Anna’s guidebook
Food scene
Brewster's favorite destination for clams, lobster roll, burgers, and ice cream! Quick lunch or dinner - delicious crab cakes!
Cobies is a must go to place in Brewster. Open since 1948 is Brewster's favorite for clams, lobster roll, burgers, ice cream and French fires! You must try French fires - be sure to eat them while they are hot a crisp!
Closes after Columbus Day weekend and reopens in May.
Located right off Rt. 6A in the eastern part of Brewster could be accessed by car or from Cape Cod Rail Trail by a bicycle.
Open mid-May through Columbus Day weekend!
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Cobie's
3260 Main StCobies is a must go to place in Brewster. Open since 1948 is Brewster's favorite for clams, lobster roll, burgers, ice cream and French fires! You must try French fires - be sure to eat them while they are hot a crisp!
Closes after Columbus Day weekend and reopens in May.
Located right off Rt. 6A in the eastern part of Brewster could be accessed by car or from Cape Cod Rail Trail by a bicycle.
Open mid-May through Columbus Day weekend!
Best ice cream on the Cape - probably the entire world - trust me I tried a lot of them to come to this conclusion! Two locations - Dennis and Harwich. All open during summer, with Dennis location open through about the end of September. Must try Milky Way ice cream!!!
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Sundae School Ice Cream
381 Lower County RdBest ice cream on the Cape - probably the entire world - trust me I tried a lot of them to come to this conclusion! Two locations - Dennis and Harwich. All open during summer, with Dennis location open through about the end of September. Must try Milky Way ice cream!!!
New in 2022 and a great spot for breakfast and lunch. Super nice staff!
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The Kitchen Cafe Brewster
2671 Main StreetNew in 2022 and a great spot for breakfast and lunch. Super nice staff!
Great atmosphere.... grab a cup of coffee to hang out at the place, or to go
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Snowy Owl Coffee Roasters
2624 Main StGreat atmosphere.... grab a cup of coffee to hang out at the place, or to go
Must try honey dipped donuts - best in town if not beyond!
Serving full breakfast and lunch. Open year round.
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Hole In One Breakfast & Lunch
98 MA-6AMust try honey dipped donuts - best in town if not beyond!
Serving full breakfast and lunch. Open year round.
A great place to grab dinner! Typically there is a wait line during summer, but wait is worth it. Bar area usually offers seating - bar at the Fairway is by far my favorite spot as it offers a cozy atmosphere! Great food!
Open year round.
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Fairway Restaurant & Pizzeria
4295 US-6A great place to grab dinner! Typically there is a wait line during summer, but wait is worth it. Bar area usually offers seating - bar at the Fairway is by far my favorite spot as it offers a cozy atmosphere! Great food!
Open year round.
Conveniently located within Ocean Edge - less than 10 minute walk from the condo or you can drive up, if you prefer. Offers breakfast, lunch and dinner. Hours vary during off season.
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Linx Tavern
832 Villages DrConveniently located within Ocean Edge - less than 10 minute walk from the condo or you can drive up, if you prefer. Offers breakfast, lunch and dinner. Hours vary during off season.
This place offers fine dining or pub fare - depends which part of the place you dine in. Probably best burger in town.
Seasonal hours, so please check the website.
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Chillingsworth Restaurant
2449 Main StThis place offers fine dining or pub fare - depends which part of the place you dine in. Probably best burger in town.
Seasonal hours, so please check the website.
Eat Cake 4 Breakfast - the best pastries you will ever taste! Promise!
A wide array of gluten free selections - although it will be very tempting not to cheat on your diet! A must go - open most of the year as the place closes January and February. Closed of Mondays and Tuesdays.
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Eat Cake 4 Breakfast
26 Wampum DrEat Cake 4 Breakfast - the best pastries you will ever taste! Promise!
A wide array of gluten free selections - although it will be very tempting not to cheat on your diet! A must go - open most of the year as the place closes January and February. Closed of Mondays and Tuesdays.
Great food and beautiful views! A must try. Conveniently located within 20 minutes from the place.
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Brax Landing Restaurant
705 MA-28Great food and beautiful views! A must try. Conveniently located within 20 minutes from the place.
Grab a coffee or a treat! Conveniently located by the Rail Trail
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Hot Chocolate Sparrow
5 Old Colony WayGrab a coffee or a treat! Conveniently located by the Rail Trail
New to the Cape but offering a delicious Italian cuisine. A must try for dine in or a take out.
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La Bella Vita Kitchen and Bar
2 Academy PlNew to the Cape but offering a delicious Italian cuisine. A must try for dine in or a take out.
Hog Island Beer Co.
28 West Rdtry local brews! live music
Hog Island Beer Co.
