Fun Things to Do in Oak Bluffs | Travel Guide (2024) | Best Places to Visit
Oak Bluffs

Fun Things to Do in Oak Bluffs | Travel Guide (2024) | Best Places to Visit

Welcome to Oak Bluffs, a stunning town located on the island of Martha's Vineyard in the United States. Known for its idyllic landscapes, historic architecture, and vibrant culture, Oak Bluffs offers a truly unique travel experience. As you explore this coastal destination, you'll be captivated by the iconic gingerbread cottages, which are adorned with colorful Victorian-style trimmings. These cottages, dating back to the late 1800s, are a testament to the town's rich history and have become a beloved symbol of Oak Bluffs. Additionally, Oak Bluffs boasts beautiful beaches, such as Inkwell Beach, where you can relax and soak up the sun. The town also offers a variety of dining options, ranging from fresh seafood shacks to upscale restaurants, ensuring that every palate is satisfied. Whether you're strolling along the bustling streets, enjoying a bike ride along the scenic coastline, or immersing yourself in the local art scene, Oak Bluffs promises an unforgettable vacation for all who visit.

Oak Bluffs Travel Videos

We've curated authentic Oak Bluffs videos for inspiration and practical tips. Discover all the amazing places to visit and things to do in Oak Bluffs in 2024. Make your own Itinerary, like a Pro.

Day Trip to Martha's Vineyard - Ferry & Island Tour | Oak Bluffs, Edgartown, Vineyard Haven
Day Trip to Martha's Vineyard - Ferry & Island Tour | Oak Bluffs, Edgartown, Vineyard Haven
Martha's Vineyard is located south of Cape Cod, Massachusetts and in this Trip Vlog we explore the island and places to eat.
https://www.youtube.com/watch?v=W6jK_9AA_rk" https://www.youtube.com/embed/W6jK_9AA_rk"
Martha's Vineyard retreat steeped in African-American history
Martha's Vineyard retreat steeped in African-American history
At the new Smithsonian National Museum of African American History and Culture, one gallery called "Power of Place" will ...
https://www.youtube.com/watch?v=-YljnCM8Sr4" https://www.youtube.com/embed/-YljnCM8Sr4"
Day Trip - 6hrs In Oak’s Bluff Martha's Vineyard
Day Trip - 6hrs In Oak’s Bluff Martha's Vineyard
https://www.youtube.com/watch?v=TqZ3hCQrCxE" https://www.youtube.com/embed/TqZ3hCQrCxE"
This is how you spend one day on Marthas Vineyard exploring the Island & how to use the bus & save $
This is how you spend one day on Marthas Vineyard exploring the Island & how to use the bus & save $
Only an hour and a half from Boston Massachusetts we took the ferry from Woods Hole to Vineyard Haven in Martha's Vineyard.
https://www.youtube.com/watch?v=QV-Yf4qgCyg" https://www.youtube.com/embed/QV-Yf4qgCyg"
TOP 10 Things to do in Martha's Vineyard, Massachusetts 2023!
TOP 10 Things to do in Martha's Vineyard, Massachusetts 2023!
TOP 10 Things to do in Martha's Vineyard, Massachusetts 2023! Martha's Vineyard, Massachusetts is an amazing place to visit in ...
https://www.youtube.com/watch?v=Pm4Buil4BBc" https://www.youtube.com/embed/Pm4Buil4BBc"
Oak Bluffs Walk Circuit Ave Martha's Vineyard. Oak Bluffs Massachusetts
Oak Bluffs Walk Circuit Ave Martha's Vineyard. Oak Bluffs Massachusetts
Oak Bluffs Walk Circuit Ave Martha's Vineyard. Oak Bluffs Massachusetts. Help support my channel by liking this video and hitting ...
https://www.youtube.com/watch?v=uxCyN_xqGQc" https://www.youtube.com/embed/uxCyN_xqGQc"
Circuit Avenue Oak Bluffs Walking Tour MVVacation.com [4K]
Circuit Avenue Oak Bluffs Walking Tour MVVacation.com [4K]
Experience what it is like to walk down Circuit Avenue in Oak Bluffs on the island of Martha's Vineyard. Walk by locally owned ...
https://www.youtube.com/watch?v=jn6K0qwAiRg" https://www.youtube.com/embed/jn6K0qwAiRg"
VLOG: Girls trip to Martha's Vineyard '21 |  Girl talk, Alpaca farm, Places to go in MV, & more!
VLOG: Girls trip to Martha's Vineyard '21 | Girl talk, Alpaca farm, Places to go in MV, & more!
My college friend group and I refer to ourselves as "TGR" which stands for "The Girls Room!" We recently got back from our annual ...
https://www.youtube.com/watch?v=Kq82ESLDjTg" https://www.youtube.com/embed/Kq82ESLDjTg"
Marthas Vineyard | Summer Getaway For The Rich | UNBELIEVABLE Story Book Homes | Wizard Of Oz House
Marthas Vineyard | Summer Getaway For The Rich | UNBELIEVABLE Story Book Homes | Wizard Of Oz House
Martha's Vineyard is a popular summer destination for the famous and wealthy. I take the ferry to Oak Bluffs and Vineyard Haven ...
https://www.youtube.com/watch?v=8-XCZ2PIt7A" https://www.youtube.com/embed/8-XCZ2PIt7A"
Oak Bluffs Martha's Vineyard Walking Tour MVVACATION.com [4K]
Oak Bluffs Martha's Vineyard Walking Tour MVVACATION.com [4K]
Walk along the Oak Bluffs Pier, which is a spectacular sight on a gorgeous sunny day. You'll see where the ferries dock in the ...
https://www.youtube.com/watch?v=Z0Za_i1750Y" https://www.youtube.com/embed/Z0Za_i1750Y"
Driving Oak Bluffs, Martha's Vineyard
Driving Oak Bluffs, Martha's Vineyard
Driving Oak Bluffs, Martha's Vineyard Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, ...
https://www.youtube.com/watch?v=QsdS6rqKczE" https://www.youtube.com/embed/QsdS6rqKczE"
Visit Oak Bluffs, Martha's Vineyard's Most Colorful Town
Visit Oak Bluffs, Martha's Vineyard's Most Colorful Town
Oak Bluffs is liveliest of the Vineyard's towns – more high-spirited than haute. From the colorful gingerbread cottages to the Flying ...
https://www.youtube.com/watch?v=FYy7bY18Ucw" https://www.youtube.com/embed/FYy7bY18Ucw"
Oak Bluffs 2022 Summer Day, View from the Nancy's Restaurant , OB Marina MVVACATION.com [4K]
Oak Bluffs 2022 Summer Day, View from the Nancy's Restaurant , OB Marina MVVACATION.com [4K]
Location: Oak Bluffs, Martha's Vineyard , Massachusetts, USA https://mvvacation.com/ Video resolution: 4K Video type: City ...
https://www.youtube.com/watch?v=tiBlBfCzdmQ" https://www.youtube.com/embed/tiBlBfCzdmQ"
Oak Bluffs downtown
Oak Bluffs downtown
https://www.youtube.com/watch?v=XhDEP0JqpO0" https://www.youtube.com/embed/XhDEP0JqpO0"

