Hotels in Oak Bluffs

Where Serenity Meets the Sea: Discover the Enchantment of Oak Bluffs

Nestled on Martha's Vineyard, Oak Bluffs is a charming beach town that offers a perfect blend of relaxation and adventure. Known for its colorful gingerbread cottages, the vibrant downtown area buzzes with shops, restaurants, and art galleries. Stroll along the scenic Oak Bluffs Harbor or bask in the sun at the pristine Oak Bluffs Town Beach. With stunning ocean views, picturesque parks, and the enchanting Flying Horses Carousel, Oak Bluffs promises an unforgettable island vacation filled with rich culture and natural beauty. Whether you're seeking romance or family fun, this enchanting destination has something for everyone.

Discover great hotels in Oak Bluffs

Oak Bluffs offers a variety of hotel accommodations, from charming seaside hotels to cozy cottage-style options. Enjoy comfortable guest rooms and welcoming atmospheres, perfect for relaxing after a day of exploring the beautiful coastline and local attractions. Ideal for travelers seeking a homey retreat by the sea. Here are some of our travelers' favorite hotels in Oak Bluffs:

1. Vineyard Harbor Motel - Private BeachOpens in a new window: This charming 2.5-star motel is perfect for adventure seekers looking to immerse themselves in a beach vacation experience. With direct access to the beach, guests can indulge in a variety of water sports and recreation activities, including fishing, kayaking, and hiking. The combination of adventure sports options and a relaxing beach setting creates a distinctive atmosphere that appeals to thrill-seekers. Frequent travelers appreciate the accessibility to outdoor activities and the inviting ambiance that enhances their stay.
2. Harbor Landing ResortOpens in a new window: This inviting 2.5-star hotel focuses on providing a comfortable retreat with essential amenities for leisure travelers. Guests enjoy complimentary WiFi in public areas and in-room, along with hassle-free self-parking. The welcoming environment and convenient services cater to those looking for a relaxing getaway. The emphasis on seamless connectivity and comfort ensures an effortless experience, making it a favored choice for travelers seeking a cozy and enjoyable stay.
3. Mansion House Inn And SpaOpens in a new window: This elegant 3.5-star hotel is a sophisticated choice for travelers seeking a luxurious spa-themed experience. With its full spa services, including massage treatments, a hot tub, and a steam room, guests can unwind and rejuvenate in a tranquil setting. The presence of a business center further enhances the experience for those looking to blend leisure with productivity. Frequent travelers appreciate the upscale ambiance and curated relaxation offerings that provide a refined escape from the everyday hustle.

Top locations to stay in Oak Bluffs

Some of the best areas to stay in when visiting Oak Bluffs are Falmouth, Edgartown, and Vineyard Haven. Falmouth offers delicious seafood and coastal charm, Edgartown boasts boutique shopping and historic architecture, while Vineyard Haven is known for its wine scene and vibrant arts. For first-time visitors, Edgartown is the most appealing choice, with its picturesque streets and amenities.

1. EdgartownOpens in a new window: Edgartown is a charming coastal town known for its picturesque streets and vibrant shopping scene. With its historic architecture and beautiful harbor, it’s an ideal spot for travelers who appreciate unique boutiques and local art galleries. The town’s scenic beaches provide a perfect backdrop for relaxation, and you can easily explore nearby lighthouses that add to the area’s charm. Edgartown also has a lively cultural scene, offering events and performances that showcase local talent, making it a delightful place to immerse yourself in the island’s community.
2. Vineyard HavenOpens in a new window: Vineyard Haven is a welcoming gateway to Martha's Vineyard, famous for its laid-back vibe and stunning waterfront. It’s an excellent choice for those who enjoy wine and local crafts, with several shops showcasing artisanal goods and unique finds. The ferry terminal makes it easy to explore other parts of the island, while the cozy cafes and local eateries provide a taste of the island’s culinary delights. Don’t miss the chance to stroll along the scenic waterfront and soak in the beautiful views.
3. FalmouthOpens in a new window: Falmouth offers a delightful coastal experience with its beautiful beaches and vibrant seafood culture. Known for its fresh catch and waterfront dining options, it’s a great place to indulge in local flavors. The town features charming shops and boutiques, perfect for a leisurely day of exploring. In addition, Falmouth is home to several recreational activities, including biking and walking trails along the scenic coastline, making it a fantastic spot for outdoor enthusiasts looking to enjoy the natural beauty of the area.

