TOP 30 Best Relax in Oak Bluffs, Massachusetts

The Oak Bluffs Inn is a charming lodging establishment located at 64 Circuit Avenue in the picturesque town of Oak Bluffs, Massachusetts. This historic inn offers comfortable accommodations and personalized service to all guests. With its convenient location near shops, restaurants, and the beach, The Oak Bluffs Inn is the perfect choice for a relaxing getaway on Martha's Vineyard. Experience the warmth and hospitality of this quaint inn during your stay in this beautiful coastal town.

The Oak Bluffs Public Library is a cozy community library located at 56r School Street in Oak Bluffs, Massachusetts, United States. This charming library offers a wide range of books, magazines, and digital resources for visitors of all ages to enjoy. With a welcoming atmosphere and helpful staff, the Oak Bluffs Public Library is the perfect place to relax, read, and explore new worlds through literature. Whether you're looking for a quiet spot to study or a fun storytime for your little ones, this library has something for everyone. Come visit and discover all that the Oak Bluffs Public Library has to offer!

Inn 38 Oak Bluff Circle is a charming and cozy lodging establishment located at 38 Oak Bluff Circle in Plymouth, Massachusetts, United States. Nestled in a picturesque setting, this inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location near popular attractions and scenic landmarks, guests can easily explore all that Plymouth has to offer. Whether you're visiting for business or pleasure, Inn 38 Oak Bluff Circle provides a peaceful retreat for a memorable stay.

Plan Sea Adventure Charters, located at 53 Dock Street in Edgartown, Massachusetts, is the premier boat tour and rental company in Martha’s Vineyard and Cape Cod. Offering a variety of private cruise packages for groups of up to 18 passengers, our boat tours are perfect for family outings, bachelorette parties, team building events, and more. Our experienced Captains, with U.S. Coast Guard Masters Licenses, ensure a safe and enjoyable experience as you cruise along the beautiful shoreline of Woods Hole and Oak Bluffs. With indoor and outdoor heated seating, a bathroom, and a wet bar on board, our classic New England motor vessels provide a luxurious and comfortable ride for all guests.

The Alley is a popular bar located at 24 Kennebec Avenue in Oak Bluffs, Massachusetts. Known for its lively atmosphere and great selection of drinks, The Alley is a favorite spot for locals and tourists alike. With its friendly staff and relaxed vibe, this institution is the perfect place to unwind and enjoy a night out with friends. Whether you're looking for a cold beer, a signature cocktail, or just a place to hang out and watch the game, The Alley has something for everyone. Come check out this hidden gem in the heart of Oak Bluffs!

The Attleboro House is a charming lodging establishment located at 42 Lake Avenue in Oak Bluffs, Massachusetts, United States. This quaint and cozy inn offers comfortable accommodations for guests looking to relax and unwind in the picturesque surroundings of Martha's Vineyard. With its convenient location near the waterfront and local attractions, The Attleboro House is the perfect choice for a peaceful and enjoyable getaway. Whether you're seeking a romantic retreat or a family vacation, this welcoming institution provides a warm and inviting atmosphere for all guests to enjoy.

Benito's Hair Styling is a premier hair care institution located at 38 Circuit Avenue in Oak Bluffs, Massachusetts. Our skilled and experienced stylists are dedicated to providing top-quality services to help you achieve the perfect hairstyle. Whether you're looking for a trendy cut, a bold color change, or a relaxing treatment, our team is here to help you look and feel your best. With a focus on both hair care and health, we use only the finest products to ensure your hair stays healthy and beautiful. Visit Benito's Hair Styling today and experience the difference for yourself!

Madison Inn is a charming lodging option located at 18 Kennebec Avenue in Oak Bluffs, Massachusetts. This quaint inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to enjoy a relaxing stay on Martha's Vineyard. With its convenient location and cozy rooms, Madison Inn is the perfect choice for travelers seeking a peaceful retreat in the heart of this picturesque seaside town. Enjoy a comfortable stay at Madison Inn and experience the beauty and charm of Oak Bluffs, Massachusetts.