28 West RdGreat brews and atmosphere
Pate's Restaurant
1260 Main StGreat menu. Fantastic bar and staff!
The Brewster Book Store
2648 Main StLocal sports bar with dart boards
Located within 5 minutes from the condo. Eat in or take out. Relaxing atmosphere at the bar - enjoy pizza, sandwiches, chicken wings, or lasagna while watching your favorite sports teams. You can bike there too - if you wish!
Open year round!
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Stone L'oven Pizza
280 Underpass RdLocated within 5 minutes from the condo. Eat in or take out. Relaxing atmosphere at the bar - enjoy pizza, sandwiches, chicken wings, or lasagna while watching your favorite sports teams. You can bike there too - if you wish!
Open year round!
A great place for everyone - whether you are there for golf or just passing by. Delicious food, great atmosphere and fantastic staff!
One of my favorites!
Freemans Grill
A great place for everyone - whether you are there for golf or just passing by. Delicious food, great atmosphere and fantastic staff!
One of my favorites!
Experience
Open year round (check out limited hours off season). Treat yourself to a pampering treatment while on the Cape - whether it is a relaxing massage or getting your nails done.
Be sure to make appointment ahead of time!
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The Captains Golf Course
1000 Freemans WayOpen year round (check out limited hours off season). Treat yourself to a pampering treatment while on the Cape - whether it is a relaxing massage or getting your nails done.
Be sure to make appointment ahead of time!
20+ miles of bike trails with many miles added for local extensions. Ride your bike, take a walk! Bike paths take you to local beaches
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Cape Cod Rail Trail
Cape Cod Rail Trail20+ miles of bike trails with many miles added for local extensions. Ride your bike, take a walk! Bike paths take you to local beaches
First Night at Chatham is a must attend event on December 31st! The event starts at noon at Chatham Light with the town picture - whether you are visiting or live there - show up as you are a part of experience that day!
Vast variety of activities takes place throughout the day from noon through midnight - circus events, performances by artists, wood/ice sculpture carving, contests. Warm up at local coffee shops or restaurants as you attend various evens!
Entire town joins the Noise Parade marching to Veteran's Field for fireworks - they take place at 6 pm and midnight!
A must attend at least once - however, you will be back after you attend the first time!
First Night Chatham Headquarters
579 Main StFirst Night at Chatham is a must attend event on December 31st! The event starts at noon at Chatham Light with the town picture - whether you are visiting or live there - show up as you are a part of experience that day!
Vast variety of activities takes place throughout the day from noon through midnight - circus events, performances by artists, wood/ice sculpture carving, contests. Warm up at local coffee shops or restaurants as you attend various evens!
Entire town joins the Noise Parade marching to Veteran's Field for fireworks - they take place at 6 pm and midnight!
A must attend at least once - however, you will be back after you attend the first time!
This is my favorite beach on the Cape!
Arrive early to get parking. Enjoy waves washing ashore and sand bars exposed during low tide!
Be sure to bring a bucket to collect some of the amazing rocks Nauset Beach offers - they come in all shades of gray - perfect to take home with you as a keepsake - place them in your favorite flower vase!
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Nauset Beach
250 Beach RdThis is my favorite beach on the Cape!
Arrive early to get parking. Enjoy waves washing ashore and sand bars exposed during low tide!
Be sure to bring a bucket to collect some of the amazing rocks Nauset Beach offers - they come in all shades of gray - perfect to take home with you as a keepsake - place them in your favorite flower vase!
Rent your bikes here - open year round! Located right by the bike path in Orleans - plenty of parking right by the shop!
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Idle Times Bike Shop Inc.
4550 State HwyRent your bikes here - open year round! Located right by the bike path in Orleans - plenty of parking right by the shop!
Cape Rep Theatre
3299 Main StOpen most of the year offering variety of plays!
Summer baseball season take place from early June to early August - be sure to check out premier athletes play on the Cape. Cape Cod Baseball League is a top league in the country featuring top college athletes - many of them are already signed up for MLB!
Gather at Stony Brook field and cheer for Brewster Whitecaps - 2017 Cape Cod League Champions!
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Brewster Whitecaps
384 Underpass RdSummer baseball season take place from early June to early August - be sure to check out premier athletes play on the Cape. Cape Cod Baseball League is a top league in the country featuring top college athletes - many of them are already signed up for MLB!
Gather at Stony Brook field and cheer for Brewster Whitecaps - 2017 Cape Cod League Champions!
A must do activity while on the Cape! Cruise through calm waters of Cape Cod Bay on the way to Provincetown to see whales emerging from the bay. A must do activity!
