27 days in New England Itinerary

27 days in New England Itinerary

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Route & dates

27 days in New England Itinerary

Sydney
Fly + bus + ferry:  28​h
Provincetown
— 5 nights
Drive:  45​min
Eastham
— 2 nights
Drive:  1​h
Sandwich
— 2 nights
Drive:  1​h 30​min
Newport
— 4 nights
Drive:  3​h
Ogunquit
— 2 nights
Drive:  4​h 30​min
Bar Harbor, Mount Desert Island
— 4 nights
+3
taxi + Fly + bus + subway:  2​h 30​min
Cambridge
— 5 nights
Fly:  27​h
Sydney

4
days
Provincetown

Provincetown ©
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.
Take a break from the city and head to Race Point Beach and Dolphin & Whale Watching. Your inner history buff will appreciate Highland Light and Wood End Lighthouse. There's lots more to do: kick back and relax at Herring Cove Beach, learn about winemaking at Truro Vineyards of Cape Cod, pause for some photo ops at Pilgrim Monument & Provincetown Museum, and see the interesting displays at Provincetown Art Association and Museum (PAAM).

For ratings, traveler tips, more things to do, and other tourist information, use the Provincetown travel itinerary planner

Sydney, Australia to Provincetown is an approximately 27-hour combination of flight, bus, and ferry. You can also do a combination of train, flight, bus, and ferry. Due to the time zone difference, you'll gain 15 hours traveling from Sydney to Provincetown. Traveling from Sydney in November, things will get colder in Provincetown: highs are around 51°F and lows about 40°F. Cap off your sightseeing on the 12th (Sun) early enough to go by car to Eastham.

Things to do in Provincetown

Outdoors Parks Beaches

Side Trips

Highland Light, Truro Vineyards of Cape Cod
Highlights from your plan
Race Point Beach ©
Race Point Beach
Herring Cove Beach ©
Herring Cove Beach
Dolphin & Whale Watching

2
days
Eastham

Eastham ©
Eastham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Start off your visit on the 12th (Sun): get engrossed in the history at Salt Pond Visitor Center, then tour the pleasant surroundings at Skaket Beach, and then take a leisurely stroll along Chatham Pier and Fish Market. Get ready for a full day of sightseeing on the 13th (Mon): immerse yourself in nature at Nickerson State Park, get to know the fascinating history of Wellfleet Bay Wildlife Sanctuary, and then enjoy the sea views from Nauset Lighthouse.

To see other places to visit, where to stay, ratings, and tourist information, read Eastham trip itinerary planning app

Getting from Provincetown to Eastham by car takes about an hour. Other options: take a bus. In November, daytime highs in Eastham are 52°F, while nighttime lows are 40°F. Finish up your sightseeing early on the 14th (Tue) so you can go by car to Sandwich.

Things to do in Eastham

Parks Historic Sites Beaches

Side Trips

Wellfleet Bay Wildlife Sanctuary, Skaket Beach, Chatham Pier and Fish Market, Nickerson State Park
Highlights from your plan
Skaket Beach ©
Skaket Beach
Nickerson State Park ©
Nickerson State Park
Salt Pond Visitor Center ©
Salt Pond Visitor Center

3
days
Sandwich

Sandwich is a town in Barnstable County, Massachusetts, United States. Your inner history buff will appreciate Plymouth Rock and Hoxie House. Step out of the city life by going to Shining Sea Bikeway and Old Silver Beach. Next up on the itinerary: examine the collection at Heritage Museums & Gardens, don't miss a visit to Main Street Hyannis, identify plant and animal life at Wildlife Areas, and get curious at Sandwich Glass Museum.

Inspirock's itinerary builder makes planning a Sandwich trip simple and quick.

Drive from Eastham to Sandwich in an hour. Alternatively, you can take a bus. Traveling from Eastham in November, you can expect nighttime temperatures to be a bit cooler in Sandwich, with lows of 35°F. Cap off your sightseeing on the 16th (Thu) early enough to go by car to Newport.

Things to do in Sandwich

Outdoors Parks Tours

Side Trips

Plymouth, Falmouth, Main Street Hyannis
Highlights from your plan
Dolphin & Whale Watching
Heritage Museums & Gardens
Heritage Museums & Gardens
Sandwich Glass Museum
Sandwich Glass Museum

4
days
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Visit Cliff Walk and Ocean Drive Historic District for their historical value. Relax by the water at Orient Beach State Park and Misquamicut State Beach. Step out of Newport with an excursion to Elizabeth A. Morton National Wildlife Refuge in Noyack--about 1h 45 min away. Spend the 20th (Mon) exploring nature at Sachuest Point National Wildlife Refuge. There's more to do: examine the collection at The Breakers.

