Historical Hotels in Healdsburg, CA
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Featured Healdsburg Historic Hotels

Healdsburg Inn on the Plaza, A Four Sisters Inn
112 Matheson Healdsburg CA
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $200 total per night
$200 total
Dec 30 - Dec 31
Total with taxes and fees
Guests of Healdsburg Inn on the Plaza, A Four Sisters Inn enjoy access to free WiFi in public areas, a business center, and coffee in a common area. If you plan to drive, free offsite parking is available. Front-desk staff can assist with securing valuables, tours or tickets, and luggage storage. Additional amenities include free use of bicycles, free newspapers, and a fireplace in the lobby.
Breakfast included
Free WiFi

Hotel Healdsburg
25 Matheson St Healdsburg CA
Free Cancellation
Reserve now, pay when you stay
$444 nightly
The price is $516 total per night
$516 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Hotel Healdsburg enjoy a full-service spa, an outdoor pool, and a gym. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help with concierge services, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this spa hotel include meeting rooms, conference space, and a business center.
Pool
Breakfast included

The River Belle Inn
68 Front St Healdsburg CA
Guests of The River Belle Inn enjoy access to free WiFi in public areas, conference space, and coffee in a common area. Free parking is available if you drive. Front-desk staff can assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this adults-only bed & breakfast include an arcade/game room, a library, and express check-in.
Breakfast included
Parking included

Calderwood Inn
25 West Grant Street Healdsburg CA
$181 nightly
The price is $210 total per night
$210 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
A local mainstay since 1903, Calderwood Inn offers free WiFi in public areas, a library, and a terrace. If you decide to drive, there's free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a garden and a picnic area.
Breakfast included
Pet friendly

The Madrona
1001 Westside Road Healdsburg CA
$562 nightly
The price is $642 total per night
$642 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
Guests of The Madrona have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free valet parking if you drive. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, securing valuables, and tours or tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this adults-only hotel include a seasonal outdoor pool, a meeting room, and express check-out.
Pool
Breakfast included

Best Western Dry Creek Inn
198 Dry Creek Rd Healdsburg CA
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $138 total per night
$138 total
Dec 29 - Dec 30
Total with taxes and fees
Renovated in 2022, Dry Creek Inn MOD Collection by Sonesta offers an outdoor pool, free WiFi in public areas, and a business center. Self parking is available for USD 5.00 per day. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this family-friendly hotel include coffee/tea in a common area, a microwave in a common area, and a meeting room.
Pool
Pet friendly
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.
Healdsburg hotels essential information
Accommodation | 500 hotels |
|---|---|
Lowest Price | $138 |
Highest Price | $642 |
Popular hotels | Healdsburg Inn on the Plaza, A Four Sisters Inn, Hotel Healdsburg, The River Belle Inn, Calderwood Inn, The Madrona, Best Western Dry Creek Inn |
Recent Historic Hotels Reviews

Appellation Healdsburg
5/5 Excellent
"All around fantastic stay. Super new and clean. Very calm. The fitness center was amazing. Staff were always super helpful, kind, and down-to-earth. The pour-over coffee station in the room was a hit, and so was the design and aesthetic on every turn. We will be back!"
A verified traveler stayed at Appellation Healdsburg
Posted 1 day ago
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