Chalk Hill Cottages

A group of large hot air balloons, including a yellow one with a face, and a white van with cartoon characters.

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Our top choices for Chalk Hill cottages

A building with a sign that reads "Russian River Brewing Company."

1. Wine Country Cottage in downtown Santa Rosa, CA

Santa Rosa

suzanne g.

HK$3,488 total

includes taxes & fees

20 Oct - 21 Oct

A small, single-story house with a front porch, a chimney, and a door with a window above it.

2. Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Calistoga

"We stayed here 15 years ago , same bedspreads and no new updates . We love it for its cozy feeling , and love the peacefulness of staying in Calistoga. We walked across the street for an awesome dinner at Sam’s Social club , walked down the street to shop and cruise around this quaint town . It’s a high price point , but we always enjoy our time there . I worry that if they ever remodel this place , the price point will be more than what it’s worth a night , for which I don’t believe would be...

William

HK$3,756 total

includes taxes & fees

20 Oct - 21 Oct

A modern building with a metal exterior, a wooden door, and a small window on the side.

3. Country Carriage House in Downtown Geyserville, Vineyard Views

Geyserville

Gina I.

HK$3,089 total

includes taxes & fees

22 Oct - 23 Oct

yard view of old growth stump, stairs to front door, gate from off-parking

4. Pumpkin House Summary

Guerneville

Nathan B.

5. Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Calistoga

Paul L.

HK$3,756 total

includes taxes & fees

20 Oct - 21 Oct

A house with a porch, a wooden door, and two rocking chairs. There are two suitcases and a table with bottles on the porch.

6. Escape to wine country in your independent cottage in downtown Calistoga

Calistoga

"We absolutely loved our stay! The home was clean, quiet, private, and incredibly convenient. We were especially grateful that the hosts allowed our three dogs, which made this trip extra special. We spent a few days enjoying Calistoga and Napa before taking our sweet pup to UC Davis, and this was the perfect place for us. As empty nesters, we love traveling with our three dogs and hope to stay here again someday!"

Jennifer G.

HK$3,756 total

includes taxes & fees

20 Oct - 21 Oct

A wooden deck with a stone pathway leading to a hammock.

7. Stunning Sauna Cottage Retreat on Private Vineyard

Sebastopol

Cesar R.

HK$3,783 total

includes taxes & fees

20 Oct - 21 Oct

A cabin with a wooden deck, a balcony, and a staircase leading to a door.

8. Hillside Retreat in the Redwoods | Hot Tub

Guerneville

John B.

HK$4,545 total

includes taxes & fees

22 Oct - 23 Oct

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Top Chalk Hill Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8/10 Good

"Our experience was mostly very positive. The room was very clean and the bed was quite comfortable. My complaints are that the pool was too cold for an evening swim and the complimentary breakfast was not well maintained. We had to report to the desk that there were no eggs or biscuits. It took a while, and when they were brought in the biscuits were okay but the eggs were not all that great. Also, while not the hotel's fault, the street noise was quite loud in our room in the early evening. It settled down around 10:00. That said, I would stay here again."

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

10/10 Excellent

"The flamingo hotel was a very pleasant surprise! If you’re a lover of that time. Or madman, you’ll absolutely love this hotel! Very thoughtful execution of the interior from the moment you drive up to all of the details in our room and bathroom. We were celebrating my husband‘s 60th birthday and our 31st wedding anniversary and the staff left a special surprise and handwritten note that was a lovely welcome to our trip and our stay. We look forward to coming back again on another trip and being able to take advantage of the beautiful pool!"

Find out more about Chalk Hill