To find reviews, more things to do, other places to visit, and more tourist information, read our Newport trip builder tool

You can drive from Sandwich to Newport in 1.5 hours. Other options are to take a bus; or do a combination of bus and train. November in Newport sees daily highs of 52°F and lows of 38°F at night. Finish your sightseeing early on the 20th (Mon) to allow enough time to drive to Ogunquit.

Things to do in Newport

Parks Outdoors Nature

Side Trips

Orient Beach State Park, Sachuest Point National Wildlife Refuge, Misquamicut State Beach, Elizabeth A. Morton National Wildlife Refuge
Highlights from your plan
Cliff Walk ©
Cliff Walk
The Breakers ©
The Breakers
Ocean Drive Historic District ©
Ocean Drive Historic District

1
day
Ogunquit

Ogunquit ©
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Kick off your visit on the 21st (Tue): stroll through Ogunquit Beach, then enjoy the sea views from Cape Neddick Nubble Lighthouse, and then appreciate the extensive heritage of Marginal Way Walkway.

To see traveler tips, where to stay, photos, and more tourist information, use the Ogunquit tour planning tool

Getting from Newport to Ogunquit by car takes about 3 hours. Other options: take a bus. Traveling from Newport in November, expect little chillier with lows of 27°F in Ogunquit. Cap off your sightseeing on the 22nd (Wed) early enough to go by car to Bar Harbor.

Things to do in Ogunquit

Historic Sites Beaches Outdoors

Side Trip

Cape Neddick Nubble Lighthouse
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Ogunquit Beach ©
Ogunquit Beach
Cape Neddick Nubble Lighthouse ©
Cape Neddick Nubble Lighthouse

4
days
Bar Harbor, Mount Desert Island

Bar Harbor
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Get in touch with nature at Shore Path and Mount Desert Island. Take a break from Bar Harbor with a short trip to Bass Harbor Head Lighthouse in Bass Harbor, about 32 minutes away. There's much more to do: take in the awesome beauty at Cadillac Mountain, look for gifts at The Acadia Country Store, explore the activities along Jordan Pond Path Trailhead, and take a memorable drive along Park Loop Road.

Plan a trip to Bar Harbor easily and quickly by telling Inspirock to suggest an itinerary.

Getting from Ogunquit to Bar Harbor by car takes about 4.5 hours. Other options: do a combination of bus, flight, and taxi; or do a combination of train and bus. In November, daily temperatures in Bar Harbor can reach 46°F, while at night they dip to 30°F. Cap off your sightseeing on the 26th (Sun) early enough to travel to Cambridge.

Things to do in Bar Harbor

Parks Nature Outdoors

Side Trips

Acadia National Park, Bass Harbor Head Lighthouse, The Seal Cove Auto Museum
Highlights from your plan
Mount Desert Island
Mount Desert Island
Cadillac Mountain ©
Cadillac Mountain
Shore Path ©
Shore Path

5
days
Cambridge

Cambridge ©
Best known as the location of two internationally renowned universities, Cambridge sits just across the Charles River from Boston.
Your inner history buff will appreciate Walden Pond State Reservation and The House of the Seven Gables. Get a sense of the local culture at Mount Auburn Cemetery and Salem Witch Museum. You'll find plenty of places to visit near Cambridge: Salem (Pickering Wharf & Magika - Chapel of Archangel Michael), Gloucester (Dolphin & Whale Watching & Good Harbor Beach) and Louisa May Alcott's Orchard House (in Concord). The adventure continues: enjoy the sand and surf at Crane Beach, stroll through Nantasket Beach, stop by Brookline Booksmith, and steep yourself in history at Adams National Historical Park.

For reviews and tourist information, refer to the Cambridge trip planner

Traveling by combination of taxi, flight, bus, and subway from Bar Harbor to Cambridge takes 2.5 hours. Alternatively, you can drive; or do a combination of bus and subway. Traveling from Bar Harbor in November, things will get a bit warmer in Cambridge: highs are around 53°F and lows about 38°F. Wrap up your sightseeing on the 1st (Fri) early enough to travel back home.

Things to do in Cambridge

Parks Outdoors Historic Sites

Side Trips

Salem, Gloucester, Concord, Crane Beach, Brookline Booksmith
Highlights from your plan
Walden Pond State Reservation ©
Walden Pond State Reservation
The House of the Seven Gables
The House of the Seven Gables
Louisa May Alcott's Orchard House ©
Louisa May Alcott's Orchard House

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