Beginning of main content

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Check prices on hotels in Pico Island

Tonight May 27 - May 28
This weekend May 31 - Jun 2
Next weekend Jun 7 - Jun 9

Featured Pico Island Winery Hotels

See all 177 Properties in Pico Island

Estimated price for 1 night/2 adults

4.0 out of 5.0 Pocinho, Madalena
4.6/5 (13 reviews)
$199/ night for 2 guests

Luisa was an incredible host and extremely helpful. The property was gorgeous and right next to the ocean. The room was very clean and comfortable. Great location! We wish we could have spent more time there.

Reviewed on May 14, 2019
Hotel Caravelas
Hotel Caravelas
4.0 out of 5.0 Rua Conselheiro Terra Pinheiro, 3, Madalena
3.9/5 (107 reviews)
$74/ night for 2 guests

Pleasant hotel, with a great location...good room size. Easy parking space for access to the lounge.

Reviewed on Mar 31, 2019

Your Guide to Pico Island Winery Hotels

If you are searching for a vacation where you spend time enjoying the finer things in life, then look no further than touring a wine region. Pico Island is quickly becoming a locale where wine-lovers try the latest styles, as well as travelers wanting to learn more about all that goes into the making of a bottle of wine. Pico Island offers a great starting point for you to check out all the characteristic of each wine and the qualities that make this town a must for any wine-based vacation. But even if you are spending most of your trip toasting to your friends, you'll need a place to stay. Expedia has 177 hotels near wineries, making it easy to tour, toast, and appreciate Pico Island's wine region.

Toast to Your Vacation

Expedia has Pico Island lodgings near wineries for almost any budget You will find everything from luxury lodgings that pull out all the stops to budget hotels that provide just about everything you need at a great rate. And whichever one you decide on, you can rest easy knowing that you will be welcomed with plenty of amenities, a comfy bed, and accommodations near Pico Island's wineries.

Once you get comfortable in your hotel, head out to some of Pico Island's best wineries. You'll find there isn't a more relaxing holiday than exploring wine caves and walking down rows of grape vines, all while sampling the end result of so much dedication and hard work. From dark, bold Cabernet Sauvignons to light, crisp Chardonnays, your palate will be traveling as much as you are. It's true that you can get a bottle of wine from your neighborhood store, but tasting local wines while being surrounded by the same vineyards that produced them is a one-of-a kind experience.

Reserve a Pico Island Winery Hotel Today!

Wine has been the muse for numerous songs, movies, books, and poems. It makes sense that it could be the inspiration for your next great trip Your Pico Island vacation is moments away. Expedia has hotels near wineries ranging from $74 to $199. If you want to find out which accommodation might be the best for your Pico Island wine tour, then make sure to read through our 120 reviews. But unlike a fine wine that gets better with age, these deals won't last long. Reserve today to get your preferred room for your Pico Island vintage vacation.