Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

New England Loop: Boston → Ben & Jerry’s (VT) → White Mountains Scenic Train (NH) → Salem → Boston (Oct 2–4, 2025)

Viewed by 56 travelers

Day 1: Vermont flavors

Waterbury / Stowe, Vermont, USA on October 2, 2025

6:30am

Breakfast — Tatte Bakery (Boston) or neighborhood cafe

Grab coffee and pastries to fuel an early drive; many bakeries open by 6:30–7:00am but confirm your chosen location's hours before leaving.
CURRENCY12, 0h30m

7:00am

Drive Boston → Waterbury, VT

Drive northwest from Boston toward Waterbury (about 3.5–4 hours depending on traffic) for the Ben & Jerry’s visit; expect scenic stretches as you cross into Vermont.
CURRENCY0, 4h0m

11:15am

Ben & Jerry’s — Scoop Shop & Factory area (Waterbury)

Sample flavors at the scoop shop, visit the Flavor Graveyard and join a factory tour if available — factory tours and scoop shop hours vary by season, so reserve or check hours in advance (typical hours ~10am–5pm).
CURRENCY10, 1h15m

12:45pm

Lunch — Prohibition Pig (Waterbury)

Popular local BBQ and comfort-food spot close to the factory — hearty lunch and local beers, confirm lunch hours and consider a short wait on busy weekends.
CURRENCY22, 1h0m

2:00pm

Drive → Stowe Village (short scenic transfer)

A 20–30 minute scenic drive brings you into Stowe village for an afternoon stroll and mountain views; parking is available at village lots but check seasonal signage.
CURRENCY0, 0h30m

2:30pm

Stowe Mountain Gondola Skyride (optional)

Take the gondola up Mount Mansfield for sweeping Green Mountain views and short summit walks; hours depend on season (often mid-morning to late afternoon) — confirm operating hours/ticketing.
CURRENCY30, 1h0m

4:00pm

Stroll Stowe Village & Stowe Recreation Path

Browse local shops, galleries and walk a section of the scenic Stowe Recreation Path for riverside views and relaxed late-afternoon exploration.
CURRENCY0, 1h0m

6:30pm

Dinner — Idletyme Brewing Company (Stowe)

Casual dinner with Vermont brews and comfort dishes in a lively setting; reservations recommended on fall weekends.
CURRENCY30, 1h30m

8:30pm

Overnight in Stowe

Check into a Stowe B&B or hotel and relax — fall weekends book quickly, so reserve ahead.
CURRENCY0, 10h0m

Day 2: White Mountains

North Conway / Mount Washington area, New Hampshire, USA on October 3, 2025

7:30am

Breakfast — Stowe cafe or hotel

Light breakfast locally (many cafes open by 7–8am); get an early start for the 2–3 hour drive into the White Mountains.
CURRENCY12, 0h30m

8:15am

Drive Stowe → North Conway (White Mountains)

Drive east into New Hampshire’s White Mountains; expect roughly 2–3 hours depending on route and stops — enjoy scenic mountain roads.
CURRENCY0, 2h45m

11:00am

Stretch stop — Diana’s Baths or roadside viewpoint

Short, family-friendly stop to see cascades at Diana’s Baths (easy walk) or another quick scenic pullout; check seasonal access and parking availability.
CURRENCY0, 0h45m

12:00pm

Lunch — Flatbread Company (North Conway)

Wood-fired pizzas and local ingredients in a relaxed setting — good midday stop before an afternoon scenic train; verify lunch hours.
CURRENCY18, 1h0m

2:00pm

Conway Scenic Railroad — Scenic Train Ride (North Conway)

Enjoy a classic scenic rail journey through the Mount Washington Valley for excellent mountain and river views; trains run on set schedules — reserve seats in advance (typical rides ~1.5–2 hours).
CURRENCY45, 2h0m

4:30pm

Explore North Conway Village / short hike

Wander the village, shop local stores or take a quick hike (e.g., Artist’s Bluff) for valley sunset views — check trail conditions and daylight.
CURRENCY0, 1h30m

7:00pm

Dinner — Moat Mountain Smokehouse & Brewing Co.

Comfort food and local brews in lively downtown North Conway; reservations suggested on busy weekends.
CURRENCY28, 1h30m

9:00pm

Overnight in North Conway

Stay locally to shorten tomorrow's morning drive toward the coast and Salem.
CURRENCY0, 9h0m

Day 3: Coastal Salem → Boston

Salem, Massachusetts, USA (then Boston, MA) on October 4, 2025

7:30am

Breakfast — North Conway cafe or hotel

Fuel up for an early departure—many cafes open by 7–8am; grab coffee and a quick breakfast sandwich if you plan to maximize time in Salem.
CURRENCY12, 0h30m

8:15am

Drive North Conway → Salem, MA

Longer stretch across New Hampshire and into Massachusetts — expect roughly 3–3.5 hours driving (depending on route and traffic), so plan restroom/stretch stops en route.
CURRENCY0, 3h15m

11:30am

Arrive Salem — quick waterfront stroll

Arrive in Salem and take a short walk along the waterfront to get oriented; parking and seasonal crowds vary so plan for a central lot or garage.
CURRENCY0, 0h15m

11:45am

Lunch — Turner's Seafood or Finz on the Waterfront

Fresh seafood or waterfront dining in historic Salem; both are popular so check hours and consider arriving early for no-wait seating.
CURRENCY25, 0h45m

12:30pm

House of the Seven Gables or Salem Witch Museum

Choose the House of the Seven Gables for colonial architecture and coastal history or the Salem Witch Museum for an interpretive presentation of 1692 — both are open midday but verify hours and timed-entry options.
CURRENCY20, 0h45m

1:20pm

Quick walk — Salem Maritime National Historic Site & historic district

Self-guided stroll through the historic district and maritime sites for a final taste of Salem before heading back to the city; many outdoor sites accessible daily but check specific museum hours if you plan to enter more.
CURRENCY0, 0h25m

1:45pm

Drive Salem → Boston

Short coastal drive back to Boston (roughly 30–45 minutes depending on traffic) — plan to arrive in Boston by 2:00pm as requested.
CURRENCY0, 0h45m

2:00pm

Arrive Boston — check into hotel

Arrive and check into your Boston hotel. This is your final-night stay; pick a centrally located hotel (Back Bay, Seaport, or North End) for easy dining and evening options.
CURRENCY0, 0h30m

6:30pm

Dinner — Boston (North End or Seaport suggestion)

Finish the trip with a special final dinner: North End for Italian (e.g., Giacomo’s or Mamma Maria) or Seaport for modern seafood (e.g., Legal Harborside) — reserve in advance for weekend nights.
CURRENCY40, 1h30m

8:30pm

Evening — optional stroll or drinks in Boston

Walk the Harborwalk, enjoy a rooftop bar or relax at your hotel after completing the loop — plenty of evening choices depending on energy levels.
CURRENCY0, 2h0m
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version