A Native’s Guide to exploring Cape Cod in 2 days | Captain Freeman Inn

Chatham Fish Pier

Technically, everyone is a “washashore” on Cape Cod! When we moved here many years ago we chuckled when we heard some of the locals talk about how you are not a “true Cape Codder” unless you have three generations that have lived here- everyone else is a washashore.

No matter what we are called, we absolutely love Cape Cod and sharing this paradise with our guests.

Bay beach

This post is segment one of our Native Guide to Cape Cod and includes suggestions for a two night getaway. We have many destinations to recommend but if we had only 2 days to explore, listed below is what we would recommend as our favorites:

High tide in Brewster

Arrival Day– Depending on when you arrive, we love to recommend that our guests drive over to Chatham and stop at the Chatham Lighthouse. The views of the Atlantic are breathtaking. Afterwards continue north on 28 and stop in at the Chatham Fish Pier. Seals and seagulls surround the pier along with a whole lot fish! It’s quite a site. Continue driving on 28 until you reach Orleans where you can head west on 6A to go back to the inn. (it’s a beautiful drive)

Chatham Fish Pier

Before dinner enjoy a refreshing swim in our heated salt water pool and enjoy a glass of lemonade, sherry or port.

Captain Freeman Inn’s salt water pool

For dinner we have so many options and can suggest fine dining, pub food or clam shacks. We have so many delicious choices and our restaurant list gives you a nice summary.


Day 1 – If it suits you to rise early, enjoy a short walk to Breakwater beach where you can walk for miles and miles on our beautiful bay side shore line. Brewster is known for our tidal flats so make sure you experience both our high and low tide that comes in and out every six  hours. Our sunsets are also spectacular as the setting sun cascades beautiful colors on the bay. We try to walk down to see them every night.

Sunset from our beach

After your beach walk come back to the inn and savor a leisurely breakfast on our pool side porch. After all a true vacation is all about relaxation!

First course on our beautiful side patio

Then hop in your car and head toward P’Town. We have many stops to recommend along the way. If you enjoy nature walks and birdwatching stop by Forthill.

Forthill walk

Stop in at the Salt Lake Visitor Center. There is a small museum, gift shop and walking trail around a pristine salt water lake-plus the rangers are always available to help you choose a National Seashore beach. Our favorite beach is Marconi but they are all beautiful in unique ways. Check out a previous blog for details about other beaches.

Marconi Beach

If you are a bird watcher stop in to the bird sanctuary in Wellfleet. You might even see a snowy owl this winter.

Wellfleet Audubon Sanctuary


Once in P’Town climb the Pilgrim monument. The views from the top are astounding.

Pilgrim monument

Afterwards ramble though the crazy town of P’Town. Depending on your dining preferences we always love a lobster meal at the Lobster Pot on Commercial Street.

On your way back home stop at the Truro Vineyard for wine tasting.

Truro Vineyards

After your dinner don’t miss our Brewster sunsets.

Daughter April & Matt watching the sunset on Paine’s Creek

Last Morning at the Inn– we serve breakfast between 8-10 which gives you lots of options for sleeping in or getting out and about for your last morning. Definitely leave time to visit our Brewster General Store which is just a few steps from the inn.

Brewster General Store

If you have time on your last day, stop in Sandwich and walk through the Heritage Gardens and Museum. The flowers are spectacular and the car museum is really interesting.

Heritage Gardens
Consider a stay at our quaint seaside inn and enjoy our beautifully updated rooms, artisan soaps and luxurious Turkish and linen towels. We are known for our farm to table breakfasts and easy access to bay beaches, hiking, biking and whale watching. Make sure to check out our many packages and  pampering indulgences. Here’s to a wonderful stay on Cape Cod.
The Captain Freeman Inn



Select Registry, Cape Cod Chamber, AIHP
PackagesOur quiet season is a perfect time to enjoy our romantic Dinner Package

Join our Newsletter

Do NOT follow this link or you will be banned from the site!