1-Day Dog-Friendly Itinerary: Digby to Chester, Annapolis Valley

Day 1: Dog-Friendly Exploration

Digby, Canada

8:00AM

Breakfast at The Fundy Restaurant

Start your day with a hearty breakfast at The Fundy Restaurant, known for its dog-friendly patio and mouth-watering pancakes.
Located on Water St, just a short walk from the Digby waterfront.
CAD 20, 1 hour

9:30AM

Explore Digby Neck and Islands

Take a scenic drive down Digby Neck, enjoying stunning ocean views while your dog enjoys the fresh air along the roadside parks.
Follow NS-217 for approximately 20 km. Stop at various scenic lookouts along the way.
Free, 2 hours

11:30AM

Visit Point Prim Lighthouse

Enjoy a quick stop at the iconic Point Prim Lighthouse, where you can stroll the grounds with your dog and take in panoramic ocean views.
Continue on NS-217 for 15 minutes, then follow the signs to Point Prim.
CAD 5, 1 hour

12:30PM

Lunch at The Shore Road Kitchen

Dine at The Shore Road Kitchen, a cozy dog-friendly café known for its locally sourced menu and welcoming atmosphere.
Head back to Digby and take NS-101 towards Chester.
CAD 25, 1.5 hours

2:00PM

Travel to Chester

Make your way to Chester, enjoying the beautiful Nova Scotia scenery along the drive.
Continue on NS-101 for about 30 minutes to Chester.
Free, 30 minutes

2:30PM

Exploring Chester Village

Take a leisurely walk around Chester Village, where you can explore small shops and let your pup sniff around the waterfront.
Stroll along the main street and visit the waterfront area.
Free, 1 hour

3:30PM

Visit the Chester Art Centre

Discover local art at the Chester Art Centre, which often hosts dog-friendly outdoor events and art shows.
Located just off the main village area.
Free, 1 hour

4:30PM

Head to the Annapolis Valley

Take a short drive to the Annapolis Valley, known for its stunning landscapes and various pet-friendly attractions.
Drive NS-3 south towards the Annapolis Valley.
Free, 30 minutes

5:00PM

Wine Tasting at Gaspereau Vineyards

Finish your day with a delightful wine tasting at Gaspereau Vineyards, where friendly dogs are welcome on the patio.
Follow the signs from the highway to Gaspereau Vineyards.
CAD 10, 1.5 hours

6:30PM

Dinner at The Port Pub

Savor dinner at The Port Pub, a dog-friendly pub offering a variety of seafood dishes and local craft beers in a relaxed setting.
A short drive east from Gaspereau Vineyards.
CAD 30, 1.5 hours
View Hotel Availability