Valley Views

4.6 (8 reviews)

From $39

Down in the valley where the green grass grows...you'll find charming towns, get lost in lush vineyards, take in vast views, and hike scenic trails on this countryside road trip. 

When to Go Weds - Sat, Sprin - Fall
ends near Wolfville, NS

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  • Free Shipping on Orders $100+
  • 30-Day Returns & Exchanges
  • No Booking Required

essentials for your trip

Mint Road Trip Journal

Mint Road Trip Journal

Track all your local adventures - big or small - in one place. With space...

Road Trip Tote Bag

Road Trip Tote Bag

An essential tote bag for your road trip ahead. Carry everything from your surprise package...

Trip Highlights

  • A couple of cute cafes for sweet treats
  • Award winning wineries with stunning views (alternative options available)
  • Idyllic hikes under 2.5 km
  • Picturesque towns
  • A unique brewery with a few hidden surprises
  • Multiple recommendations included on every stop

How Long Is This Trip?

See the approximate total round-trip driving distances/times below. These are driving distances only and do not factor in time spent at stops.

• From Halifax: 2 hours and 40 minutes / 198 km

• From Lunenburg: 3 hours and 34 minutes / 284 km

• From Truro: 3 hours and 40 minutes  / 332 km

• From New Glasgow: 4 hours and 52 minutes / 459 km

When Can I Go?

Days of the week: Wednesday through Saturday

Seasons: Spring through Fall

Not recommended: Sundays, Mondays, Tuesdays, Winter, and Holidays

Shipping & Returns

Shipping: Free shipping on orders over $100. Standard shipping takes 4–10 business days. Need it faster? Choose the fastest option at checkout for 2–4 business day delivery.

Returns: Not the right fit? Reach out within 30 days of purchase to start a return. Products just need to be unopened, unused, and in their original packaging, return shipping is your responsibility. Digital trips, gift cards, and opened products can't be returned.

Exchanges: Want a different trip instead? Email us at questions@guesswheretrips.com within 30 days of your order, there's a small $8 reshipping fee to send your new pick out. Digital trips cannot be exchanged.

Read our full return policy →

Valley Views

4.6 Physical Package

Here's How It Works

Browse by location and find a surprise trip that fits your day. Every route is road-tested by our team.

Your surprise destinations stay sealed until you're ready for them. One envelope at a time on the road, all day long.

Hidden gems, local favorites, and stories you won't find on Google. That's what's waiting for you.

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Frequently Asked Questions

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Road Tested by Our Team

Our team spends 40+ hours researching, driving, and vetting every route: talking to locals, discovering hidden gems, and making sure every stop is worth your day.

We Remember Experiences, Not Things.

Research consistently shows that spending time together creates more lasting happiness than buying more stuff. Every Guess Where Trip is thoughtfully planned to help you reconnect, explore, and create memories that last long after the day is over.