Hotels in Chilmark

Chilmark: Where Coastal Serenity Meets Island Charm

Nestled on Martha's Vineyard, Chilmark, Massachusetts, is a serene escape that embodies coastal charm and natural beauty. With its stunning beaches, like Menemsha, and rolling hills dotted with picturesque farms, this quaint town invites relaxation and exploration. Experience the vibrant local culture through art galleries and seasonal farmers' markets, or enjoy breathtaking sunsets over the Atlantic. Perfect for romance or quiet retreats, Chilmark offers hiking trails, fishing spots, and a glimpse into the island's rich history. Discover the unspoiled allure of this off-the-beaten-path gem, where tranquility and natural splendor await.

Discover great hotels in Chilmark

Chilmark offers a range of accommodations from cozy inns and guesthouses to scenic waterfront motels. Room rates vary, catering to different budgets, with options for both rustic charm and more upscale stays. Enjoy the serene landscapes and local vineyards while exploring this tranquil part of Martha’s Vineyard. These are some of the hotels preferred by our travelers in Chilmark:

1. BedBreakfast: BedBreakfast offers a cozy and inviting atmosphere perfect for leisure travelers seeking a unique and charming lodging experience. This property provides delightful dining options, including a local restaurant guide and complimentary breakfast selections. Guests appreciate the warm hospitality and personalized service, creating a relaxing retreat that feels like home away from home.
2. Lamberts Cove InnOpens in a new window: Lamberts Cove Inn is a 3.5-star hotel that stands out for its stunning beachfront access, making it an ideal destination for travelers in search of a beach vacation experience. The hotel features direct access to the beach, allowing guests to indulge in sun-soaked relaxation and water activities. Visitors rave about the picturesque views and the serene atmosphere, making it a top choice for those who appreciate coastal living.
3. Mansion House Inn And SpaOpens in a new window: Mansion House Inn And Spa is a sophisticated 3.5-star hotel tailored for business travelers and spa enthusiasts. This property offers a full-service spa and comprehensive amenities, including a business center and a variety of relaxation options such as sauna and body treatments. The combination of professional facilities and tranquil spa services creates an exceptional environment for those looking to blend work and relaxation seamlessly, receiving high praise for its luxurious offerings and attention to detail.

Top locations to stay in Chilmark

When visiting Chilmark, Massachusetts, great areas to stay in include Edgartown, Oak Bluffs, and Vineyard Haven. Edgartown is perfect for shopping and dining, while Oak Bluffs boasts beautiful beaches and vibrant nightlife. Vineyard Haven offers delightful wine tasting experiences. For first-time visitors, Oak Bluffs is best suited, with its lively atmosphere and easy beach access.

1. EdgartownOpens in a new window: Edgartown is a charming seaside village that’s perfect for travelers looking to enjoy shopping and a picturesque coastal atmosphere. Known for its beautiful historic homes and stunning harbor views, it offers a delightful mix of boutique shops, art galleries, and local crafts. Spend time strolling along the waterfront, exploring the quaint streets, and soaking in the New England charm. The nearby beaches are great for sunbathing or a leisurely stroll, making Edgartown an ideal base for both relaxation and exploration.
2. Oak BluffsOpens in a new window: Oak Bluffs is a vibrant destination known for its lively beach scene and unique attractions. The town features colorful gingerbread cottages and a lively boardwalk, perfect for evening strolls. With its beautiful beaches, visitors can enjoy swimming, sunbathing, or simply relaxing by the shore. Oak Bluffs also has a variety of local shops and cultural events, making it a great spot for those who appreciate a lively atmosphere and community spirit.
3. Vineyard HavenOpens in a new window: Vineyard Haven is a quaint harbor town that offers a unique blend of relaxation and local charm. It’s a great place for wine enthusiasts, with nearby vineyards and wine tastings available. The town has a selection of shops, cafes, and galleries, perfect for leisurely afternoons. The waterfront area provides scenic views and opportunities for boat excursions or just enjoying the coastal air. Vineyard Haven’s laid-back vibe makes it an excellent choice for those looking to unwind and enjoy the beauty of Martha's Vineyard.

Things to do in Chilmark

Chilmark offers a serene escape with its stunning beaches, rolling hills, and lush forests. Travelers can enjoy hiking scenic trails, savoring breathtaking sunsets, and participating in lively local festivals. Whether it’s kayaking in tranquil waters or savoring a night tour under the stars, this charming destination is a must-visit.

• Inkwell BeachOpens in a new window – Spend a sunny day at Inkwell Beach, where soft sand meets gentle waves. This inviting beach is ideal for a relaxing day by the shore, whether you're building sandcastles with the kids or enjoying a good book under the sun. The atmosphere is vibrant, making it a perfect spot for families and friends to gather and enjoy the coastal beauty.
• Falmouth Heights BeachOpens in a new window – Just a short trip away, Falmouth Heights Beach offers stunning views of the ocean and a lively beach scene. Take a leisurely stroll along the shore or dive into the refreshing waters. With plenty of space for sunbathing and activities, it’s a great place to soak up the sun and enjoy a beachside picnic with loved ones.
• Martha's Vineyard MuseumOpens in a new window – Discover the rich history of Martha's Vineyard at the Martha's Vineyard Museum. Explore intriguing exhibits that showcase the island's heritage, art, and maritime traditions. This museum provides a captivating glimpse into the past, making it an enriching stop for anyone curious about the local culture and stories that have shaped this unique destination.

5 tips for savvy savings when booking a hotel in Chilmark

1. Book for the cheapest times: The most budget-friendly time to visit Chilmark is from January to March, when hotel prices are typically lower. For a great value for money, staying at least 3 to 4 days is recommended to fully explore the area's historical landmarks, cultural sites, and natural beauty. During your visit, you can enjoy scenic hikes, relax on the beach, participate in local festivals, tour the renowned winery, and witness breathtaking sunsets. This timeframe not only enhances your experience but also offers affordable options for those looking to immerse themselves in the charm of Chilmark.
2. Look for last-minute deals on Hotels.com: To uncover last-minute hotel deals in Chilmark, consider visiting the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates near your travel date. To maximize savings, enable email alerts or push notifications for updates on flash sales and exclusive promotions. With the Smart ShoppingOpens in a new window tool available via the app, you can easily compare hotel prices and amenities, ensuring you're informed about any drops in prices or availability. This way, you're more likely to secure affordable hotel deals for your last-minute getaway to Chilmark.
3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay at a hotel in Chilmark. If you're seeking a unique experience, boutique hotels can provide a more personalized atmosphere and sometimes offer better value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend more budget-friendly dates to help you find a better deal.
4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, consider hotels in less central neighborhoods, where you can find a balance between cost and accessibility to the sights you want to see. You might also look into independent hotels a bit further out, which are usually likely to be more affordable and can offer a more genuine experience.
5. Become a Member: Join for free and unlock exclusive benefits for your next stay in Chilmark! Enjoy discounted rates at over 100,000 hotels worldwide with our member prices. As a member, you’ll have the opportunity to advance through our tiers, gaining access to perks such as complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don’t miss out on these fantastic offers—sign up today!

Best time to go to Chilmark

Chilmark experiences its lowest average temperatures in January to February, at 35.2°F (1.8°C), while August is the hottest month, with an average temperature of 71.8°F (22.1°C). October are typically the wettest months. If you’re looking to soak up the lively atmosphere in Chilmark, June to August are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.