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Things To Do In Oak Bluffs

Oak Bluffs is a charming town located on the island of Martha's Vineyard in Massachusetts. There are plenty of things to do in Oak Bluffs that cater to a variety of interests.

One of the main attractions in Oak Bluffs is the Flying Horses Carousel, which is the oldest operating carousel in the United States. Visitors can take a ride on one of the beautifully hand-carved horses and enjoy the nostalgic atmosphere of this historic landmark.

Another highlight of Oak Bluffs is the picturesque Inkwell Beach. This beautiful sandy beach is perfect for swimming, sunbathing, and picnicking. The beach also offers stunning views of the ocean and the iconic Oak Bluffs Harbor.

For those interested in history and architecture, a visit to the Gingerbread Cottages is a must. These colorful and whimsical cottages are a unique sight to behold and are a testament to the town's rich history. Visitors can take a leisurely stroll through the neighborhood and admire the intricate details of these charming homes.

Oak Bluffs is also home to the Martha's Vineyard Camp Meeting Association, which hosts various events and activities throughout the year. This historic community offers guided tours that provide insight into the religious and cultural significance of the area.

In addition, Oak Bluffs has a vibrant downtown area filled with shops, boutiques, and art galleries. Visitors can explore the local shops and find unique souvenirs, clothing, and artwork. The downtown area also boasts a variety of restaurants and cafes that offer delicious seafood, local cuisine, and international flavors.

For outdoor enthusiasts, Oak Bluffs offers biking and hiking trails that allow visitors to explore the natural beauty of the island. The State Beach and Farm Pond Preserve are popular destinations for those looking to enjoy nature and engage in recreational activities such as swimming, fishing, and kayaking.

Lastly, Oak Bluffs is known for its lively nightlife. The town has several bars and clubs that offer live music, dancing, and entertainment. Visitors can enjoy a night out on the town and experience the vibrant atmosphere of Oak Bluffs after dark.

In summary, Oak Bluffs offers a wide range of activities and attractions for visitors to enjoy. From historic landmarks and beautiful beaches to shopping, dining, and outdoor adventures, there is something for everyone in this charming town on Martha's Vineyard.

Tours And Activities In Oak Bluffs

Check out these Experiences around the Oak Bluffs region. Read real reviews and highlights.

Check out Top-Rated Tours and Activities in Massachusetts (State region of Oak Bluffs).

