"A perfect Hotel if visiting the wine country. The rooms are clean and large. The bed was comfortable. Pool is oddly in the middle of the parking lot."
A stay at Healdsburg Inn on the Plaza, A Four Sisters Inn places you in the heart of Healdsburg, steps from Healdsburg Plaza and a 5-minute drive from Wilson Winery. This bed & breakfast is 2.8 mi (4.5 km) from Healdsburg Ridge Open Space Preserve and 5.3 mi (8.5 km) from Dry Creek Vineyard.
Make use of convenient amenities such as complimentary wireless internet access, concierge services, and a fireplace in the lobby.
Mingle with other guests at the complimentary reception, held daily. A complimentary self-serve breakfast is served daily from 8:00 AM to 10:00 AM.
Featured amenities include a business center, complimentary newspapers in the lobby, and luggage storage.
Make yourself at home in one of the 12 guestrooms featuring DVD players and flat-screen televisions. Your pillowtop bed comes with Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers.
"For a three-star, this is a really good hotel. The rooms are generous in size, modern and nicely designed. The pool area is very pleasant and the restaurant and lobby area are spacious and comfortable. It’s not cheap but then nothing in Healdsburg is."
H2Hotel is centrally located in Healdsburg, a 3-minute walk from Healdsburg Plaza and 5 minutes by foot from Healdsburg Museum. This spa hotel is 0.7 mi (1.1 km) from Russian River and 3.5 mi (5.6 km) from Healdsburg Ridge Open Space Preserve.
Relax at the full-service spa, where you can enjoy massages, body treatments, and facials. Additional features at this hotel include concierge services, babysitting (surcharge), and gift shops/newsstands.
Enjoy American cuisine at Spoonbar, a restaurant which features a bar/lounge, or stay in and take advantage of the room service (during limited hours).
Featured amenities include a business center, express check-out, and complimentary newspapers in the lobby. Event facilities at this hotel consist of conference space and a meeting room.
Make yourself at home in one of the 36 guestrooms featuring refrigerators and iPod docking stations. Rooms have private balconies or patios. 32-inch flat-screen televisions with DVD players and cable programming provide entertainment. Bathrooms have designer toiletries and hair dryers.
"The hotel is leaning on the street, the car is very loud in the morning, it will affect sleep, the room is relatively compact, and the bed is comfortable. The temperature difference between morning and evening is a bit big. The hotel breakfast is milk cereal + toast. There is no other ..."
With a stay at Cottages at Little Saint in Healdsburg, you'll be within a 5-minute walk of Raven Performing Arts Theater and Healdsburg Plaza. This holiday park is 0.2 mi (0.4 km) from Healdsburg Center for the Arts and 0.4 mi (0.6 km) from Healdsburg Museum.
Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. Additional amenities at this holiday park include complimentary wireless internet access and concierge services.
Free self parking is available onsite.
Treat yourself to a stay in one of the individually decorated guestrooms, featuring fireplaces and Smart televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Rooms have private furnished balconies or patios. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment.
"The location was good and private so my friend and I could enjoy our getaway. Also, they brought us everything that we needed and asked for. However, the bathroom had refillable, shared amenities that were in a horrible condition. The conditioner bottle had moldy growth. Disgusting!"
With a stay at Grape Leaf Inn in Healdsburg, you'll be within a 10-minute walk of Raven Performing Arts Theater and Healdsburg Center for the Arts. This boutique bed & breakfast is 0.4 mi (0.7 km) from Healdsburg Museum and 0.5 mi (0.9 km) from Seghesio Family Vineyards.
Be sure to enjoy recreational amenities including an outdoor pool and bicycles to rent. Additional features at this Victorian bed & breakfast include complimentary wireless internet access, concierge services, and a picnic area.
Full breakfasts are available daily from 8:00 AM to 10:00 AM for a fee.
Featured amenities include express check-in, express check-out, and complimentary newspapers in the lobby. Free self parking is available onsite.
Make yourself at home in one of the 13 air-conditioned guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include irons/ironing boards, and housekeeping is provided daily.
Great
62 reviews
9.3/10
1 night
From SGD 249
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Trip.com's insights for hotels in Healdsburg
Plan smarter with Trip.com’s data-backed insights on travel seasons so that you can book your Healdsburg hotel at the right time!
What is the cheapest day of the week for hotels in Healdsburg?
Hotel rates in Healdsburg are typically lowest on Monday, with average nightly rates around SGD 224. Wednesday tends to be the most expensive, averaging SGD 719 per night.
(Based on Trip.com data from January 16, 2025 to January 16, 2026.)
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SGD 200
SGD 400
SGD 600
SGD 800
SGD 224
Mon
SGD 435
Tue
SGD 719
Wed
SGD 640
Thu
SGD 517
Fri
SGD 416
Sat
SGD 453
Sun
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