Things to do in Oak Bluffs

Oak Bluffs is a charming coastal gem ideal for family vacations, boasting stunning beaches and scenic parks. Enjoy leisurely walks along the shore, explore lush forests, or embark on boating adventures. With vibrant shopping and ferry tours, this picturesque town invites you to relax and create unforgettable memories.

• Falmouth Heights BeachOpens in a new window – Relax on the sandy shores of Falmouth Heights Beach, a perfect spot for sunbathing and enjoying the refreshing ocean breeze. Take a stroll along the water's edge, collect seashells, or simply watch the boats glide by. This beach offers a laid-back atmosphere ideal for families and friends looking to unwind and soak up the sun.
• Martha's Vineyard MuseumOpens in a new window – Dive into the rich history of Martha's Vineyard at the Martha's Vineyard Museum. Discover fascinating exhibits that showcase the island's maritime heritage, art, and culture. Engage with interactive displays and learn about the unique stories that shaped this beautiful destination. The museum provides a great opportunity to appreciate the local history in a welcoming environment.
• Popponesset BeachOpens in a new window – Venture to Popponesset Beach, where soft sands and gentle waves await. This family-friendly beach is perfect for a day of fun, whether you're building sandcastles, swimming, or enjoying a picnic. The scenic views and relaxed vibe make it an excellent choice for spending quality time with loved ones while enjoying the beauty of the coast.

5 tips for savvy savings when booking a hotel in Oak Bluffs

1. Book for the cheapest times: The most affordable time to visit Oak Bluffs is during January, March, and December, when hotel prices are lower. For a budget-friendly experience, a stay of at least 2 to 3 days is recommended to fully appreciate the area’s key landmarks and cultural attractions. During your visit, you can enjoy scenic walks along the beach, explore local shops, tour nearby wineries, and relax at the port. Additionally, savoring fresh seafood and taking a ferry ride can enhance your experience, all while keeping your trip great value for money.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Oak Bluffs, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Enable email alerts or push notifications to stay informed about flash sales and special promotions. The Smart ShoppingOpens in a new window tool available via the app allows you to compare hotel prices and amenities, helping you make informed decisions. If prices drop or rooms become available, you’re more likely to see these updates first, ensuring you can seize a last-minute getaway.
3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the season, so being flexible with your travel dates may help you save on your stay in an Oak Bluffs hotel. If you're seeking something distinctive, boutique hotels can provide a more personalized experience and often better value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is higher or lower than average. If the price is on the higher end, we may suggest alternative dates that could offer a more affordable option, helping you find a better deal.
4. Consider your location: Hotels near the city center usually tend to be more expensive, but with Oak Bluffs’s excellent public transportation options, you might discover a more affordable independent hotel a bit further out that’s still well-connected. If you're interested in exploring alternative, less crowded neighborhoods or even lesser-known nearby towns, you can often find great value for your money. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.
5. Become a Member: Join now for free to unlock exclusive member benefits and enjoy significant savings on your next stay in Oak Bluffs. With access to over 100,000 hotels worldwide, you can take advantage of special member prices that help you save on your bookings. As you progress through the membership tiers, you'll earn exciting perks, including complimentary room upgrades when available and discounts on food and beverages at select VIP Access properties. Don’t miss out on the opportunity to enhance your travel experience—become a member today!

Best time to go to Oak Bluffs

Oak Bluffs experiences its lowest average temperatures in January to February, at 35.1°F (1.7°C), while August is the hottest month, with an average temperature of 71.6°F (22.0°C). October are usually the wettest months. June to August are the peak travel months in Oak Bluffs, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.