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Fall New England Road Trip: Burlington VT to Portsmouth NH to Portland ME (Oct 6–16, 2025)

Viewed by 148 travelers

Day 1: Arrive Burlington

Burlington, United States on October 6, 2025

3:00pm

Arrive Burlington International Airport (BTV) / Pick up rental car

Collect bags and rental car; Burlington is compact and easy to navigate, with Lake Champlain and Church Street nearby. Allow buffer time for rental desk lines during peak arrival times.
USD0, 0h45m

4:30pm

Check in & quick walk on Church Street Marketplace

Stroll this pedestrian mall with shops, street performers and cafés to get a feel for Burlington’s lively downtown; great spot for an early evening coffee or pastry. Many shops close ~6–7pm; check seasonal hours.
USD0, 1h0m

6:00pm

Dinner — Hen of the Wood (farm-to-table)

Popular, seasonal New England cuisine focused on local ingredients; reservations recommended as dinner fills up, especially in leaf-peek season.
USD45, 1h30m

8:00pm

Evening walk on Burlington Waterfront

Short stroll along Lake Champlain to see sunset views and the Adirondack mountains across the lake; fresh air after travel and easy on first night.
USD0, 0h45m

Day 2: Burlington highlights

Burlington, United States on October 7, 2025

8:00am

Breakfast — The Skinny Pancake (crepes) or Penny Cluse Café

The Skinny Pancake has savory and sweet crepes with local ingredients; Penny Cluse is a local breakfast favorite with hearty plates — both open for breakfast but hours vary seasonally, so verify open times.
USD12, 1h0m

9:30am

ECHO Leahy Center for Lake Champlain

Interactive science and nature museum on the waterfront that’s great for all ages and gives context to the region’s ecology and history; typically open around 10:00am—check seasonal hours.
USD17, 1h30m

11:30am

Shelburne Museum or Shelburne Farms (choose one)

Shelburne Museum offers expansive historic collections and grounds (plan 2–3 hours); Shelburne Farms is a working farm and great for walking and local food tastings. Both close/operate seasonally—confirm hours for October.
USD20, 2h30m

2:30pm

Lunch — Farmhouse Tap & Grill

Seasonal farm-to-table burgers and local beers right in Burlington; good midday stop before an afternoon drive or activity.
USD18, 1h0m

4:00pm

Optional short drive: Ben & Jerry’s Factory (Waterbury)

Factory scoop shop and short tour/tastings; popular stop on the way east — factory tour hours commonly start about 10:00am and vary, so check availability in October and reserve if possible.
USD5, 1h0m

6:30pm

Dinner — Local brewery or restaurant downtown

Burlington has several breweries and lively dining options (e.g., Foam Brewers, American Flatbread) — try a cozy local brewpub for dinner and Vermont craft beer.
USD30, 1h30m

Day 3: Burlington to Central NH

Drive toward Northwood/Hooksett, United States on October 8, 2025

8:00am

Breakfast & check-out

Grab a quick breakfast at a café (Tandem Coffee or similar) and check out of your Burlington hotel; plan ~3 hours driving total to central NH with stops.
USD10, 0h45m

9:30am

Drive: Burlington → Waterbury (Ben & Jerry's) → Montpelier (optional) → Hooksett/Northwood

Take I-89 southeast, stopping at Ben & Jerry’s in Waterbury if you didn’t yesterday; consider a brief stroll in Montpelier (Vermont’s capital) en route. This is a scenic cross-state drive of ~2.5–3 hours total driving time without long stops.
USD0, 3h0m

12:30pm

Lunch — Waterbury or Concord

Choose a town diner or brewery in Waterbury or in Concord/Hooksett area (e.g., downtown Concord cafés) to break up the drive; verify lunchtime hours.
USD15, 1h0m

2:00pm

Check in near Hooksett/Northwood area

Settle into a central-NH base (Hooksett/Concord area) ideal for exploring central New Hampshire and shortening the drive to the seacoast the next day.
USD0, 0h30m

3:00pm

Northwood Meadows State Park / Pawtuckaway State Park

Outdoor hike or easy walk among ponds and mixed forest — peak foliage is usually in early to mid-October in this region. State park hours are typically dawn–dusk; check trail/parking info.
USD5, 1h30m

6:30pm

Dinner — Manchester/Hooksett area

Dine in Manchester (short drive from Hooksett) for a range of options from gastropubs to New England fare; Currier Museum neighborhood has good choices if you plan a museum visit in the morning tomorrow.
USD25, 1h15m

Day 4: Central NH culture

Hooksett / Manchester / Concord, United States on October 9, 2025

8:00am

Breakfast — local diner or café

Classic New England diner breakfast to fuel a museum and walking day; most diners open early, but confirm local hours.
USD12, 0h45m

9:30am

Currier Museum of Art (Manchester)

Notable modern and historic art collections including works by O’Keeffe and Picasso plus the Zimmerman House (Frank Lloyd Wright) — typically open 10:00am–5:00pm; confirm hours and special exhibitions.
USD14, 1h30m

