"Staff on the phone and across the street very helpful with keys and codes and instructions. Well organized, easy access to town, good parking. A little noisy in the room from other rooms and the hallway."
"Staff on the phone and across the street very helpful with keys and codes and instructions. Well organized, easy access to town, good parking. A little noisy in the room from other rooms and the hallway."
"Quiet and charming B&B. The rooms are great, staff is nice and owners and their dog are great! Walking distance to the Main Street with coffee, restaurants and shops. We stayed a few days with a quick day trip to Martha’s (which we walked to the ferry)"
"Quiet and charming B&B. The rooms are great, staff is nice and owners and their dog are great! Walking distance to the Main Street with coffee, restaurants and shops. We stayed a few days with a quick day trip to Martha’s (which we walked to the ferry)"
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Inkwell Beach: a historic summer haven for African American families since the late 1800s. Join the morning "Polar Bears" swim group or practice beachside yoga while enjoying the calm waters and cultural significance.
Oak Bluffs Harbor buzzes with maritime energy, where boats bob alongside waterfront shops and seafood restaurants. Secure a slip in advance during summer to experience the vibrant heart of Martha's Vineyard.
This historic beach has served as a beloved gathering spot for African American families for generations. Enjoy the calm waters just steps from Oak Bluffs' charming downtown shops and restaurants.
This 7.5-acre green space showcases a historic bandstand surrounded by Victorian homes with views of Nantucket Sound. Summer evenings come alive with concerts and the spectacular August fireworks display.
America's oldest operating platform carousel (1876) features hand-carved wooden horses with real horsehair manes. Catch a brass ring for a free ride on this National Historic Landmark.
Circuit Avenue pulses as the heart of Oak Bluffs, lined with boutiques, eateries, and entertainment venues. Stroll this vibrant Martha's Vineyard hub for island-inspired shopping and fresh seafood dining.
After visiting Oak Bluffs Fishing Pier, make a plan to see the other sights and activities in Oak Bluffs. Stroll along the beaches or visit the shops in this relaxing area.
You can spend an afternoon exploring the galleries in Cottage Museum during your travels in Oak Bluffs. Stroll along the area's seaside, or simply savor its wineries.
The colorful gingerbread cottages of the Martha's Vineyard Campground will charm you with their whimsical Victorian details. Take the Flying Horses carousel for a spin, then stroll along Ocean Park's waterfront where locals gather for sunset picnics.
My boyfriend and I had the best overnight at the Madison Inn. The room that we booked was small, but still so comfortable and cute and it was in a really convenient location in the center of Oak Bluffs. Staff was so friendly and awesome. Amazing amenities. Def recommending this place to all of my friends! Looking forward to staying again.
My boyfriend and I had the best overnight at the Madison Inn. The room that we booked was small, but still so comfortable and cute and it was in a really convenient location in the center of Oak Bluffs. Staff was so friendly and awesome. Amazing amenities. Def recommending this place to all of my friends! Looking forward to staying again.
Jamie and Dallas were so helpful in finding places to visit, eat and tour. They even entertained us with a wine tasting. It really made our 22nd Anniversary so much more special.
Jamie and Dallas were so helpful in finding places to visit, eat and tour. They even entertained us with a wine tasting. It really made our 22nd Anniversary so much more special.
Fresh, clean, fun, and comfortable! Easy to access- we had two rooms - bathrooms are cute! Bedrooms nice and beds comfy, living area and kitchenette downstairs very charming! Sat outside as well.
Fresh, clean, fun, and comfortable! Easy to access- we had two rooms - bathrooms are cute! Bedrooms nice and beds comfy, living area and kitchenette downstairs very charming! Sat outside as well.
Kathryn
Reviewed September 11, 2022Reviewed September 11, 2022
Asked for an early check-in . . . .Got it!!
A varied selection for breakfast . . . Got it!! It was wonderful. It had everything anyone would want, including yogurt and nutrition bars and pancakes for the kids.
Comfortablle beds .... Got it!!
Clean, well lighted bathrooms . . . Got it!!!
Reasonable prices . . . Got it!!!
Friendly staff . . . Got it!!!!
Asked for an early check-in . . . .Got it!!
A varied selection for breakfast . . . Got it!! It was wonderful. It had everything anyone would want, including yogurt and nutrition bars and pancakes for the kids.
