A winding road surrounded by trees with autumn leaves
Scenic Sights & Tasty Bites
Hand holding up a donut from a bakery
Boutique store with clothes, accessories, and home goods.
Scenic Sights & Tasty Bites
Scenic Sights & Tasty Bites

Scenic Sights & Tasty Bites

5.0 (2 reviews)

From $39

Bakeries, breweries & views - oh my! With the perfect mix of outdoor adventures, local farms, and tasty bites, this is the ideal trip for your whole road trip crew. The perfect road trip for any Little Women movie fans too!

When to Go Weds - Sun, May - November
ends near Newburyport, MA

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

essentials for your trip

Road Trip Tote Bag

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

$5

Trip Highlights

  • Local farms, orchards and breweries
  • A Little Women (2019) filming location
  • Winding roads between stops
  • A year-round beachside stroll
  • Make a furry friend
  • Multiple recommendations included on every stop

How Long Is This Trip?

  • From Boston, MA:

2 hours and 35 minutes / 101 miles

  • From Worcester, MA:

3 hours and 45 minutes / 172 miles

  • From Manchester, NH:

3 hours / 125 miles

  • From Providence, RI*:

4 hours and 8 minutes / 210 miles

*We recommend booking a hotel if the driving distance is greater than 4 hours round-trip.

When Can I Go?

Days of the week: Wednesday through Sunday

Months: May to November

Not recommended: Mondays, Tuesdays, December through April, 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 →

Scenic Sights & Tasty Bites

5.0 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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What People Love About Our Trips

Rated 4.9/5.0 stars

What an Amazing Day!

Our daughter gave us this for Christmas and we finally pulled it out this week, July now. We love a road trip and loved the mystery of each new step. Great things to see and experience. Great restaurants to enjoy. I’ve recommended it to all my friends. Amazing.

Donna S. 🇨🇦

First Time…There WILL be a second!

Knowing the area we went I was very pleasantly surprised. We saw things I did NOT know existed! One of the stops was closed however we were able to walk up to it for a photo.

Mary Y. 🇨🇦

Great day away!

Did this trip with my mom for Mother’s Day. Lots of quaint little stops and places to explore! They also gave a few options at each stop so you could choose your own adventure! Will definitely be doing this again, had a wonderful time!

Megan M. 🇨🇦

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.

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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.