Book Guest Houses in Windsor, CA
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Top Guest Houses in Windsor

Glen Ellen Inn
13670 Arnold Dr Glen Ellen CA
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $199 total per night
$199 total
Nov 11 - Nov 12
Total with taxes and fees
A bar/lounge and a terrace are featured at this guesthouse, along with free self parking. WiFi in public areas is free. A garden is also provided.
Parking included
Free WiFi

Calderwood Inn
25 West Grant Street Healdsburg CA
$128 nightly
The price is $148 total per night
$148 total
Nov 16 - Nov 17
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and a library are also on offer.
Breakfast included
Pet friendly

Okaeri Calistoga
1415 Foothill Blvd Calistoga CA
$545 nightly
The price is $626 total per night
$626 total
Dec 8 - Dec 9
Total with taxes and fees
This guesthouse features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
Breakfast included
Parking included

Guerneville Lodge
15905 River Road Guerneville CA
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $147 total per night
$147 total
Nov 26 - Nov 27
Total with taxes and fees
A hot tub is featured at this guesthouse, along with free WiFi in public areas and a terrace. A garden, a lobby fireplace, and a library are also on offer.
Hot Tub
Free WiFi

Vineyard Country Inn
201 Main Street St. Helena CA
An outdoor pool is featured at this guesthouse, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden is also provided.
Pool
Breakfast included

Wine Country Retreat w Pool & Spa - Near Vineyards
Santa Rosa CA
This guesthouse features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub

Escape to Sebastopol's charm, near The Barlow. We love Dogs!
Sebastopol CA
This guesthouse features a garden, laundry facilities, and barbecue grills.
Pet friendly
Free WiFi

Central Santa Rosa Getaway w/ Private Outdoor Space
Santa Rosa CA
$188 nightly
The price is $204 total per night
$204 total
Nov 8 - Nov 9
Total with taxes and fees
Stay at this guesthouse in Santa Rosa. Enjoy patios. Popular attractions Redwood Empire Ice Arena and Charles M. Schulz Museum are located nearby.

The Well House with outdoor seating and loft!
Middletown CA
$178 nightly
The price is $178 total per night
$178 total
Nov 16 - Nov 17
Total with taxes and fees
This guesthouse includes a garden and barbecue grills.
Air conditioning
Parking available

Love Shack private retreat
Middletown CA
$180 nightly
The price is $180 total per night
$180 total
Nov 9 - Nov 10
Total with taxes and fees
A garden is available at this guesthouse.
Air conditioning
Parking available

Bunkhouse at Side Road Farm charming one bedroom cottage
Healdsburg CA
A garden is available at this guesthouse.
Free WiFi
Air conditioning
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.
Top hotels in Windsor

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
8865 Conde Lane Windsor CA
$99 nightly
The price is $113 total per night from Dec 6 to Dec 7
$113 total
Dec 6 - Dec 7
Total with taxes and fees
9.2/10 Wonderful! (1,295 reviews)
Windsor Guest Houses essential information
Accommodation | 13 Guest Houses |
|---|---|
Lowest Price | $113 |
Highest Price | $626 |
Popular accommodation | Glen Ellen Inn, Calderwood Inn, Okaeri Calistoga, Guerneville Lodge, Vineyard Country Inn, Wine Country Retreat w Pool & Spa - Near Vineyards, Escape to Sebastopol's charm, near The Barlow. We love Dogs!, Central Santa Rosa Getaway w/ Private Outdoor Space, The Well House with outdoor seating and loft!, Love Shack private retreat, Bunkhouse at Side Road Farm charming one bedroom cottage, Daisy's Guest House |
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