Isabelle's Beach House is a charming lodging institution located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, United States. Our family-owned B&B was founded on the principles of hospitality, warmth, and community, making every guest feel like part of our inclusive community. As a gift of Island Joy, we offer 2024 Gift Certificates for a memorable stay at our beach house. Our newly opened boutique in Oak Bluffs, launched in August 2023, serves as a platform for mission-driven businesses and conscious consumers. Summer boutique hours are from May to October, or shop online 24/7 at www.jubileemv.com.

Circuit Style Salon is a premier beauty salon located on Circuit Avenue in Oak Bluffs, Massachusetts. Our expert stylists are dedicated to providing top-notch hair care services, including cuts, colors, and styling for both men and women. Whether you're looking for a trendy new look or just need a trim, our talented team will help you achieve the perfect hairstyle to suit your individual style and personality. At Circuit Style Salon, we strive to create a welcoming and relaxing atmosphere for our clients, ensuring a truly enjoyable salon experience. Visit us today and let us help you look and feel your best!

Vineyard Square Hotel & Suites is a charming lodging institution located at 38 North Water Street in Edgartown, Massachusetts, United States. Situated in the heart of downtown Edgartown, this boutique hotel offers warm hospitality and comfortable accommodations for a relaxing Martha's Vineyard getaway. Guests can enjoy easy access to gourmet restaurants, quaint shops, and a vibrant arts scene just steps away from the hotel. With luxury amenities, a variety of lodging options, and affordable prices, Vineyard Square Hotel & Suites is the perfect gateway to the island. Guests rave about the excellent service and convenient location of the hotel. The staff is friendly and accommodating, and the homemade breakfast is delicious. Guests can also enjoy access to complimentary bikes for exploring the area. Whether staying in a cozy room or a beautiful suite, visitors appreciate the attention to detail and the overall experience at Vineyard Square Hotel & Suites. With free parking nearby and a variety of nearby restaurants and shops, guests can easily explore all that Martha's Vineyard has to offer. Whether relaxing on the spacious porch or taking a bike ride to Oak Bluffs, guests can make the most of their stay at this highly recommended hotel.

The Dockside Inn is a charming and cozy lodging located at 9 Circuit Avenue Extension in Oak Bluffs, Massachusetts. Situated in the heart of this picturesque seaside town, the inn offers comfortable accommodations and a warm, welcoming atmosphere. Guests can enjoy easy access to the nearby shops, restaurants, and attractions, as well as stunning views of the harbor. Whether you're looking for a relaxing getaway or a fun-filled vacation, The Dockside Inn is the perfect place to stay.

Narragansett House is a charming lodging establishment located at 46 Narragansett Avenue in Oak Bluffs, Massachusetts, United States. This cozy inn offers comfortable and well-appointed rooms for guests looking to enjoy a relaxing stay on Martha's Vineyard. The institution's convenient location allows visitors to easily explore the island's attractions, including beaches, shops, and restaurants. With its warm hospitality and inviting atmosphere, Narragansett House is the perfect choice for a peaceful getaway in this picturesque New England town.

Martha's Vineyard Sightseeing offers unique and exciting tours of the picturesque island of Martha's Vineyard, located at 23 Lake Avenue in Oak Bluffs, Massachusetts. Our experienced guides will take you on a journey to explore the island's stunning natural beauty, charming towns, and rich history. Whether you're interested in visiting the famous lighthouses, pristine beaches, or quaint shops and restaurants, our tours are sure to provide an unforgettable experience. Join us at Martha's Vineyard Sightseeing for a truly memorable adventure on this enchanting island.

Ocean Park is a picturesque and popular tourist attraction located at 2 Seaview Avenue in Oak Bluffs, Massachusetts, United States. This charming park offers stunning views of the Atlantic Ocean and features lush greenery, walking paths, and a gazebo perfect for relaxing and enjoying the ocean breeze. Visitors can also enjoy picnics, sunbathing, and various events and performances held at the park throughout the year. Whether you're looking for a peaceful retreat or a fun day out with family and friends, Ocean Park is the perfect destination for nature lovers and outdoor enthusiasts alike.

