Directions from Boston, Massachusetts to Orleans, Massachusetts





UpTake Roadtrip Beta

We've selected a few points along the way for you to stop. We are trying to surface things you may not find elsewhere, but if we make some poor choices, please understand. Your feedback is appreciated.


Mayo Beach

Beaches – Wellfleet, Massachusetts

To visit Mayo's Beach Light Station, first you must travel to Cape Cod in Massachusetts and go a little past Wellfleet Marina in Wellfleet Harbor to Mayo's Beach, where you will find the privately ... More on LighthouseFriends.com

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  • You've been indoors for too long, and Mayo Beach in Barnstable County, Massachusetts is the outdoors at its finest. A spree to Massachusetts is not complete without some time spent on the beach. Th... More on GoingOutside

Hyannisport Harbor Cruises

Tours – Hyannis, Massachusetts

Enjoy a one hour leisurely cruise on Lewis Bay and Hyannis Harbor. You will see vistas of historic interest, scenic islands and beaches, a few presidential summer ... More on DogFriendly.com

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  • Leisurely one-hour cruise on Lewis Bay and Hyannis Harbor. As you cruise along, the shoreline opens up to vistas of historic interest interspersed with scenic islands and beaches, even two presiden... More on Discover America

Dunkin' Donuts

Donuts – Sandwich, Massachusetts

Mashpee Skatepark, Mashpee Massachusetts

Parks – Mashpee, Massachusetts

Isnt too good, its small, downhill, fenced in, but has a 3' half pipe, a few quarter pipes, a tint funbox, a big and small flatbank, and there are 2 rails, but they suck and shouldnt even be considered a rail, and gets overcrowded ... More on skateboardpark.com

Long Point

Things To Do – Provincetown, Massachusetts

Long Point liegt am aller äußersten Rand von Provincetown und ist nichts für Leute die Trubel, Läden und Getränkeautomaten benötigen. Alleine die ca. vier Kilometer Fußweg halten viele davon ab, ab... More on TripAdvisor

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  • As the name implies, the peninsula is quite lengthy and if you attempt to hike it in the heat of summer, make sure you have a hat, plenty of water, and are in good condition. The sandy dune near Lo... More on LighthouseFriends.com

  • Provincetown Harbor, with its cold waters rich in marine life, has a long history of attracting fishermen despite the dangers that also lurked there. Starting around 3,000 - 2,000 B.C., Native Amer... More on LighthouseFriends.com

Ryan Family Amusements

Themeparks – Buzzards Bay, Massachusetts

A family entertainment center offering candlepin bowling and a huge game room with hottest/coolest arcade games. Mystic ... More on Massvacation.com

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  • Category: Amusement Places Ryan Family Amusement Ctr is a top source of entertainment in Massachusetts. Visit us at our location in ... More on localamusementparks.com

Creative Arts Center

Art Museums – Chatham, Massachusetts

The Creative Arts Center is a community resource offering opportunities for education and enrichment in the visual arts. Membership is open to individuals interested in fostering artistic endeavor... More on Chathaminfo.com

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  • The Creative Arts Center is a community resource offering opportunities for education and enrichment in the visual arts. Membership is open to individuals interested in fostering artistic endeavors... More on uptake_content

Cape Cod Rail Trail

Things To Do – Harwich, Massachusetts

You can pick up an inexpensive guide to the Cape Cod Rail Trail and other Cape Cod Trails, what sights to see, where to eat, and especially park, etc., at http://peaceco.net /capecodbike /home.htm More on TrailLink.com

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  • We spent 3 days staying at a hotel in Dennis if you are looking for a place to sleep with a pool that will not break the bank, I recommend the Travel Lodge on Main St! More on TrailLink.com

  • "I have pedaled this trail many times. Easy grades and 100% paved. Starts in Dennis (exit 9). Next is Harwich: cranberry bogs, fresh water swimming at Long Pond, nice general store. Brewster: tall ... More on TrailLink.com

Brick Block

Landmarks – Chatham, Massachusetts

Built on Main Street in 1915 by Charles Hardy, the Boston stockbroker who also built the Chatham Bars Inn. Designed in the half-timber English Tudor style, the Brick Block building originally hous... More on Chathaminfo.com

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  • Built on Main Street in 1915 by Charles Hardy, the Boston stockbroker who also built the Chatham Bars Inn. Designed in the half-timber English Tudor style, the Brick Block building originally house... More on uptake_content

Bourne Historical Society

Museums – Bourne, Massachusetts

The Bourne Historical Society, the Bourne Historical Commission, along with the Bourne Archives, is housed in the Jonathan Bourne Historical Center, named after the town's namesake. ... More on MuseumStuff.com

MICAHS POND

Swimming – Osterville, Massachusetts

In Mid-Cape Cod, there is a fresh water pond with a very high swinging rope hanging from a tree above. The rope swing is reported to be in disrepair, so use ... More on SwimmingHoles.info

The Paddock

Restaurants – Hyannis, Massachusetts

It was very fresh, a perfect temperature, and well displayed. More on CitySearch

4.5
1 review
1 source
Average Rating
4.5 out of 5
1 review
1 source
CitySearch
4.5
1+ reviews
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  • The food is fabulous . More on Yahoo! Travel

  • My husband and I went here for my birthday this year. I would highly suggest the lobster cocktail (enough f... More on CitySearch

South Village Variety & Deli

Restaurants – South Chatham, Massachusetts

They serve free cookies on the counter while you wait. More on Restaurantica

3.5
1 review
2 sources
Average Rating
3.5 out of 5
overall rating
CitySearch
3.5
overall rating
Restaurantica
3.5
1+ reviews
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  • The deli was super clean, the atmoshphere was that of a hometown takeout deli. They serve free cookies on t... More on Restaurantica

Ardeo

Restaurants – South Yarmouth, Massachusetts

Main Street, Hyannis or South Yarmouth-the service, the food,the atmosphere-it's just so good! More on Yahoo! Travel

4.0
5 reviews
2 sources
Average Rating
4.0 out of 5
5 reviews
2 sources
Restaurantica
3.5
1+ reviews
Yahoo! Travel
4.0
4+ reviews
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  • The staff is so accommodating whether it's a special order or requesting certain waiters like our favorit... More on Yahoo! Travel

  • Main Street, Hyannis or South Yarmouth - the service, the food,the atmosphere - it's just so good! Lunch or... More on Yahoo! Travel