Best Weekend Getaways from Berkshires
Escape Berkshires with these perfect weekend trips. Discover the best destinations within driving distance for a refreshing break.
Sometimes you just need to escape the city. Fortunately, Berkshires is surrounded by incredible destinations perfect for a quick weekend recharge. Whether you're looking for mountains, beaches, charming small towns, or wine country, you'll find amazing options just a short drive away. We've curated the best weekend getaways from Berkshires to help you plan your next mini-vacation.
Key Takeaways
- Most destinations are within a 2-3 hour drive from Berkshires
- Options range from relaxing nature retreats to active adventure trips
- Book accommodations 2-3 weeks in advance for weekends
- Consider leaving Friday morning or early Saturday to beat traffic
Top Weekend Getaways
Mystic Valley
Escape to Mystic Valley, a perfect destination for getaway lovers. Known for its stunning scenery and relaxing atmosphere, it offers a complete change of pace from Berkshires.
🗺️ Weekend Itinerary
Day 1
Explore the area's natural beauty with a refreshing morning hike.
Visit the area's most popular landmarks and attractions.
Enjoy dinner at a highly-rated restaurant featuring regional cuisine.
Day 2
Explore the area's natural beauty with a refreshing morning hike.
Wander through charming downtown shops and galleries.
Enjoy dinner at a highly-rated restaurant featuring regional cuisine.
🏨 Where to Stay
The Cheshire
Quality hotel in Mystic Valley with excellent amenities.
Gothic Heights Inn
Quality hotel in Mystic Valley with excellent amenities.
Drury Inn & Suites St. Louis Forest Park
Quality hotel in Mystic Valley with excellent amenities.
💰 Est. Budget
Sunny Wine Region
Escape to Sunny Wine Region, a perfect destination for getaway lovers. Known for its stunning scenery and relaxing atmosphere, it offers a complete change of pace from Berkshires.
🗺️ Weekend Itinerary
Day 1
Catch the spectacular sunrise from a popular viewpoint.
Visit the area's most popular landmarks and attractions.
Find the perfect spot to watch the sunset over Sunny Wine Region.
Day 2
Start your day at a local cafe with views of Sunny Wine Region's beautiful surroundings.
Try hiking, biking, or water activities depending on the season.
Enjoy dinner at a highly-rated restaurant featuring regional cuisine.
🏨 Where to Stay
Wrong Way River Lodge & Cabins
Quality hotel in Sunny Wine Region with excellent amenities.
The Saluda Inn
Quality hotel in Sunny Wine Region with excellent amenities.
💰 Est. Budget
Sunny Lake
Escape to Sunny Lake, a perfect destination for getaway lovers. Known for its stunning scenery and relaxing atmosphere, it offers a complete change of pace from Berkshires.
🗺️ Weekend Itinerary
Day 1
Browse local produce and artisan goods at the weekend farmers market.
Try hiking, biking, or water activities depending on the season.
Unwind at your accommodation or take a peaceful evening stroll.
Day 2
Catch the spectacular sunrise from a popular viewpoint.
Sample local wines or craft beers at a nearby tasting room.
Enjoy dinner at a highly-rated restaurant featuring regional cuisine.
🏨 Where to Stay
Garden of Manors
Quality hotel in Sunny Lake with excellent amenities.
Coastal Guesthouse Wilton Manors
Quality hotel in Sunny Lake with excellent amenities.
Chateau Mar Golf Resort Trademark Collection by Wyndham
Quality hotel in Sunny Lake with excellent amenities.
💰 Est. Budget
Practical Information
Best Time to Visit
The best time to visit weekend travel in Berkshires varies by location. Weekday afternoons typically offer a more relaxed experience, while weekends bring a lively atmosphere. Consider visiting during off-peak hours for shorter wait times.
Average Price
Prices range from $10-50 depending on the location and offerings. Budget-friendly options are available, as well as premium experiences for special occasions.
Parking Tips
Street parking is available near most locations, though it can be limited during peak hours. Consider using public transportation or ride-sharing services in busy areas. Some establishments offer validated parking.
Frequently Asked Questions
Berkshires offers many excellent weekend trips, each with its own unique character. The best choice depends on your preferences, but our guide highlights the top-rated options that consistently deliver quality experiences.
Timing varies by location, but generally weekday afternoons are less crowded. Weekends and evenings tend to be busier. We recommend checking individual locations for their peak hours and making reservations when possible.
Many weekend trips in Berkshires welcome families, though some cater more to adults. Check individual listings for specific policies and atmospheres to find the best fit for your group.
Prices vary widely depending on the location and offerings. Budget-friendly options start around $10-20 per person, while premium experiences can range from $30-50+. Most spots fall in the moderate $15-30 range.
For popular spots, especially on weekends, reservations are highly recommended. Some locations operate on a first-come, first-served basis. Check with individual establishments for their policies.
Most locations offer street parking or nearby parking lots. In busy downtown areas, public transportation or ride-sharing services may be more convenient. Check individual listings for specific parking information.
Enjoyed this guide? Share it!