Martha's Vineyard Camp Meeting Association is a historic tourist attraction located at 80 Trinity Park in Oak Bluffs, Massachusetts, United States. Founded in 1835, this charming community features colorful gingerbread cottages, a picturesque tabernacle, and beautiful gardens, making it a popular destination for visitors looking to experience a piece of New England's past. Explore the quaint streets lined with unique cottages, attend a summer concert or event at the tabernacle, or simply relax and enjoy the peaceful atmosphere of this enchanting retreat. Whether you're interested in history, architecture, or simply taking in the scenic beauty of Martha's Vineyard, a visit to the Martha's Vineyard Camp Meeting Association is sure to delight and inspire.

The Island Queen is a ferry service located at 75 Falmouth Heights Road in Falmouth, Massachusetts, United States. Traveling to Martha’s Vineyard on the Island Queen is a delightful experience, with easy parking just 200 yards from the dock. You can even bring your bike onboard! The 35-minute ferry ride from Falmouth to Oak Bluffs offers the perfect opportunity to relax and enjoy the journey. Whether you prefer the enclosed lounge or the outside decks, there are plenty of spaces to unwind. Treat yourself to a cup of chowder or a cocktail, and let the friendly crew make you feel right at home.

The Pequot Hotel, located at 19 Pequot Avenue in Oak Bluffs, Massachusetts, is a charming lodging establishment nestled among the historic "Gingerbread" cottages of the area. With a prime location just one block from the beach, four blocks from the ferry, and a short walk to Circuit Avenue, the hotel offers convenience and comfort to its guests. Closed for the winter season, the Pequot Hotel will reopen in early May for the 2024 season, with reservations becoming available starting January 2, 2024. The 32-room hotel features classic cottage décor, decorative lattice porches, and modern amenities such as private baths, air conditioning, and free wifi.

Martha's Vineyard Resort is a charming lodging destination located at 117 New York Avenue in Oak Bluffs, Massachusetts, United States. Nestled in the heart of the picturesque Martha's Vineyard, this resort offers a tranquil and relaxing atmosphere for guests to unwind and enjoy a peaceful getaway. With comfortable accommodations, top-notch amenities, and impeccable service, Martha's Vineyard Resort is the perfect choice for travelers looking for a memorable stay on this beautiful island. Whether you're seeking a romantic retreat, a family vacation, or a weekend escape with friends, this resort has everything you need to make your stay unforgettable.

The Barn Bowl & Bistro is a charming restaurant located at 13 Uncas Avenue in Oak Bluffs, Massachusetts. This unique establishment offers a fun and relaxed atmosphere where guests can enjoy delicious food and drinks while bowling on their state-of-the-art lanes. Whether you're looking for a casual meal with friends or a night out with family, The Barn Bowl & Bistro has something for everyone. Come experience the perfect blend of dining and entertainment at this one-of-a-kind venue in the heart of Oak Bluffs.

Island Alpaca Company is a charming tourist attraction located at 1 Head of the Pond Road in Oak Bluffs, Massachusetts. Visitors can experience the beauty and serenity of the island while interacting with adorable and friendly alpacas. This family-owned farm offers guided tours, educational workshops, and a gift shop where guests can purchase alpaca wool products. Whether you're an animal lover or just looking for a unique experience, Island Alpaca Company is a must-visit destination on Martha's Vineyard.

Alley/Waban Park is a charming and picturesque park located at 29 Tuckernuck Avenue in Oak Bluffs, Massachusetts, United States. This popular tourist attraction offers a peaceful oasis in the heart of the bustling town, featuring beautifully landscaped gardens, walking paths, and a serene atmosphere perfect for relaxation and enjoyment. Visitors can take a leisurely stroll, have a picnic, or simply sit and admire the natural beauty of the park. With its convenient location and inviting ambiance, Alley/Waban Park is a must-visit destination for anyone looking to escape the hustle and bustle of everyday life.