Comfortablle beds .... Got it!!
Clean, well lighted bathrooms . . . Got it!!!
Reasonable prices . . . Got it!!!
Friendly staff . . . Got it!!!!
"M"
Reviewed December 17, 2014Reviewed December 17, 2014
We had a great stay!! The rooms were so cozy and the location is perfect. The lighthouse is so close by! Great dinning near by! Can't wait to go back!!
We had a great stay!! The rooms were so cozy and the location is perfect. The lighthouse is so close by! Great dinning near by! Can't wait to go back!!
Anonymous traveler
Reviewed February 16, 2016Reviewed February 16, 2016
Gorgeous property right out of the gate from the area where you enter and check-in merging with the space to sit by the fireplace then the beautiful, rustic tavern and stunning event space in addition to the lovely, updated and spacious room just yards away for our overnight stay! Very friendly and kind staff as well!
Could not be more impressed and pleased with our stay. Perfect balance of rustic, old Cape Cod charm and modern amenities. Superb!
Gorgeous property right out of the gate from the area where you enter and check-in merging with the space to sit by the fireplace then the beautiful, rustic tavern and stunning event space in addition to the lovely, updated and spacious room just yards away for our overnight stay! Very friendly and kind staff as well!
Could not be more impressed and pleased with our stay. Perfect balance of rustic, old Cape Cod charm and modern amenities. Superb!
The Inn is wonderful and very convenient to town, a short walk to restaurants and shops.
The house was built in 1860, and it maintains a lot of old Vineyard charm.
Fred is a very welcoming host, and the morning coffee is great.
The room was bioth charming and very comfortable.
I highly recommend the Ashley Inn.
The Inn is wonderful and very convenient to town, a short walk to restaurants and shops.
The house was built in 1860, and it maintains a lot of old Vineyard charm.
Fred is a very welcoming host, and the morning coffee is great.
The room was bioth charming and very comfortable.
I highly recommend the Ashley Inn.
Anonymous traveler
Reviewed February 1, 2016Reviewed February 1, 2016
What the large chains are taking away is just what this Inn does in spades - lots of thoughtful little extras that make your stay enjoyable - A warm welcome from owner's who care - not just complimentary toiletries, but cloth napkins at a generous breakfast display even fresh homemade muffins!! Very clean, pleasantly decorated room and comfortable bed. We will definitely book here again.
What the large chains are taking away is just what this Inn does in spades - lots of thoughtful little extras that make your stay enjoyable - A warm welcome from owner's who care - not just complimentary toiletries, but cloth napkins at a generous breakfast display even fresh homemade muffins!! Very clean, pleasantly decorated room and comfortable bed. We will definitely book here again.
Meredith
Reviewed February 2, 2025Reviewed February 2, 2025
What a perfect spot, view is heavenly! lobby is homey with fireplace. bar has beautiful view(very loud waiter) excellent cocktails. room was spotless, soft linens, good mattress, view from balcony of lighthouse, lots of windows, large tv. We were lucky to get room in main hotel.
What a perfect spot, view is heavenly! lobby is homey with fireplace. bar has beautiful view(very loud waiter) excellent cocktails. room was spotless, soft linens, good mattress, view from balcony of lighthouse, lots of windows, large tv. We were lucky to get room in main hotel.
Anonymous traveler
Reviewed February 9, 2016Reviewed February 9, 2016
Place was amazing, downstairs rooms very close to the water, everything looks brand new, bathroom was kind of small but again, so many great things compensate all.
Place was amazing, downstairs rooms very close to the water, everything looks brand new, bathroom was kind of small but again, so many great things compensate all.
Wonderful stay everything was perfect! Room with all the little touch’s . Lovely made to order breakfast in the morning, delicious cupcakes for an afternoon treat and cookies for a late night snack. Very quiet peaceful Inn overlooking looking the water. Attentive host highly enjoyed or stay!
Wonderful stay everything was perfect! Room with all the little touch’s . Lovely made to order breakfast in the morning, delicious cupcakes for an afternoon treat and cookies for a late night snack. Very quiet peaceful Inn overlooking looking the water. Attentive host highly enjoyed or stay!
Lisa
Reviewed February 19, 2024Reviewed February 19, 2024
We lived the hotel - the room was small but it was spotless and the bathroom was a decent size. We loved the location and the porch where you could enjoy a cocktail or coffee rocking away on a summer night.
