5 days in Cape Cod Itinerary

5 days in Cape Cod Itinerary

Created using Inspirock Cape Cod visit planner

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Make it your trip
Drive
1
Provincetown
— 2 nights
Drive
2
Truro
Drive
3
Wellfleet
Drive
4
Orleans
Drive
5
Chatham
— 1 night
Drive
6
Harwich
Drive
7
Dennis
Drive
8
Hyannis
Drive
9
Barnstable
— 1 night
Drive
10
Sandwich
Drive
11
Mashpee
Drive
12
Falmouth
Drive

S M T W T F S
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Provincetown

— 2 nights

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.
On the 4th (Thu), take in the exciting artwork at Charles-Baltivik Gallery and Sculpture Garden.

For photos, ratings, traveler tips, and more tourist information, read our Provincetown travel route site.

Plympton to Provincetown is an approximately 2-hour car ride. In October in Provincetown, expect temperatures between 63°F during the day and 49°F at night. Wrap up your sightseeing on the 6th (Sat) early enough to drive to Truro.

Things to do in Provincetown

Parks · Wildlife · Nature · Shopping

Truro

Truro is a town in Barnstable County, Massachusetts, United States, comprising two villages: Truro and North Truro. For photos, ratings, other places to visit, and tourist information, refer to the Truro trip itinerary maker.

Truro is just a short distance from Provincetown. In October, daytime highs in Truro are 63°F, while nighttime lows are 49°F. On the 6th (Sat), you're off to Wellfleet.

Things to do in Truro

Outdoors · Parks · Beaches · Tours

Wellfleet

Wellfleet is a town in Barnstable County, Massachusetts, United States, and is located halfway between the "tip" and "elbow" of Cape Cod. Start off your visit on the 6th (Sat): take in the exciting artwork at Left Bank Art Gallery and then appreciate the extensive heritage of Wellfleet Bay Wildlife Sanctuary.

To see maps, reviews, other places to visit, and other tourist information, read our Wellfleet trip itinerary website.

Wellfleet is very close to Truro. In October, daily temperatures in Wellfleet can reach 63°F, while at night they dip to 49°F. Wrap up your sightseeing by early afternoon on the 6th (Sat) to allow enough time to drive to Orleans.

Things to do in Wellfleet

Wildlife · Parks · Historic Sites · Shopping

Orleans

Orleans is a town in Barnstable County, Massachusetts, which is co-extensive with Cape Cod. On the 6th (Sat), stop by Young's Fish Market and then take in the exciting artwork at Addison Art Gallery.

To find reviews, photos, traveler tips, and more tourist information, you can read our Orleans route app.

Orleans is just a stone's throw from Wellfleet. In October, daily temperatures in Orleans can reach 63°F, while at night they dip to 50°F. Wrap up your sightseeing on the 6th (Sat) early enough to drive to Chatham.

Things to do in Orleans

Shopping · Museums

Chatham

— 1 night
Chatham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. To find more things to do, maps, where to stay, and more tourist information, you can read our Chatham trip site.

Chatham is very close to Orleans. In October, daytime highs in Chatham are 63°F, while nighttime lows are 50°F. You'll set off for Harwich on the 7th (Sun).

Things to do in Chatham

Outdoors · Tours · Parks · Wildlife

Harwich

Harwich is a tony New England town on Cape Cod, in Barnstable County in the state of Massachusetts in the United States. Start off your visit on the 7th (Sun): look for gifts at The Potted Geranium and then do a tasting at First Crush Winery Cape Cod.

For other places to visit, where to stay, and other tourist information, read Harwich holiday planning app.

Harwich is just a stone's throw from Chatham. In October, daily temperatures in Harwich can reach 63°F, while at night they dip to 50°F. On the 7th (Sun), wrap the sightseeing up by early afternoon so you can drive to Dennis.

Things to do in Harwich

Wineries · Shopping
Highlights from your trip

Dennis

Dennis is a town in Barnstable County, Massachusetts, United States, located near the center of Cape Cod. Kick off your visit on the 7th (Sun): appreciate the extensive heritage of Bass Hole Boardwalk.

To find more things to do, reviews, and other tourist information, refer to the Dennis trip itinerary planning tool.

Dennis is just a stone's throw from Harwich. October in Dennis sees daily highs of 64°F and lows of 48°F at night. Cap off your sightseeing on the 7th (Sun) early enough to go by car to Hyannis.

Things to do in Dennis

Historic Sites

Side Trip

Highlights from your trip

Hyannis

Capital of Cape Cod

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
For ratings, other places to visit, photos, and more tourist information, refer to the Hyannis planning site.

Hyannis is just a short distance from Dennis. In October in Hyannis, expect temperatures between 64°F during the day and 48°F at night. On the 7th (Sun), you're off to Barnstable.

Things to do in Hyannis

Outdoors · Parks · Tours · Museums

Barnstable

— 1 night
Barnstable is a city, referred to as the Town of Barnstable, in the U.S. For other places to visit, maps, and more tourist information, refer to the Barnstable trip itinerary planning app.

Barnstable is very close to Hyannis. October in Barnstable sees daily highs of 64°F and lows of 48°F at night. On the 8th (Mon), you're off to Sandwich.

Things to do in Barnstable

Outdoors · Historic Sites · Tours · Parks

Sandwich

Sandwich is a town in Barnstable County, Massachusetts, United States. Kick off your visit on the 8th (Mon): stop by Titcomb's Bookshop, then don't miss a visit to Old King's Hwy, and then steep yourself in history at Hoxie House.

To find photos, ratings, where to stay, and tourist information, you can read our Sandwich road trip app.

Sandwich is just a short distance from Barnstable. October in Sandwich sees daily highs of 64°F and lows of 46°F at night. Wrap up your sightseeing on the 8th (Mon) early enough to drive to Mashpee.

Things to do in Sandwich

Shopping · Historic Sites

Mashpee

Mashpee is a town in Barnstable County, Massachusetts, United States, on Cape Cod. On the 8th (Mon), stroll the grounds of Massachusetts National Cemetery.

To find maps, photos, reviews, and more tourist information, read Mashpee online trip maker.

Mashpee is very close to Sandwich. In October, daily temperatures in Mashpee can reach 64°F, while at night they dip to 46°F. Wrap up your sightseeing on the 8th (Mon) early enough to drive to Falmouth.

Things to do in Mashpee

Historic Sites

Side Trip

Highlights from your trip

Falmouth

Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. To find where to stay, traveler tips, and more tourist information, read our Falmouth online itinerary planner.

Falmouth is just a short distance from Mashpee. October in Falmouth sees daily highs of 64°F and lows of 46°F at night. On the 8th (Mon), you're off to home.

Things to do in Falmouth

Outdoors · Parks · Tours · Museums

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.