Vintage Vibes & Views
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Vintage Vibes & Views

Vintage Vibes & Views

Regular price $65.00 CAD
Sale Sold out

One trip is required per group.

* "PDF Instant Download" means the trip will be sent by email as a PDF document, and not by mail (the email is sent immediately after completing your purchase)


Immerse yourself in quintessential New England charm as you wind along picturesque roads to a number of nature trails, cozy cafes, historic small towns and an incredibly funky garden.

Trip Highlights

  • A cozy cafe in an old mill
  • Boardwalks, beaches, and botanical gardens
  • An idyllic European-style winery
  • Scenic winding roads
  • Timeless small towns


This trip best done from Tuesday - Sunday throughout the year.


  • Families
  • Photographers
  • Seniors
  • Outdoor Adventurers
  • Foodies



Before getting your steps in to start the day, check out a quaint and historic hamlet. Drive time to the second stop is 15 minutes.


Pick your preferred trail, grab a sweet treat, or head to a local winery and enjoy all that this region has to offer. Drive time to the third stop is 20 minutes.


Lunch in a unique destination, a beach or boardwalk trail, or a cute small town? The choice is yours! Drive time to the fourth stop is 25 minutes.


We have picked the most amazing destination to finish your surprise road trip! Think tons of epic eateries, a quirky museum, a colorful stroll and more.



Can depart from

Boston Area, Providence Area

Before you go

What You'll Need to Bring

  • Bug Spray
  • Camera
  • Cash
  • Walking Shoes
  • Water
  • Reusable Shopping Bags
  • Road Trip Snacks
  • Sunscreen (lots of easy outdoor activities)

Additional Details

  • Kid-Friendly
  • Dog-Friendly


We're here to help!

Please see the approximate driving distances below. Please note this just includes round-trip driving distances and not time spent at stops.

  • From Boston, MA:

3 hours and 10 minutes / 146 miles

  • From Providence, RI:

2 hours and 10 minutes / 85 miles

  • From Worcester, MA:

3 hours and 25 minutes / 161 miles

  • From Springfield, MA:

4 hours and 50 minutes / 253 miles

  • From Hartford, CT*:

4 hours and 55 minutes / 242 miles

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

This trip is best done Tuesday - Sunday, and can be done year-round.

We recommend leaving anytime between 8:30 am and 9:00 am from the Boston area.If you are leaving from Providence you can leave between 9:00 am and 9:30 am!

This trip is somewhat pet-friendly! At every stop there will be at least one option for you to explore with your furry friend, but it will limit you from going into a handful of shop and restaurant suggestions.

We recommended bringing up to 5 people on your surprise road trip.

If you're bringing a larger group, we highly recommend having one person in charge of booking reservations at restaurants and attractions in advance. Please see the previous page for a copy of the digital itinerary.

First Stop: No fee

Second Stop: No fee

Third Stop: No fee

Fourth Stop: One of our featured suggestions requires a significant entrance fee per person ($), but it is so worth it! We’ve provided many free alternatives as well.

*Please note: gas, tolls, and food may be additional costs.

After booking your trip, we'll send you a confirmation email with a few recommended accommodation options.

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