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Hyannis Whale Watcher Cruises
269 MillwayA must do activity while on the Cape! Cruise through calm waters of Cape Cod Bay on the way to Provincetown to see whales emerging from the bay. A must do activity!
Provincetown is a fun day trip - whether you walk the streets and enjoy local flavor, or venture out to rocky beaches, or you enjoy local cuisine of Portuguese settlers. Provincetown Monument is a spot to visit during any time of the year - you can climb all the way to the top of this granite tower and enjoy amazing views of the Cape - views could really be amazing on clear days. However, if you venture out there on a drizzly day, the trip is still worth it! You will experience all the museum has to offer about early settlers to the Cape. Be sure to take the stairs to the top of the monument, if you are able, as even on bad weather days views are still amazing!
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Monumen Pelancong
1 High Pole Hill RdProvincetown is a fun day trip - whether you walk the streets and enjoy local flavor, or venture out to rocky beaches, or you enjoy local cuisine of Portuguese settlers. Provincetown Monument is a spot to visit during any time of the year - you can climb all the way to the top of this granite tower and enjoy amazing views of the Cape - views could really be amazing on clear days. However, if you venture out there on a drizzly day, the trip is still worth it! You will experience all the museum has to offer about early settlers to the Cape. Be sure to take the stairs to the top of the monument, if you are able, as even on bad weather days views are still amazing!
Imagine view of the ocean from top floor of this lighthouse located right on the cliffs of the Atlantic Ocean! There is a small museum there too with very cute items for purchase!
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Mercusuar Highland
27 Highland Light RdImagine view of the ocean from top floor of this lighthouse located right on the cliffs of the Atlantic Ocean! There is a small museum there too with very cute items for purchase!
Crosby Beach is my favorite public bay beach in Brewster! Low tide exposes giant sand bar and miles of beach to run, walk, or play on! You will love it!
There is overflow parking available during summer months, just up the street.
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Crosby Landing Beach
Crosby LnCrosby Beach is my favorite public bay beach in Brewster! Low tide exposes giant sand bar and miles of beach to run, walk, or play on! You will love it!
There is overflow parking available during summer months, just up the street.
Located on Crosby Lane - about a 5 minute drive from the condo. This is an amazing mansion, 3 story tall overlooking Cape Cod bay. It was build in late 1800's by Albert Crosby as a romantic tribute to his wife.
Check out the story on the Crosby Mansion website! It is intriguing, but not standing up to the actual mansion. Crosby mansion is open to the public a few times during the year - be sure to check it out as you will never forget your experience there!
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Crosby Mansion
163 Crosby LnLocated on Crosby Lane - about a 5 minute drive from the condo. This is an amazing mansion, 3 story tall overlooking Cape Cod bay. It was build in late 1800's by Albert Crosby as a romantic tribute to his wife.
Check out the story on the Crosby Mansion website! It is intriguing, but not standing up to the actual mansion. Crosby mansion is open to the public a few times during the year - be sure to check it out as you will never forget your experience there!
Grab a bite and a drink before or after a show. Truffle fries are a must have! Nice spot for bite and a movie, or just a bite.
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Chatham Orpheum Theater
637 Main StGrab a bite and a drink before or after a show. Truffle fries are a must have! Nice spot for bite and a movie, or just a bite.
Cape Cod
One wonderful beach after another - clean and pristine
A great experience....enjoy a boat ride while watching seals and getting to know local knowledge about Harwich and Chatham harbors. Conveniently located less than a 20 minute drive from the place.
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Monomoy Island Excursions
731 MA-28A great experience....enjoy a boat ride while watching seals and getting to know local knowledge about Harwich and Chatham harbors. Conveniently located less than a 20 minute drive from the place.
A great place to launch your kayak or take a walk. Nice beach. Limited parking - stickers required during summer. A great spot for a sunset!
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Paines Creek Landing and Beach
143 Cedar Hill RdA great place to launch your kayak or take a walk. Nice beach. Limited parking - stickers required during summer. A great spot for a sunset!
Rent a kayak or sign up for a group trip to explore hidden waterways of The Cape!
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Goose Hummock Shop
15 MA-6ARent a kayak or sign up for a group trip to explore hidden waterways of The Cape!
Located in the Lemon Village and offering delicious chocolates - my favorite are chocolate sea salt caramels!
A must try!
Brewster Sweets
1069 Main StLocated in the Lemon Village and offering delicious chocolates - my favorite are chocolate sea salt caramels!
A must try!
A trip to this charming store would bring a chef in anyone! Come in and discover your hidden passion for cooking....
Cook Shop
1091 Main StA trip to this charming store would bring a chef in anyone! Come in and discover your hidden passion for cooking....
