Kenwood Luxury Getaway


Kenwood Luxury Getaway



1 month ago


3 Days/2 Nights


April - November


USD 1,250.00 per person


Dec 31, 2019
Kenwood Luxury Getaway
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Wine Country Trekking provides luxury European-style hiking vacations from the gateway city of San Francisco to the California Wine Country with a focus on superb hiking, lodging, food and wine.

Our treks are designed for the discerning, active traveler. They are located in the beautiful San Francisco Bay Area and include premier lodging, daily hikes between inns and private winery appointments. The hikes are designed for the traveler to explore the most beautiful and interesting sights the area has to offer. The inns are chosen not only for comfort, but for their beautiful rooms, natural settings and proximity to fine dining.

Our unique 3 day/2 night trek is designed for those looking for a special weekend getaway who enjoy hiking, and love luxury and fresh California cuisine. You will stay in one of the world's finest small luxury hotels and spas in the heart of the Sonoma wine country. This quick getaway provides excellent hiking and in-depth winery experiences in the lovely village of Kenwood in Sonoma County's Valley of the Moon. Although this trek is perfect for a weekend, it can be started on any day of the week except Saturday. Ask us about mid-week discounts.

The trek includes 2 days of hiking 8 to 10 miles (13 to 16 km) in beautiful state parks finishing with special wine tastings, including winery tours, cave tastings, and food pairings. It also includes wine tasting on your arrival day. Your lodging on this trek is 5 stars each night.


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Low Season: December - March, only $1000 per person.

Rates are based on double occupancy. Single occupancy rates are also available.


Day 1: Kenwood Wine Tasting
Kenwood, California, United States
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Plan on arriving in the lovely "Valley of the Moon", Kenwood, by 1:30 p.m. to enjoy your first wine experience of the trek. Your hotel is a small luxury inn and spa noted in Travel and Leisure as one of the top 100 hotels in the world and a Reader's Choice winner in 2010. Walk a short distance to a world class estate winery where they produce and make wines from only their vast estate. Enjoy learning about the estate as you are taken to their mountaintop terrace to sip excellent wines overlooking a stunning view of their vineyards and the Valley of the Moon. After tasting, return to the inn to relax before a wine country dinner, either at the inn or an excellent nearby restaurant.

Hiking today: No long hikes are planned for your arrival day. You will walk about 1 mile between your inn and the winery.

Day 2: Annadel Hike And Wine Tasting
Sonoma Valley, California, United States
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Today you will be transported to Annadel State Park, to hike amongst the oak, chapparal, and redwoods. After a picnic lunch in the park, you will walk to a lovely private family wine estate to enjoy an in-depth vineyard experience and wine tasting. Then continue your walk through the quaint village of Kenwood and end at a special winery where you will enjoy a wine tasting in the coolness of their cave. A short walk brings you back to the inn to relax before dinner, which can once again be enjoyed at the inn or an excellent nearby restaurant.

Hiking today: 10 miles (16 km) with 600 feet (180 m) elevation gain and 800 feet (240 m) elevation loss.

Day 3: Hood Mountain Hike And Wine Tasting
Mt. Hood, California, United States
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Today is a gorgeous and challenging hike in Hood Mountain Regional Park. After another short transport, you will hike up to the top of a 2700 foot mountain and enjoy your picnic lunch on a rock outcropping overlooking one of the best views in the wine country. After meandering down the mountain you will finish your trek with a wonderful food and wine pairing experience at one of California's premier wineries.

Your quick getaway has come to an end; a transport will return you from the winery to your inn.

Hiking today: 8 miles (13 km) with 2100 feet (640 m) elevation gain and 2300 feet (700 m) elevation loss. (Note: If you would prefer to make your last day a wine tasting day or a spa day, rather than hiking, please let us know.)


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  • Hiking 8 to 10 miles (13 to 16 km)
  • Elevation gain up to 2100 feet (640 m)
  • 1 day wine tasting
  • 2 days hiking and wine tasting
  • Stay in a luxury inn
  • All breakfasts and lunches
  • Wine tastings included
  • Transfers during the trek
  • Detailed maps and trail notes
  • All taxes, fees and tips


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Experience the wine country of California on foot in the European way, walking from inn to inn with your own travel partners. At the end of each day enjoy the luxury of a delicious meal, fine wine, and comfortable room. We make it simple by making all the arrangements and transporting your luggage. Our treks are self-guided so you can enjoy your own flexible schedule without tour groups or buses. We provide a detailed itinerary, custom maps, and excellent trail notes, so you can travel in confidence while enjoying the freedom of managing your own time.

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