11:30am

Short drive to Concord: New Hampshire State House & Main Street

Walk the small state capital’s downtown and the New Hampshire State House; good for photos and a quick sense of local history.
USD0, 0h45m

12:30pm

Lunch — downtown Concord or Manchester gastropub

Try a locally-sourced lunch spot; Concord and Manchester both have solid options for sandwiches, salads, or comfort food.
USD15, 1h0m

2:30pm

Drive to Portsmouth (coastal New Hampshire)

Head east toward Portsmouth (roughly 45–60 minutes depending on traffic); plan to arrive mid-afternoon to explore the waterfront and historic district.
USD0, 1h0m

4:00pm

Check in & quick exploration of Portsmouth’s Market Square

Walk Market Square and nearby streets, pop into boutiques and galleries; many shops close around 5–6pm, so afternoon is a good time to browse.
USD0, 1h0m

6:30pm

Dinner — Jumpin’ Jay’s Fish Café or Row 34

Fresh seafood staples in Portsmouth: raw bar and local catches — reservations recommended, especially for dinner in October.
USD40, 1h30m

Day 5: Discover Portsmouth

Portsmouth, United States on October 10, 2025

8:00am

Breakfast — The Friendly Toast (Portsmouth)

Colorful, eclectic diner with creative breakfast options and generous portions; opens early but check hours for off-season changes.
USD15, 0h45m

9:30am

Strawbery Banke Museum

Living-history museum showcasing restored historic homes and gardens; in October some buildings may have reduced hours—confirm before visiting. Allocate 1.5–2.5 hours.
USD20, 2h0m

12:00pm

Lunch — Prescott Park picnic or local café

Grab sandwiches or a casual lunch and stroll Prescott Park on the waterfront; seasonal harbor events may wrap up by October, but the park remains scenic.
USD12, 1h0m

1:30pm

Harbor cruise or Portsmouth Harborwalk

Take a short scenic harbor cruise (check seasonal schedules—many run through October weather permitting) or walk the Harborwalk and visit the Portsmouth Athenaeum.
USD25, 1h30m

3:30pm

Free time: shops, cafes, or a local brewery

Portsmouth’s downtown is compact — use this time to shop for crafts, visit local galleries, or relax with a coffee before dinner.
USD0, 1h30m

6:30pm

Dinner — Black Trumpet or The Oar House

Upscale farm-to-table or classic New England seafood; book ahead as weekend/peak-foliage nights can be busy.
USD50, 1h30m

Day 6: Coastal NH to Southern Maine

Portsmouth → Kittery → Portland, United States on October 11, 2025

8:00am

Breakfast & check-out

Light breakfast at a Portsmouth café and prepare for a coastal drive into southern Maine; pack layers as coastal mornings can be crisp in October.
USD12, 0h45m

9:30am

Kittery Outlets / shopping at the Maine state line

Quick stop at Kittery for outlet shopping or the Kittery Trading Post; Kittery is right over the Piscataqua River and makes a convenient first stop into Maine.
USD0, 1h0m

11:30am

Scenic coastal drive & lunch in Kennebunkport or Ogunquit

Drive up the Maine coast toward Portland with a lunch in Kennebunkport’s Dock Square or Ogunquit’s village—both offer coastal charm and seafood options. Confirm opening hours for attractions in early October.
USD20, 1h30m

2:30pm

Arrive in Portland & check in

Settle into your Portland hotel (Old Port area is ideal for walking to restaurants and waterfront sights).
USD0, 0h30m

3:30pm

Portland Head Light (Cape Elizabeth)

Visit Maine’s iconic lighthouse and scenic Fort Williams Park; the grounds are open year-round but facilities may have seasonal hours—bring a jacket for sea breezes.
USD0, 1h0m

6:30pm

Dinner — Eventide Oyster Co. (Portland)

Modern seafood spot famous for oysters and creative small plates; expect a line without reservations—check current hours and booking options.
USD40, 1h30m

Day 7: Explore Portland

Portland, United States on October 12, 2025

8:00am

Breakfast — The Holy Donut or Tandem Coffee + Bakery

Donuts made with potato for a Maine specialty or excellent bakery/coffee combos; both are popular morning stops—check opening times.
USD8, 0h45m

9:30am

Old Port walking tour & shops

Explore cobblestone streets, boutique shops, and waterfront wharves—great for photos and local shopping; many shops open by 10:00am.
USD0, 1h30m

11:30am

International Cryptozoology Museum or Portland Museum of Art

Choose a quirky stop (International Cryptozoology Museum) or the Portland Museum of Art (larger collection); museum hours typically begin around 10:00am—confirm before visiting.
USD12, 1h30m

1:00pm

Lunch — Duckfat (famous fries & sandwiches)

Casual, iconic Portland spot for comfort lunch and local ingredients—great for a quick gourmet bite before afternoon activities.
USD15, 0h45m

2:30pm

Allagash Brewing Company tour & tasting

Book ahead for a brewery tour and tasting at one of Portland’s most famous craft breweries; tours and reservations fill up, especially in peak season—check times and reserve.
USD15, 1h30m

