9 days in Cape Cod, Maine & Fredericksburg Itinerary

9 days in Cape Cod, Maine & Fredericksburg Itinerary

Created using Inspirock United States tour itinerary planner

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Make it your trip
Fly to Boston, Ferry to Provincetown
1
Provincetown
— 1 night
Drive
2
Hyannis
— 2 nights
Drive
3
Portland
— 2 nights
Fly
4
Fredericksburg
— 3 nights
Drive

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Provincetown

— 1 night

Birthplace of American Liberty

A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Start off your visit on the 7th (Sat): admire the masterpieces at Provincetown Art Association and Museum, appreciate the history behind Pilgrim Monument & Provincetown Museum, and then tour the pleasant surroundings at Herring Cove Beach. On the 8th (Sun), you'll have a packed day of sightseeing: take a leisurely stroll along MacMillan Wharf, then kick back and relax at Cape Cod National Seashore, and then take in the views from Uncle Tim's Bridge.

To find traveler tips, ratings, maps, and other tourist information, you can read our Provincetown day trip planning app.

Washington DC to Provincetown is an approximately 6-hour combination of flight and ferry. You can also drive; or do a combination of train and ferry. When traveling from Washington DC in November, plan for a bit cooler days in Provincetown, with highs around 51°F, while nights are about the same with lows around 39°F. Finish your sightseeing early on the 8th (Sun) so you can drive to Hyannis.

Things to do in Provincetown

Beaches · Parks · Outdoors · Museums

Side Trips

Hyannis

— 2 nights

Capital of Cape Cod

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Kick off your visit on the 9th (Mon): see the interesting displays at Heritage Museums & Gardens, then get engrossed in the history at Sandwich Glass Museum, then contemplate the waterfront views at Cape Cod Canal, and finally don't miss a visit to Old King's Hwy. Here are some ideas for day two: see the interesting displays at John F Kennedy Hyannis Museum, stroll through Gray's Beach, then enjoy the sand and surf at Chatham Lighthouse Beach, and finally take in the spiritual surroundings of St. Francis Xavier Church.

For more things to do, other places to visit, and other tourist information, read Hyannis online trip itinerary maker.

Getting from Provincetown to Hyannis by car takes about 1.5 hours. Other options: take a bus. In November, plan for daily highs up to 53°F, and evening lows to 37°F. Wrap up your sightseeing on the 10th (Tue) to allow time to drive to Portland.

Things to do in Hyannis

Parks · Museums · Beaches · Outdoors

Side Trips

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.
On the 11th (Wed), take in the dramatic natural features at Perkins Cove, appreciate the extensive heritage of Marginal Way Walkway, and then enjoy the sea views from Nubble Lighthouse. Here are some ideas for day two: examine the collection at Maine Jewish Museum, then visit a coastal fixture at Portland Head Light, and then explore the world behind art at Portland Museum of Art.

To see maps, where to stay, more things to do, and more tourist information, read our Portland travel app.

Traveling by car from Hyannis to Portland takes 3.5 hours. Alternatively, you can take a bus; or do a combination of flight and bus. Traveling from Hyannis in November, Portland is little chillier at night with lows of 30°F. Cap off your sightseeing on the 12th (Thu) early enough to travel to Fredericksburg.

Things to do in Portland

Historic Sites · Museums · Nature · Parks

Side Trips

Fredericksburg

— 3 nights
Fredericksburg is an independent city located in the Commonwealth of Virginia in the Eastern United States. You'll visit kid-friendly attractions like Monticello and Jefferson School African American Heritage Center. Explore the numerous day-trip ideas around Fredericksburg: Shenandoah National Park (Old Rag Mountain Hike & Dean Cemetery) and Mountaintop Ranch Wilderness Trail Rides (in Elkton). There's still lots to do: brush up on your military savvy at National Museum of the Marine Corps, stroll the grounds of Old Masonic Cemetery, explore the world behind art at Gari Melchers Home and Studio, and get engrossed in the history at Weems-Botts Museum.

To find maps, photos, other places to visit, and other tourist information, refer to the Fredericksburg trip itinerary site.

Traveling by flight from Portland to Fredericksburg takes 5.5 hours. Alternatively, you can drive; or do a combination of bus and train. Traveling from Portland in November, expect Fredericksburg to be a bit warmer, temps between 59°F and 36°F. Cap off your sightseeing on the 15th (Sun) early enough to go by car back home.

Things to do in Fredericksburg

Historic Sites · Museums · Parks · Outdoors

Side Trips

Cape Cod travel guide

4.4
Beaches · Dolphin & Whale Watching · Specialty Museums
Located on the southern shore of Massachusetts, Cape Cod contains some 15 towns and two islands. The arm-shaped peninsula is a popular holiday destination throughout the year because of its historical attractions, art galleries, award-winning restaurants, and a scenic coastline dotted by sandy beaches. Start your sightseeing in Provincetown, located at the very tip of the cape and famous for being the site of the first Pilgrims' landing in 1620. From there you can hit up all of the Cape's other small towns, renowned for their comfortable bed and breakfasts and distinctive cuisine of fresh fish and oyster dishes. This maritime community features more than a dozen lighthouses. Part of experiencing the Cape means a trip to its two islands--which showcase several lighthouses and numerous restaurants.

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.