We lived the hotel - the room was small but it was spotless and the bathroom was a decent size. We loved the location and the porch where you could enjoy a cocktail or coffee rocking away on a summer night.
Lynn
Reviewed September 11, 2015Reviewed September 11, 2015
My friend and I spent 4 nights in this beautiful bed and breakfast. The property is conveniently located on Route 28 in Falmouth. Not only is the house on a bike trail, but you are allowed to use the bikes for free, even to take to the Vinyard, a 40 minute ride by ferry. We went over twice using the Queen Authority first from Falmouth and the Steamship Authority from Woods Hole the next. The Steamship was cheaper and better. But there are really nice beaches nearby. Woods Hole is nearby where...
My friend and I spent 4 nights in this beautiful bed and breakfast. The property is conveniently located on Route 28 in Falmouth. Not only is the house on a bike trail, but you are allowed to use the bikes for free, even to take to the Vinyard, a 40 minute ride by ferry. We went over twice using the Queen Authority first from Falmouth and the Steamship Authority from Woods Hole the next. The Steamship was cheaper and better. But there are really nice beaches nearby. Woods Hole is nearby where...
Elm
Reviewed September 19, 2016Reviewed September 19, 2016
Stunning Beaches: Enjoy the beautiful Oak Bluffs Town Beach and its picturesque coastline, perfect for sunbathing and relaxation.
Charming Neighborhoods: Explore the quaint streets filled with eclectic shops, boutiques, and local eateries that showcase the town's unique character.
Historic Lighthouse: Visit the iconic lighthouse for scenic views and a glimpse into the town's rich maritime history.
Outdoor Activities: Take advantage of bike paths, golf courses, and family-friendly activities to stay active and engaged.
Welcoming Accommodations: Experience warm hospitality in cozy inns and family-friendly hotels, making your stay enjoyable and memorable.
Find great hotels in and around Oak Bluffs
Discover the charm of Oak Bluffs, Massachusetts, where a variety of lodging options await you. From cozy inns to family-friendly hotels, you'll find accommodations that cater to adventure seekers and beach lovers alike. Explore the top-rated hotels, including the renowned Hotel Martha, and enjoy the warm hospitality that makes Oak Bluffs a perfect vacation destination.
Falmouth Inn: Located 11.3km from Oak Bluffs, Falmouth Inn is an ideal choice for business travelers seeking comfort and convenience. This hotel offers well-appointed rooms that cater to the needs of corporate guests, providing a productive environment for work and relaxation. Guests appreciate the amenities such as free Wi-Fi, a business center, and meeting facilities, making it easy to stay connected and focused. The inviting atmosphere and friendly staff ensure that you feel welcomed throughout your stay.
Mansion House Inn And Spa: Situated 3.2km from Oak Bluffs, the Mansion House Inn And Spa provides a luxurious escape with a focus on wellness and relaxation. As a 3.5-star rated hotel, it features a full-service spa offering a variety of treatments, including body treatments, hot tubs, and steam rooms, perfect for unwinding after a day of exploration. The hotel also boasts a pool area for leisurely afternoons. With its elegant décor and tranquil ambiance, this inn is perfect for travelers looking to indulge in a spa-themed getaway.
MV Surfside Hotel: Nestled in the heart of Oak Bluffs, the MV Surfside Hotel is a welcoming and pet-friendly accommodation ideal for LGBTQIA travelers. This hotel embraces inclusivity and offers a range of amenities that cater to diverse needs, including pet-friendly policies that allow certain pets onsite. Guests can enjoy comfortable rooms and easy access to nearby attractions, making it a great spot for those looking to experience the vibrant community of Oak Bluffs. The hotel's commitment to creating a friendly atmosphere ensures that everyone feels at home.
Where to stay near Oak Bluffs
Oak Bluffs offers an unforgettable vacation experience with its beautiful beaches, charming neighborhoods, and vibrant local culture. Enjoy the relaxing atmosphere as you explore the scenic coastline and indulge in family-friendly activities. Nearby, you can discover the enchanting vineyards and experience the warmth of local innkeepers. Whether you're seeking an island getaway or a recreational retreat, Oak Bluffs promises a delightful escape filled with friendly faces and stunning views.