5:30pm

Sunset stroll on Eastern Promenade

Scenic waterfront park with great views of Casco Bay — an excellent place for a relaxed sunset walk before dinner.
USD0, 0h45m

7:00pm

Dinner — Fore Street (farm-to-table, reservations necessary)

Renowned restaurant with an open-fire kitchen and seasonal menu; book well in advance for dinner service.
USD60, 1h45m

Day 8: Freeport & LL Bean

Freeport / Coastal Maine, United States on October 13, 2025

8:00am

Breakfast & drive to Freeport (LL Bean flagship)

Head north ~20–30 minutes to Freeport; LL Bean’s flagship store is open year-round and is a classic Maine stop, with other outlet shops nearby.
USD10, 0h45m

9:30am

Freeport shopping & outdoor walk

Browse LL Bean, local boutiques and outlets; Freeport makes for a relaxed half-day with good food and shopping options—check store hours (LL Bean often open early).
USD0, 2h0m

12:00pm

Lunch — Freeport café or lobster roll spot

Enjoy a casual lobster roll or café lunch in town before heading back to Portland for an afternoon activity.
USD18, 1h0m

2:00pm

Return to Portland — optional Portland ferry/tour

Consider a short Casco Bay ferry ride or bay tour; seasonal schedules vary—confirm and book in advance if interested.
USD20, 1h30m

5:00pm

Relax & craft beer tasting in Old Port

Portland is famous for craft breweries—visit a local taproom (e.g., Shipyard, Bissell Brothers depending on location) for a relaxed late-afternoon tasting.
USD10, 1h15m

7:00pm

Dinner — Local seafood or farm-to-table

Try another of Portland’s highly rated restaurants (reservations recommended); consider a slightly earlier dinner if traveling to a busy spot.
USD45, 1h30m

Day 9: Kennebunkport day trip

Kennebunkport / Southern Maine, United States on October 14, 2025

8:00am

Breakfast & drive to Kennebunkport

Scenic ~40–50 minute drive south along I-95/US-1 for a coastal day in Kennebunkport with galleries, boat tours, and Dock Square charm.
USD15, 0h45m

9:30am

Walk Dock Square & visit local galleries

Charming coastal shopping and art galleries with New England coastal character; many shops open by mid-morning—check seasonal hours.
USD0, 1h30m

11:30am

Lobster roll lunch or harbor cruise

Enjoy a classic New England lobster roll or take a guided harbor/whale-watch/harbor cruise if available (seasonal)—confirm local cruise schedules in October.
USD25, 1h15m

2:00pm

Scenic coastal drive and beach viewpoints (Goose Rocks Beach/Barnacle)

Explore nearby beaches and coastal viewpoints for excellent fall color and photography opportunities.
USD0, 1h30m

4:30pm

Return to Portland

Drive back to Portland in time for an evening on the Old Port or a relaxed dinner.
USD0, 0h45m

7:00pm

Dinner — reservation at a favorite Portland spot

Choose from neighborhood restaurants in the Old Port for a final few days of Maine cuisine—book ahead for Friday/Saturday evenings.
USD50, 1h30m

Day 10: Leisure Portland day

Portland, United States on October 15, 2025

8:00am

Breakfast — local cafe and pack for departure tomorrow

Enjoy a leisurely breakfast and prepare bags for return flight; confirm airport/protocol for rental car drop-off tomorrow.
USD10, 0h45m

9:30am

Optional activity: Coastal hike (Mackworth Island) or museum revisit

Choose a relaxing morning—Mackworth Island loop is scenic and short (about 1–1.5 hours), or revisit the Portland Museum of Art if you prefer indoor culture. Check park/museum hours.
USD0, 1h30m

12:00pm

Lunch — casual Old Port spot

Grab a late lunch in the Old Port, try local seafood or a creative sandwich; many places stay open through the afternoon.
USD18, 1h0m

2:00pm

Free time: shopping, coffee, or harbor views

Take this final afternoon to pick up souvenirs, have a coffee, or take a short harbor walk; keep receipts/times handy for airport transfer planning.
USD0, 2h0m

6:30pm

Special farewell dinner — Chef’s tasting or favorite restaurant

Book a memorable last-night dinner (e.g., tasting menu if available) to celebrate the trip; confirm reservations and dress code.
USD75, 2h0m

Day 11: Depart Portland

Portland, United States on October 16, 2025

6:00am

Early breakfast & hotel check-out

Light breakfast at the hotel or grab-and-go depending on flight time; verify hotel shuttle or drive time to Portland Jetport (PWM).
USD10, 0h30m

6:45am

Drive to Portland International Jetport (PWM) and rental car drop-off

Allow extra time for morning traffic, rental car return lines, and security—arrive at least 90 minutes before domestic flights, more for peak times.
USD0, 0h45m

8:00am

Check-in / Security / Fly home

Complete airport check-in and security; relax with a coffee or last Maine snack before boarding. Safe travels!
USD0, 0h30m
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