Best Time To Visit Oak Bluffs

The best time to visit Oak Bluffs is during the summer months of June, July, and August. During this time, the weather is warm and sunny, making it perfect for beach activities and outdoor exploration. Additionally, Oak Bluffs is known for its annual events and festivals, such as the Oak Bluffs Harbor Festival and the Martha's Vineyard Agricultural Fair, which take place during the summer. Tourist attractions like the Gingerbread Cottages and the Flying Horses Carousel are also open during this time, providing visitors with plenty of entertainment options. However, it's important to note that summer is also the peak tourist season, so the island can get quite crowded. If you prefer a quieter experience, consider visiting Oak Bluffs during the shoulder seasons of spring or fall, when the weather is still pleasant but the crowds are smaller.

Flight Calendar For Oak Bluffs

Use our flight calendar to discover the Cheapest Days and Months to Book Flight to Oak Bluffs.

Best Areas To Stay In Oak Bluffs

Oak Bluffs is one of the best areas for accommodation on Martha's Vineyard. This charming town is known for its vibrant and lively atmosphere, making it a popular choice for tourists. Located on the northeastern part of the island, Oak Bluffs offers a variety of accommodation options ranging from cozy bed and breakfasts to luxurious waterfront resorts.

One of the main attractions in Oak Bluffs is the famous Gingerbread Cottages, a collection of colorful and intricately designed Victorian-style houses. Strolling through the streets lined with these unique cottages is a must-do activity for visitors. Another highlight of Oak Bluffs is the Oak Bluffs Harbor, where you can find a marina filled with boats and yachts. This area is perfect for those who enjoy water activities such as sailing, fishing, or simply taking a leisurely stroll along the waterfront.

In addition to its picturesque scenery, Oak Bluffs also offers a vibrant downtown area filled with shops, restaurants, and entertainment venues. Circuit Avenue, the main street in town, is lined with boutiques, art galleries, and eateries, making it a great place to explore and indulge in some retail therapy or enjoy a delicious meal.

For those seeking outdoor adventures, Oak Bluffs is surrounded by beautiful beaches. Joseph Sylvia State Beach and Inkwell Beach are two popular spots where you can relax, swim, or soak up the sun. State Beach is also a great place for water sports such as kayaking and paddleboarding.

Overall, Oak Bluffs offers a perfect blend of historic charm, natural beauty, and modern amenities, making it an ideal area for accommodation on Martha's Vineyard.

Hotels Map Of Oak Bluffs

Use our All-in-one Map to find Best Hotels, Vacation Rentals, Tours, Activities and Restaurants in Oak Bluffs.

Transportation To Oak Bluffs

There are several transportation options to Oak Bluffs, including:

1. Ferry: You can take a ferry from various locations, such as Woods Hole, Falmouth, or New Bedford, to Oak Bluffs. The ferry ride typically takes around 45 minutes to 1 hour.

2. Airplane: You can fly into Martha's Vineyard Airport, which is located in the town of West Tisbury, just a short drive from Oak Bluffs. There are several airlines that offer flights to Martha's Vineyard from various cities on the East Coast.

3. Bus: There are bus services that operate between major cities and towns in Massachusetts, including Martha's Vineyard. You can take a bus to Woods Hole and then transfer to a ferry to Oak Bluffs.

4. Car: If you have access to a car, you can drive to Oak Bluffs. There are several parking options available in town.

5. Bike: If you are already on Martha's Vineyard or nearby, you can also bike to Oak Bluffs. The island has a network of bike paths that connect different towns and attractions.

It is recommended to check the schedules and availability of transportation options before planning your trip to Oak Bluffs.

Nearby Destination From Oak Bluffs

1. Vineyard Haven: A charming harbor town known for its historic buildings and bustling Main Street.

2. Edgartown: A picturesque village with beautiful beaches, elegant captain's houses, and a vibrant downtown area.

3. West Tisbury: A rural town known for its scenic landscapes, agricultural fairs, and art galleries.

4. Chilmark: A tranquil coastal town famous for its stunning cliffs, secluded beaches, and rolling farmlands.

5. Aquinnah: Home to the iconic Gay Head Cliffs and the Wampanoag Tribe, offering breathtaking ocean views and cultural experiences.

6. Tisbury: A quaint town with a bustling harbor, charming shops, and a lively arts scene.

7. Oak Bluffs: A vibrant seaside community known for its colorful Victorian cottages, lively boardwalk, and the historic Flying Horses Carousel.

8. Menemsha: A small fishing village renowned for its fresh seafood, picturesque harbor, and stunning sunsets.

9. East Chop: A scenic neighborhood with beautiful beaches, historic lighthouses, and panoramic views of the Vineyard Sound.

10. Woods Hole: A charming village located on Cape Cod, home to world-renowned scientific institutions, picturesque waterfront views, and a bustling ferry terminal.

Oak Bluffs Wiki-Guide

Read the most detailed and up-to-date information on Oak Bluffs in 2024. Learn about the attractions to see, activities to do, regional food to eat, climate, culture, history, people, transport facilities, safety tips and lot more.

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