Leave Winchester around 6:00 AM for the long drive to Woodstock, allowing roughly 9–10 hours including fuel, meal, and rest stops. Take Highway 417 toward Montréal, then continue on Autoroute 20 past Québec City, Autoroute 85 through the Témiscouata region, and Route 2 into New Brunswick. This is a demanding travel day, so rotate drivers if possible and plan fuel stops before entering the quieter stretches near the provincial border. Keep passports or identification handy if your route or navigation app unexpectedly suggests crossing into the United States, and expect late-afternoon traffic around Québec City and occasional construction delays.
On arrival in the Woodstock area, continue first to Hartland Covered Bridge, about 25 minutes from central Woodstock. Allow 30–45 minutes to walk beside the Saint John River and view the bridge from both ends; the covered structure is the world’s longest covered bridge, stretching for roughly 390 metres. The exterior and surrounding riverfront can be enjoyed at any time, while the small visitor facilities may have seasonal hours and are best treated as a bonus rather than something essential. Parking is generally straightforward near the bridge, but take care on the approaches and keep the visit relaxed after the long drive.
Return to Woodstock for a simple supper close to your hotel rather than adding more driving. The BellAliant Centre Café is a practical casual option when open, while downtown Woodstock has several relaxed family restaurants and takeout spots; budget about C$20–35 per person before drinks. Confirm evening hours en route, as smaller New Brunswick restaurants can close earlier than expected outside peak dinner times. After eating, check in, refuel the vehicle if needed, and keep the evening quiet—the early departure toward Halifax the next morning will be much easier after a proper rest.
Leave Woodstock around 7:00 AM for the drive to Halifax, allowing 5½–6½ hours with fuel and meal stops. After arriving, check in and leave the car at the Best Western on Saint Margaret’s Bay Road if possible; confirm whether parking is included before heading back out. Because this is a full travel day, keep the afternoon focused rather than trying to add extra Halifax sightseeing.
Drive about 1 hour from the hotel to Lunenburg Old Town, where the colourful waterfront buildings, narrow streets, and harbour make for an easy two-hour wander. Begin along Montague Street and the waterfront, then explore the independent shops and historic lanes before visiting The Fisheries Museum of the Atlantic. Allow 1–1½ hours inside; it is generally open until late afternoon or early evening in September, but check the 2026 schedule before leaving. Admission is usually in the C$15–25 range for adults, and the waterfront parking lots are the most convenient choice.
Continue roughly 45 minutes to Peggy’s Cove Lighthouse. Allow 1–1½ hours for the lighthouse, fishing village, and granite shoreline, using the designated parking area and staying well back from wet or dark rocks—the waves can be unexpectedly powerful. September light is excellent here, but arrive with enough time before sunset and do not rush the drive. Return to Halifax, usually about 50 minutes, then take a relaxed 45–60-minute walk along the Halifax Waterfront Boardwalk if energy allows. Finish with dinner at The Bicycle Thief, on Upper Water Street, a polished waterfront restaurant where entrées commonly run about C$35–60 per person before drinks and gratuity; reserve ahead, especially for a harbour-view table.
Start with the Canadian Museum of Immigration at Pier 21, a short walk from the waterfront hotels and an especially worthwhile stop before leaving Halifax. Allow 1½–2 hours for the galleries and passenger stories; it is generally open from about 10:00 AM, with admission roughly C$15–20 for adults. Afterward, walk a few minutes along Marginal Road to the Halifax Seaport Farmers’ Market for coffee, pastries, prepared food, and locally made crafts. Set aside C$15–30 per person, and aim to finish by noon so you can check out and load the car without rushing.
Drive west on Highway 102 and the Trans-Canada Highway to Best Western Plus Moncton, 300 Lewisville Road, arriving around 3:00 PM if traffic and your market stop cooperate. Leave luggage at the hotel or complete check-in, then continue by car to Magnetic Hill in northwest Moncton—about 20 minutes from the hotel. Allow 30–45 minutes for the signed optical-illusion drive and photographs; the attraction is seasonal, so check the September 2026 operating status and fee before setting out. The nearby lookout and visitor area are easiest by car, with little shade, so bring water.