Plimoth Plantation is a must attend place during Thanksgiving! This is a site of the first Thanksgiving. Come and enjoy experiencing live in 1600's while interacting with characters who are portraying actual pilgrims from 1600's. Try local foods and even have Thanksgiving dinner with the Pilgrims - be sure to book that ahead of time.
Plimoth Plantation is located within less than an hour drive from the place!
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Plimoth Cinema
137 Warren AvePlimoth Plantation is a must attend place during Thanksgiving! This is a site of the first Thanksgiving. Come and enjoy experiencing live in 1600's while interacting with characters who are portraying actual pilgrims from 1600's. Try local foods and even have Thanksgiving dinner with the Pilgrims - be sure to book that ahead of time.
Plimoth Plantation is located within less than an hour drive from the place!
Truro Vineyards
11 Shore RdA nice experience and good wines
Provincetown
Great galleries, good restaurants, unique vibe
Monumen Pelancong
1 High Pole Hill RdGreat view Nice historic spot anda museum
Rock Harbor Charter Boat Services
18 Bay View DrGreat fishing experience
Fun atmosphere, live music weekends, open year round
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Chatham Squire
487 Main StFun atmosphere, live music weekends, open year round
Great Island Trail
1440 Chequessett Neck RdGreat hiking!
Dunes
Great hiking
Shopping
Best shopping spot in Brewster! A must go to place
Lemon Tree Village is a must go to shopping spot when you are in Brewster! Located in Western Brewster along scenic Rt. 6A offering variety of shops featuring local chocolates, arts and crafts, local fashions, toys, collectibles, and a fine kitchen shop!
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Lemon Tree Village Shops
1069 MA-6ALemon Tree Village is a must go to shopping spot when you are in Brewster! Located in Western Brewster along scenic Rt. 6A offering variety of shops featuring local chocolates, arts and crafts, local fashions, toys, collectibles, and a fine kitchen shop!
One of the best shopping for local arts and crafts as well as paintings in Brewster. Located in Eastern Brewster along historic Rt. 6A. This place used to be owned by a local artist, Eileen Smith, whose art work is still featured in the shop. Our condo features some of Eileen's work - she is an amazing artist who captures local landscapes beautifully!
HandCraft House
3966 Main StOne of the best shopping for local arts and crafts as well as paintings in Brewster. Located in Eastern Brewster along historic Rt. 6A. This place used to be owned by a local artist, Eileen Smith, whose art work is still featured in the shop. Our condo features some of Eileen's work - she is an amazing artist who captures local landscapes beautifully!
A perfect spot for a perfect summer dress! You might buy more than one - they are not inexpensive but absolutely stunning and of great quality! So go for the best! Trust me - there are a few in my closet :-)
MAHI GOLD Outfitters Chatham
465 Main StA perfect spot for a perfect summer dress! You might buy more than one - they are not inexpensive but absolutely stunning and of great quality! So go for the best! Trust me - there are a few in my closet :-)
The Black Dog General Store
628 Main StA great local favorite spot!
A must visit destination when you are in Brewster. Brewster General Store has been around for 150+ years. It features many goodies from its past as decor throughout the store
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The Brewster Store
1935 Main StA must visit destination when you are in Brewster. Brewster General Store has been around for 150+ years. It features many goodies from its past as decor throughout the store
Talbots
115 MA-137Need a quick addition to your wardrobe? Talbots will do!
Agway of Cape Cod - Orleans
20 Lots Hollow Rdbasic garden and hardware essentials
A great place to visit for local artistic flavor. We feature some of the art in our place!
HandCraft House
3966 Main StA great place to visit for local artistic flavor. We feature some of the art in our place!
A lovely spot to visit ....you'll never know what you will find there!
By the Bay Artful Inspirations
A lovely spot to visit ....you'll never know what you will find there!
Basic essentials
Local supermarket - stop by to pick up groceries for your stay!
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Stop & Shop
474 Station AveLocal supermarket - stop by to pick up groceries for your stay!
Gas station and convenience shop located right outside of Ocean Edge - a convenient stop for gas and a quick meal.
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Cumberland Farms
2639 Main StGas station and convenience shop located right outside of Ocean Edge - a convenient stop for gas and a quick meal.
CVS
110 MA-6APharmacy open through 7 pm.
Shaw's
18 Sisson RdAnother local grocery store
Tesla Destination Charger
15 Breakwater Rdcharge your electric vehicle here
Tesla Destination Charger
15 Breakwater Rdcharge your electric vehicle here
United States Postal Service
260 Underpass RdNeed to mail something? Brewster Post Office is here to server you
The UPS Store
1421 Orleans-Harwich RoadNeed to send a package? - UPS store is located about 10 minutes away from the condo