Martha's Vineyard: This picturesque island is located a mere 11.3km from Oak Bluffs and is renowned for its stunning scenery and outdoor experiences. With a seasonal influx of travelers peaking from June to August, visitors flock to enjoy the beautiful beaches and vibrant music concerts. Martha's Vineyard offers delightful resorts and golf venues, making it an ideal spot for relaxation and recreation. Don't miss the local landmarks, including family-friendly beaches and scenic capes that showcase the island's natural beauty.
Falmouth: Situated 11.3km away from Oak Bluffs, Falmouth is a charming coastal city that attracts visitors with its captivating beaches and scenic coastal views. The travel experience here peaks during the summer months, attracting those looking for outdoor adventures and educational opportunities. Popular activities include golfing and enjoying the country private clubs. Falmouth's local landmarks, featuring family beaches and picturesque capes, provide an excellent backdrop for a day of fun in the sun.
Edgartown: Just 8.0km from Oak Bluffs, Edgartown is a delightful city known for its beautiful beaches and outdoor allure. The seasonal travel patterns mirror those of its neighbors, with peak visits during the summer months. Visitors can indulge in golfing at local courses or explore the vibrant shopping areas. The area's landmarks, including family-friendly beaches and serene lakes, offer a perfect setting for relaxation and exploration, making Edgartown a must-visit on your vacation itinerary.
Things to do in and around Oak Bluffs
Oak Bluffs offers a delightful blend of beach and outdoor activities, perfect for a scenic vacation. Visitors can enjoy eclectic shopping in charming boutiques, explore bike paths for a leisurely ride, or take quick strolls through the picturesque streets. Additionally, the area features golf courses for those looking to hit the links, making it an ideal destination for relaxation and recreation.
Shopping
In Oak Bluffs, you can enjoy unique shops and local boutiques. If you're up for a drive, visit Mashpee Commons for a variety of stores and entertainment, or check out Chilmark Chocolates for sweet treats. For natural products, Summer House Natural Soaps is another great option nearby.
Recreation
Farm Neck Golf Club offers a beautiful outdoor setting for golf enthusiasts, surrounded by lush landscapes. For family fun, Island Cove Adventures presents an exciting mini-golf experience just three miles away, while the luxurious Cape Cod Country Club, located 17.7km from Oak Bluffs, provides a refined atmosphere for relaxation and leisure.
Adventure
Explore the Shining Sea Bikeway, an exhilarating 14.5km outdoor adventure perfect for biking along scenic views. For a more immersive experience, hike the Cedar Tree Neck Sanctuary, located 11.3km away, or tackle the Long Pond Trail, 12.9km from Oak Bluffs, both offering stunning scenery and adventure vibes.
Nightlife
In Oak Bluffs, the Martha's Vineyard Film Center and Vineyard Playhouse offer cultural and romantic vibes with entertaining performances. For family fun, the Flying Horses Carousel provides a charming outdoor experience, making the nightlife vibrant and diverse for all visitors.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
Booking tips and Expedia advantages for Oak Bluffs
To save money during your visit to Oak Bluffs, plan your trip for the off-peak months of March or December to January, as prices are lower compared to the busy summer season. Enjoy free activities like Inkwell Beach and Circuit Avenue. For transportation, consider using public transport or walking, as the area is pedestrian-friendly. Book your accommodations on a Tuesday for the best rates, and use Expedia to find package deals that combine your hotel, flights, and activities for added savings. Look for eco-friendly options and exclusive discounts to maximize your budget.
The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Oak Bluffs are March and December to January, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Oak Bluffs is Tuesday. The most expensive day to stay in Oak Bluffs is Friday.
Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, including your budget, desired location, and the type of hotel you prefer. For instance, selecting the Eco-certified option will showcase sustainable and eco-friendly accommodations that are currently available. To find the best prices and deals, simply sort the price filter from low to high.
Consider bundling your trip: You can save money by combining your Oak Bluffs hotel reservation with your flights and activities by choosing an Expedia package.
Find the best attractions in and around Oak Bluffs
Oak Bluffs, Massachusetts, is an ideal destination for beach lovers and outdoor enthusiasts, offering stunning scenery and rich culture. Explore local attractions such as the historic lighthouse, beautiful Oak Bluffs Town Beach, and the charming harbor. Whether you're looking to relax on the sand or immerse yourself in the area's history, there's something for everyone in this picturesque seaside town.