Niantic Park is a charming and picturesque park located at 35 Wamsutta Avenue in Oak Bluffs, Massachusetts. This popular tourist attraction offers a serene and peaceful escape from the hustle and bustle of everyday life. Visitors can enjoy leisurely strolls through lush greenery, relax by the tranquil pond, or have a picnic in the designated areas. The park also features a playground for children, making it a great destination for families. With its beautiful surroundings and welcoming atmosphere, Niantic Park is a must-visit destination for anyone looking to unwind and connect with nature.

Sanctuary is a charming store located at 42 Circuit Avenue in Oak Bluffs, Massachusetts. This inviting establishment is a haven for shoppers looking for unique and carefully curated items. From stylish clothing and accessories to home decor and gifts, Sanctuary offers a sanctuary for those seeking special and one-of-a-kind finds. The friendly staff and cozy atmosphere make it a must-visit destination for locals and tourists alike. Come explore and discover your own piece of sanctuary at this delightful store in the heart of Oak Bluffs.

East Chop Beach Club is a prestigious and exclusive private beach club located at 75 East Chop Drive in Oak Bluffs, Massachusetts, United States. With stunning views of the ocean and a pristine sandy beach, members can enjoy a luxurious and relaxing atmosphere. The club offers a range of amenities including beachfront access, swimming pools, dining options, and social events. Whether you're looking to relax in the sun or participate in activities, East Chop Beach Club provides a perfect escape for its members.

Farm Neck Golf Club is a premier golf course located in the picturesque town of Oak Bluffs, Massachusetts. Situated at 1 Farm Neck Way, this institution offers a pristine 18-hole course that is perfect for golf enthusiasts of all skill levels. In addition to golf, Farm Neck Golf Club also offers a range of health and wellness services, making it a popular destination for those looking to improve their physical well-being. Whether you're looking to perfect your swing on the green or relax and rejuvenate at the on-site spa, Farm Neck Golf Club has something for everyone. Visit us today and experience the beauty and tranquility of this top-notch institution.

Inkwell Beach, located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, is a picturesque natural feature that offers visitors a serene and beautiful setting for relaxation and recreation. This sandy beach is known for its clear waters, gentle waves, and stunning views of the Atlantic Ocean. Whether you're looking to sunbathe, swim, or simply take a leisurely stroll along the shore, Inkwell Beach is the perfect destination for a day of fun in the sun. With its convenient location and tranquil atmosphere, this beach is a popular spot for locals and tourists alike to unwind and enjoy the beauty of the Massachusetts coastline.

Eastville Point Beach is a stunning tourist attraction located at 351 Beach Road in Oak Bluffs, Massachusetts, United States. This picturesque beach offers visitors a peaceful and serene escape from the hustle and bustle of everyday life. With its soft sand, gentle waves, and beautiful views of the ocean, Eastville Point Beach is the perfect spot for a relaxing day by the water. Whether you're looking to swim, sunbathe, or simply take a leisurely stroll along the shore, this beach has something for everyone. Come and experience the beauty of Eastville Point Beach for yourself.

Back Door Donuts is a charming bakery and cafe located at 1-11 Kennebec Avenue in Oak Bluffs, Massachusetts. This beloved institution offers a delicious array of freshly baked donuts, pastries, and other sweet treats that are sure to satisfy any craving. With a cozy atmosphere and friendly staff, Back Door Donuts is the perfect spot to grab a tasty snack or treat yourself to something special. Whether you're looking for a quick bite on the go or a relaxing place to enjoy a cup of coffee, this quaint store has something for everyone. Visit Back Door Donuts today and indulge in some of the best baked goods on Martha's Vineyard.

The Sweet Life Café is a charming and cozy restaurant located at 63 Circuit Avenue in Oak Bluffs, Massachusetts. Known for its delicious food and welcoming atmosphere, this establishment offers a wide variety of dishes and drinks to satisfy all appetites. Whether you're in the mood for a hearty meal or just looking to relax with a refreshing cocktail, The Sweet Life Café has something for everyone. Come and experience the sweet life at this popular spot in the heart of Oak Bluffs.