Boston to Montreal - Exploring the Great Outdoors
USA
13 days / 12 nights
Fly Drive Holiday
Guide Price €2,849 per person (based on 2 adults sharing)
Fly Drive Holiday
Duration: 13 days/12 nights
Grand by name and grand by nature – tick off culture-filled cities, picture-perfect villages and spectacular landscapes on this journey through New England to Quebéc.
- Two countries and two diverse cities
- Pretty New England towns
- Year-round activities
- Spectacular scenery during all seasons
from €2,849
per person (based on 2 adults sharing)
Interested in this holiday? Call and speak to one of our travel experts.
Offers and News
Enjoy access to our latest offers, travel inspiration and news
Itinerary
Days 1-3 Boston, USA
Fly to Boston and spend your first few days exploring this iconic American city, with its picturesque skyline, historic landmarks and charming neighbourhoods. The Freedom Trail, Beacon Hill and the bustling waterfront are all easy to explore on foot.
Day 4 Boston to North Conway
Collect your car and journey through rural New Hampshire towards the friendly town of North Conway, your gateway to the majestic White Mountains.
Day 5 White Mountains
Drive through spectacular scenery on the Kancamagus Highway, keeping your eyes peeled for moose. Hike along the granite rock formations of Flume Gorge seeking out waterfalls or perhaps travel to the summit of Mount Washington on a cog railway.
Day 6 North Conway to Stowe
Cross into the state of Vermont, home to pristine countryside dotted with rolling hills and tiny towns. The quintessential village of Stowe is clustered around a picture-perfect white church with a lofty steeple.
Day 7 Stowe
Wander through Stowe village, exploring the quaint shops and sample locally made cider, cheese and maple syrup. Or head out on hiking and biking trails to soak up the alpine vistas.
Day 8 Stowe to Orford/Bromont, Canada
Today journey across the border into Canada, and through the pastoral beauty of Southern Québec. This region is an outdoor enthusiast and artist’s dream, thriving on its closeness to nature and impressive landscapes.
Day 9 Orford/Bromont
From hiking and biking to horse riding and wine tasting, there are many ways to enjoy the great outdoors which surround the Eastern Townships of Orford and Bromont.
Days 10-11 Orford/Bromont to Montréal
A short drive through the suburbs of Montréal provides ample time to drop off your car and discover the many delights of this vibrant city. From the grand architecture of Old Montreal to the seductive mix of cultures and thriving gastronomy scene, there is plenty to explore.
Days 12-13 Fly home
Price & Inclusions
- Flights
- 11 nights 3★ to 4★ hotels
- 7 days Alamo Gold Intermediate car hire incl zero excess insurance, a free tank of fuel, unlimited mileage, 24 hour Roadside Assistance & 3 additional drivers. A one way drop-off fee is payable locally
We negotiate new offers daily from discounted flights, tours and vehicle hire to free upgrades, added value and unique inclusions. Please call for our latest offers.
The tour itinerary, inclusions and departures are based on travel from 01/09/2026 to 15/07/2027. For holiday guide price terms and conditions, click here.
Work for Trailfinders
homeBook a Travel Centre Appointment
screen_shareBook a Virtual Appointment
Speak to a Travel Expert
We believe booking online is no substitute for one-on-one service. Between them our expert travel consultants have travelled to over 99% of the world's countries. As a result the service and advice they offer is second to none.
Your travel plans on the go
- View your up-to-date travel plans
- Book online & manage your account
- Flight details including baggage & seating
- Update your contact information
- Check visa & travel health requirements
- Access to E-Vouchers
- Trip Hub
Tales from the Trail
Top tips and travel inspiration from the Trailfinders team