
Healdsburg Vacations from ¥142,128
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The Latest Healdsburg Vacation Packages
Price found within the past 48 hours. Click for updated prices.





Hotel 1550
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Nagoya (NGO) to San Francisco (SFO)
9/10 Wonderful! (1,003 reviews)
It seems like a smaller boutique hotel like this is able to give you better service, at least that was my experience. I would not hesitate to book this hotel again.
Reviewed on Aug 14, 2025
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Healdsburg Hotel Deals

The Lodge at Healdsburg, Tapestry Collection by Hilton
1261 Grove St, Healdsburg, CA
Fully refundableReserve now, pay when you stay
The price is ¥21,940 per night from Sep 2 to Sep 3
¥21,940
¥25,494 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (311 reviews)
"Property is really nice and in a great location! Service/staff was wonderful. So friendly and nice and kind. Our room was lovely except for the fact that the carpet was very dirty and the floor wasn’t clean at all. Our feet were black from walking around the room and we had to wash them constantly. ..."
Reviewed on Aug 14, 2025

Montage Healdsburg
100 Montage Way, Healdsburg, CA
Fully refundableReserve now, pay when you stay
The price is ¥125,163 per night from Sep 10 to Sep 11
¥125,163
¥158,625 total
Sep 10 - Sep 11
includes taxes & fees
9.4/10 Exceptional! (103 reviews)
"The Montage is such a stunning and blissful place to stay in wine country! The service and people were always very nice. Upon arrival, they greeted us with a "splash" of welcome wine and drove us to our room via golf cart. The rooms are beautifully appointed...ours had a vineyard view with a fire ..."
Reviewed on Jun 1, 2025

Best Western Dry Creek Inn
198 Dry Creek Rd, Healdsburg, CA
Fully refundableReserve now, pay when you stay
The price is ¥19,067 per night from Sep 2 to Sep 3
¥19,067
¥22,155 total
Sep 2 - Sep 3
includes taxes & fees
7.8/10 Good! (1,000 reviews)
Trip to Windsor with the girls ❤️
"We ate at Peppers food was great & close to the Hotel which was nice, our beds were comfy & internet worked great wish there would have been a hot tub & breakfast in the morning but other then that it was nice"
Reviewed on Aug 12, 2025
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.
What to do in Healdsburg

Sonoma Horseback-Riding Tour
¥19,052
per adult
100% of travellers recommend

Icon Wine & Food Pairing at Williamson Wines in Healdsburg
¥7,385
per adult
84% of travellers recommend

Healdsburg Wine and Food Pairing Guided Walking Tour
¥20,529
per adult
96% of travellers recommend
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