Healdsburg Luxury Hotels
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Featured Healdsburg Luxury Hotels

Hotel Vinea, a Travelodge by Wyndham
178 Dry Creek Rd Healdsburg CA
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $120 total per night
$120 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hotel Vinea, a Travelodge by Wyndham features free WiFi in public areas and a picnic area. If you decide to drive, there's free parking. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a vending machine and a garden.
Breakfast included
Parking included

Healdsburg Inn on the Plaza, A Four Sisters Inn
112 Matheson Healdsburg CA
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $202 total per night
$202 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

Fairview Inn and Suites
74 Healdsburg Ave Healdsburg CA
Free Cancellation
$118 nightly
The price is $137 total per night
$137 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Fairview Inn and Suites, guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. You can take advantage of free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this hot springs motel include a seasonal outdoor pool and express check-out.
Pool
Hot Tub

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 26 - Dec 27
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

H2Hotel
219 Healdsburg Ave Healdsburg CA
Free Cancellation
Reserve now, pay when you stay
$266 nightly
The price is $309 total per night
$309 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
Guests of H2Hotel have access to a full-service spa, an outdoor pool, and conference space. Multilingual staff at the 24-hour front desk can assist with luggage storage, concierge services, and securing valuables. 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 a business center, express check-out, and free newspapers.
Pool
Spa

27 North
27 North St Healdsburg CA
Free Cancellation
Reserve now, pay when you stay
$640 nightly
The price is $744 total per night
$744 total
Dec 28 - Dec 29
Total with taxes and fees
At 27 North, guests have access to free WiFi in public areas, meeting rooms, and a library. If you plan to drive, free parking is available. The front desk is staffed 24/7 to help with securing valuables, concierge services, and luggage storage. Other amenities at this luxury hotel include free newspapers, laundry facilities, and a banquet hall.
Parking included
Free WiFi

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

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

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
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 | 501 hotels |
|---|---|
Lowest Price | $120 |
Highest Price | $744 |
Popular hotels | Hotel Vinea, a Travelodge by Wyndham, Healdsburg Inn on the Plaza, A Four Sisters Inn, Fairview Inn and Suites, Best Western Dry Creek Inn, H2Hotel, 27 North, The Madrona, Hotel Healdsburg, Calderwood Inn |
Recent Luxury Hotels Reviews

Hotel Vinea, a Travelodge by Wyndham
5/5 Excellent
"♡"
A verified traveler stayed at Hotel Vinea, a Travelodge by Wyndham
Posted 7 days ago
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