Cloverdale Vacations from $499

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Your Cloverdale Vacation

Lock in a Cloverdale vacation package and you can focus on what matters — having fun. No more planning nightmares, just lots more time to experience the delights of this fascinating city, such as its welcoming locals and friendly locals. Sbragia Family Vineyards, Fritz Underground Winery and BobDog Winery are just a few of the many sights worth visiting during your trip to Cloverdale. No matter your travel plans or the size of your budget, putting together a tailored Cloverdale vacation is a piece of cake with Expedia.

The Latest Cloverdale vacation packages

Price found within the past 48 hours. Click for updated prices.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $903, price is now $499 per person
$499
per person
Feb 14 - Feb 17
found 16 hours ago
Roundtrip flight included
Mesa (AZA) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
The staff was helpful and kind.

Reviewed on Dec 30, 2025

Silverado Resort

Silverado Resort

4 out of 5
Save 100% on your flight
Price was $1,337, price is now $787 per person
$787
per person
Feb 23 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.8/10 Excellent! (1,053 reviews)
We felt immediately welcome. Great staff and our suite is wonderful.

Reviewed on Dec 29, 2025

Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

4 out of 5
Save 100% on your flight
Price was $1,234, price is now $734 per person
$734
per person
Feb 23 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.6/10 Excellent! (305 reviews)
We had a great time! Lovely staff, excellent accommodations and everything was clean, easy and thought through!

Reviewed on Jan 2, 2026

Stanly Ranch, Auberge Collection

Stanly Ranch, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $3,749, price is now $2,286 per person
$2,286
per person
Feb 23 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
9.4/10 Exceptional! (165 reviews)
The design, the activities, the outstanding effort of the staff to make everyone happy and feel special. Everything amazing except passive agressive baristas at the cafe part, sorry but I had to tell that. But even the bad vibes there weren’t enought to take off any points. Definitely will visit again! Super lovely place

Reviewed on Nov 27, 2025

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
Price was $1,315, price is now $827 per person
$827
per person
Feb 23 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.8/10 Excellent! (1,344 reviews)
The Studio was perfect it felt so cozy. Great customer service definitely will b coming back.

Reviewed on Dec 25, 2025

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Discover the most popular places to visit in Cloverdale

Fritz Underground Winery

You can enjoy a tasting or tour at Fritz Underground Winery during your travels to Cloverdale. Check out the top-notch restaurants or wineries in this walkable area.

Fritz Underground Winery

Cloverdale Historical Society

You can spend an afternoon browsing the exhibits at Cloverdale Historical Society during your trip to Cloverdale. Savor the top-notch restaurants and wineries while in town.

Cloverdale Historical Society

Geyser Peak Winery

You can enjoy a tasting or tour at Geyser Peak Winery during your travels to Cloverdale. Check out the top-notch restaurants or charming coffeehouses in this walkable area.

Geyser Peak Winery

Cloverdale Hotel Deals

Super 8 by Wyndham Cloverdale Wine Country

Super 8 by Wyndham Cloverdale Wine Country

2 out of 5
1147 S Cloverdale Blvd Cloverdale CA
8.2/10 Very Good! (642 reviews)
We have family nearby so it is convenient.

Reviewed on Oct 11, 2025

Get rates
Super 8 by Wyndham Cloverdale Wine Country
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 out of 5
8865 Conde Lane Windsor CA
Fully refundable
$95 nightly
The price is $108 total per night from Jan 11 to Jan 12
$108 total
Jan 11 - Jan 12
Total with taxes and fees
9.2/10 Wonderful! (1,275 reviews)
Was easy and fast

Reviewed on Dec 30, 2025

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Montage Healdsburg

Montage Healdsburg

5 out of 5
100 Montage Way Healdsburg CA
Fully refundableReserve now, pay when you stay
$737 nightly
The price is $857 total per night from Feb 1 to Feb 2
$857 total
Feb 1 - Feb 2
Total with taxes and fees
9.4/10 Exceptional! (119 reviews)
Yes

Reviewed on Dec 3, 2025

Montage Healdsburg
See all 1,713 properties in Cloverdale
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.

Find the Best Cloverdale Vacation Packages

Cloverdale Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sonoma County Airport (STS)
Population
8,800
Max Temp Winter
60ºF
Max Temp Summer
85ºF
Top Sights
Francis Ford Coppola Winery, Dry Creek Vineyard and Trentadue Winery

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Frequently asked questions

How much does a Cloverdale vacation package cost?
You can pick up a vacation package to this top destination from $499 on Expedia. But how much your vacation to Cloverdale costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Cloverdale?
You're likely to find lower prices and greater availability in January, October and December. Browse our cheap Cloverdale vacation packages and you could score some great off-season deals.
How many days is enough for Cloverdale?
When planning your Cloverdale vacation, a few days will be enough to explore all the highlights. Be sure to visit BobDog Winery — it's one of the top sights in this destination. If you're looking for more adventure, think about basing yourself here and venturing off on some day tours from Cloverdale.
How to find the best Cloverdale package deals?
Begin your search for a Cloverdale package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Cloverdale package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cloverdale escape off to a flying start.
Is it cheaper to book a Cloverdale vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Cloverdale vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Cloverdale?
If you're planning a spontaneous Cloverdale vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Cloverdale vacation packages?
If you're anything like us, you love going away but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Cloverdale break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.