7 days in Maine & Woodstock Itinerary

7 days in Maine & Woodstock Itinerary

Created using Inspirock United States trip planner

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Make it your trip
Drive
1
Portland
— 2 nights
Drive
2
Lubec
— 2 nights
Drive
3
Woodstock
— 2 nights
Drive

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Portland

— 2 nights

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Your day by day itinerary now includes Spring Point Ledge Lighthouse as well as Portland Paddle. Start off your visit on the 28th (Sun): visit a coastal fixture at Spring Point Ledge Lighthouse, take an in-depth tour of Victoria Mansion, take in panoramic vistas at Portland Observatory, stroll the grounds of Eastern Cemetery, then do a tasting at Maine Mead Works, and finally see Portland Paddle. Here are some ideas for day two: examine the collection at Maine Jewish Museum, then see the interesting displays at Maine Narrow Gauge Railroad Company and Museum, and then contemplate the waterfront views at Casco Bay.

Before you visit Portland, use our trip planner to discover what you can do and see there.

Clifton to Portland is an approximately 4-hour combination of car and flight. You can also drive. Prepare for slightly colder weather when traveling from Clifton in June: high temperatures in Portland hover around 73°F and lows are around 54°F. Finish your sightseeing early on the 29th (Mon) to allow enough time to travel to Lubec.

Things to do in Portland

Outdoors · Museums · Historic Sites · Adventure

Side Trip

Lubec

— 2 nights
Lubec is a town in Washington County, Maine, United States. Start off your visit on the 30th (Tue): visit a coastal fixture at West Quoddy Head Light, look for all kinds of wild species at Hamilton Cove Preserve, and then identify plant and animal life at Bog Brook Cove Preserve. On your second day here, look for gifts at The Commons Eastport, then take your sightseeing to a higher altitude at Klondike Mountain, then see the interesting displays at McCurdy Smokehouse Museum, and finally pause for some photo ops at Lost Fishermen's Memorial.

To find ratings, more things to do, other places to visit, and other tourist information, read our Lubec day trip planning app.

Traveling by car from Portland to Lubec takes 4.5 hours. Traveling from Portland in June, expect nights in Lubec to be about the same, around 52°F, while days are little chillier, around 68°F. Cap off your sightseeing on the 1st (Wed) early enough to travel to Woodstock.

Things to do in Lubec

Parks · Wildlife · Historic Sites · Nature

Side Trip

Woodstock

— 2 nights
Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 2nd (Thu): look for all kinds of wild species at New England Falconry, take in the views from Taftsville Covered Bridge, then relax in the rural setting at Billings Farm & Museum, and finally steep yourself in history at FH Gillingham & Sons General Store. Keep things going the next day: snap pictures at Cornish-Windsor Bridge, see the interesting displays at American Precision Museum, and then snap pictures at Quechee Bridge.

To see other places to visit, photos, maps, and other tourist information, read Woodstock travel itinerary planner.

Traveling by car from Lubec to Woodstock takes 7 hours. Alternatively, you can do a combination of car and flight. While traveling from Lubec, expect somewhat warmer days and about the same nights in Woodstock, ranging from highs of 83°F to lows of 59°F. Wrap up your sightseeing on the 3rd (Fri) early enough to travel back home.

Things to do in Woodstock

Historic Sites · Museums · Parks · Wildlife

Side Trips

Maine travel guide

4.6
Beaches · Lighthouses · Mountains
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.

Vermont travel guide

4.5
Gift & Specialty Shops · Ski Areas · Hiking Trails
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.