Continue roughly 25 minutes to the Shediac Giant Lobster, where 20–30 minutes is enough for photos and a quick look at the interpretive displays. Then drive to Pointe-du-Chêne Wharf for a relaxed stroll along the water before spending about an hour at Parlee Beach Provincial Park. Early September can still be pleasant, but the water is chilly; check the park’s day-use and parking arrangements before arrival. Return to Moncton in approximately 30 minutes, allowing extra time if you stop for the sunset along the coast.
Have dinner at the Japanese restaurant near 599 Main Street—confirm the exact restaurant name, hours, and whether reservations are accepted before leaving, as several businesses use Main Street addresses. Allow about C$25–45 per person. After dinner, return to the hotel; this is a full travel-and-sightseeing day, so save the evening for rest rather than adding another attraction.
Begin at Resurgo Place on Mountain Road, ideally around 9:30 a.m. Allow 1½–2 hours for the interactive galleries on Moncton’s railway, immigration, and transportation history. Admission is usually around C$10–15 for adults, with reduced rates for seniors and children; check the current schedule before setting out, as opening times can vary. Afterward, walk toward the Moncton Farmers’ Market downtown—roughly 10–15 minutes on foot—for browsing, coffee, and lunch. The market is generally busiest late morning and often operates until mid-afternoon on Saturdays, so verify that it is open on your date; budget about C$15–30 per person for a casual meal.
After lunch, check the official Petitcodiac River tide timetable and position yourselves at Riverfront Park about 20–30 minutes before the predicted tidal-bore time. The wave is a natural event rather than a guaranteed dramatic wall of water, but the river’s sudden change and muddy currents are fascinating; allow 30–45 minutes, and keep back from the shoreline. Parking is available near the riverfront, and the downtown sights are close enough to connect by car in a few minutes. Later, drive east to Irishtown Nature Park, about 10–15 minutes from central Moncton, for an easy 1–1½-hour woodland walk. Wear shoes suitable for damp or uneven sections, and bring insect repellent and water; trail conditions can be muddy after rain.
Return downtown for dinner at Little Louis’ Oyster Bar, a good choice for Maritime seafood, oysters, and a relaxed local atmosphere. Expect approximately C$30–55 per person before drinks and gratuity. Reservations are sensible, particularly on a Friday or Saturday, and the restaurant is convenient for an evening stroll through central Moncton afterward. Keep the evening unhurried: tomorrow’s Hopewell Rocks visit starts early, and it is worth confirming the low- and high-tide access times tonight, along with the opening time and parking arrangements at the park.
Leave Moncton around 7:00 a.m. for Hopewell Rocks, 131 Discovery Road in Hopewell Cape—about a 40-minute drive via Route 114. Arriving near 8:00 gives you time to park, check the tide board, and walk the trails down to the ocean floor. Allow roughly two hours for the flowerpot formations, cliff views, and the exposed seafloor; wear shoes that can handle mud and bring a light jacket, since the Bay of Fundy is often cool and breezy. Admission is typically around C$15–20 per adult and generally allows re-entry the same day, but confirm the 2026 low- and high-tide times before leaving Moncton. The rocks can be slippery, and access to the ocean floor closes well before the tide returns.
Around 10:00 a.m., drive approximately 25 minutes east to Alma, entering the coastal section of Fundy National Park. Have lunch near the harbour—Alma Lobster Shop is a reliable casual choice for seafood when open—or choose a café in the village for a lighter meal. Allow 1½–2 hours for lunch, a short harbour walk, and one of the nearby coastal lookouts in Fundy National Park. Park in the village and walk rather than moving the car repeatedly; small lots fill quickly around lunchtime. If you enter the park, expect a daily vehicle fee of roughly C$9–11, and check seasonal hours and lookout access before setting out.
Leave Alma in time to reach Hopewell Rocks around 2:00 p.m. for the high-tide perspective. The same formations that were accessible on foot in the morning will now appear partly submerged, so allow about an hour for the viewing platforms and photographs. Confirm the exact tide timing on the official visitor schedule—the Bay’s tide changes daily, and “high tide” may not fall precisely at 2:00. Afterward, begin the return toward Winchester via Route 114 and the Trans-Canada Highway, with the practical expectation that the complete journey takes about 10–11 hours before fuel, meals, and rest stops. This is too long to attempt comfortably after a full sightseeing day, so plan an overnight stop along the Trans-Canada Highway in Quebec or eastern Ontario, rather than driving through to Winchester.