few easy clicks.
What are the best cheap hotels with connecting rooms in Healdsburg?
Hampton Inn & Suites Windsor - Sonoma Wine Country is one of the most economical hotels with connecting rooms in Healdsburg and includes hypo-allergenic bedding and premium bedding. Another top choice that's budget friendly is Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel. Conveniences here include a sauna and WiFi. Rates for hotels with connecting rooms start at just RM476 per night. Exploring free attractions in Healdsburg makes your holiday budget stretch even further. Dry Creek Vineyard and Mazzocco Winery are on the itineraries of many tourists. With the money you save, you can keep on sightseeing! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the top motels with connecting rooms in Healdsburg?
Fairview Inn and Suites is a popular option, located around 0.64 kilometers south of downtown Healdsburg. With pool sun loungers and a swimming pool, this motel with connecting rooms is a great budget-friendly place to recharge your batteries between adventures.When you're ready to slip into some comfy sneakers and discover your surroundings, head for Dry Creek Vineyard. Mazzocco Winery is another terrific attraction worth seeing in Healdsburg.
Are there any family-friendly hotels with connecting rooms in Healdsburg?
Spend your family holiday at Hotel Les Mars, a 4-star option just a quick drive from town. Conveniences here include complimentary breakfast and laundry facilities. Another family-friendly hotel with connecting rooms is Hampton Inn & Suites Windsor - Sonoma Wine Country. Complimentary breakfast and laundry facilities help make this 2.5-star escape a favourite among guests. Once you've checked in and unpacked your bags, there are plenty of family-friendly attractions to discover in and around Healdsburg. Healdsburg Museum and Pacific Coast Air Museum guarantee a good time for young and old.
Are there any 5-star hotels with connecting rooms in Healdsburg?
Healdsburg unfortunately doesn't have any 5-star hotels with connecting rooms — but you and the crew can still enjoy a stylish getaway! Why not try Hotel Les Mars? Located around 0.32 kilometers from the downtown area, this 4-star favourite offers connecting rooms, as well as designer toiletries and concierge services. H2Hotel is another great choice just 0.16 kilometers from central Healdsburg. Also holding a 4-star rating, it features a terrace and a swimming pool, in addition to connecting rooms.
Why book your hotel with connecting rooms in Healdsburg with Expedia?
Booking a hotel with connecting rooms in Healdsburg is as easy as entering your travel dates and picking a place that checks your boxes. Want something affordable or luxurious, or a stay that also comes with a kitchen and laundry? Use Expedia's search filters to narrow your results even further and find your ideal pad.
How can I find cheap hotels with connecting rooms in Healdsburg?
Expedia is here to help you search for cheap hotels with connecting rooms in Healdsburg. To book the perfect stay in a couple of clicks, use our convenient filter tool to refine your search results by budget, amenities and star rating.
What is there to do in Healdsburg near my hotel with connecting rooms?
Whatever you love doing, Healdsburg has plenty to keep you busy. Dry Creek Vineyard, Mazzocco Winery and Matrix Winery are on many travellers' lists. Don't forget to explore Chalk Hill Estate Vineyard, Hanna Winery and Vineyards and Wilson Winery either. With Expedia's Healdsburg hotel deals, you can discover more neat attractions like these with the cash you save.

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