Inkwell Beach: Experience the quintessential beach vibes at Inkwell Beach, where you can relax on the sandy shores or take a refreshing swim in the Atlantic. This lively spot is perfect for sunbathing and beach games.
Martha's Vineyard Museum: Located 3.2km away, the Martha's Vineyard Museum offers a deep dive into the island's rich history and culture. Explore fascinating exhibits that highlight local art, maritime history, and the unique traditions of the community.
Oak Bluffs Harbor: Enjoy stunning scenery at Oak Bluffs Harbor, a beautiful waterfront area ideal for strolling, dining, and watching boats come and go. The picturesque views and vibrant atmosphere create a perfect setting for relaxation.
Best time to go to Oak Bluffs
The best time to visit Oak Bluffs is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January and February are its coolest month on average. At the time of February, visitor numbers are average and weather is mostly cloudy.
Calendar Month
Temperature
Precipitation
Cloudiness
Occupancy
Pricing
January
35.1°F (1.7°C)
Light Rain
Mostly Sunny
Average
Slightly Low
February
35.1°F (1.7°C)
Light Rain
Mostly Cloudy
Average
Average
March
38.8°F (3.8°C)
Light Rain
Mostly Sunny
Average
Slightly Low
April
46.4°F (8.0°C)
Light Rain
Mostly Sunny
Average
Average
May
54.5°F (12.5°C)
Light Rain
Mostly Sunny
Average
Average
June
63.0°F (17.2°C)
Light Rain
Mostly Sunny
High
Slightly High
July
71.1°F (21.7°C)
Light Rain
Mostly Sunny
High
Slightly High
August
71.6°F (22.0°C)
Light Rain
Mostly Sunny
High
Slightly High
September
66.6°F (19.2°C)
Light Rain
Mostly Sunny
Average
Average
October
58.5°F (14.7°C)
Light Rain
Mostly Sunny
Low
Average
November
48.9°F (9.4°C)
Light Rain
Mostly Sunny
Low
Average
December
41.4°F (5.2°C)
Light Rain
Mostly Sunny
Low
Slightly Low
The nearest major airports for your trip to Oak Bluffs
To reach Oak Bluffs, Massachusetts, you have several airport options. Providence, RI (PVD-T.F. Green) is located 78.9km away, with nearby hotels like the 4-star Omni Providence Hotel and Graduate by Hilton Providence, both 11.3km from the airport. Nantucket, MA (ACK-Nantucket Memorial) is another choice, just 46.7km away, offering accommodations such as the 4.5-star White Elephant Hotel and Nantucket Resort Collection, both 4.8km from the airport. Finally, Vineyard Haven, MA (MVY-Martha's Vineyard) is a mere 8.0km away, with options like the 4-star Harbor View Hotel and Vineyard Square Hotel & Suites, both conveniently located 8.0km from the airport.
Frequently Asked Questions
What are some of the best vacation rentals that Oak Bluffs has to offer?
If I need to cancel my hotel reservation in Oak Bluffs, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Oak Bluffs.
Where can I learn more about changing or cancelling my trip to Oak Bluffs?
Where is the best hotel to stay near Inkwell Beach?
Adjacent to Inkwell Beach, Pequot Hotel is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers free breakfast and free parking. Another good option is Summercamp, located just 0.5 mi (0.8 km) away.
What about the best place to stay close to Oak Bluffs Harbor?
One of the top choices for your stay is Summercamp, located next to Oak Bluffs Harbor, and this 3.5-star hotel offers a snack bar/deli and free WiFi. MV Surfside Hotel and The Attleboro House are two other good choices in the immediate area.
What's the best place for a beach vacation in Oak Bluffs?
Summercamp is a top beach hotel offering free WiFi and a snack bar, located within a short 6-minute walk of Oak Bluffs Town Beach. See more stays near the beach in Oak Bluffs.
What's the best hotel for staying near Barnstable Municipal Airport (HYA)?
Cape Sands Inn is a popular property, featuring free breakfast and an outdoor pool. It's located a short 1.5 mi (2.4 km) from Barnstable Municipal Airport. Other good choices close to the airport are Hyannis Inn and Hyannis Travel Inn.
What is staying in Oak Bluffs like?
Visitors to Oak Bluffs are sure to enjoy the beaches, shopping, and wineries. Tourists can also enjoy the city's local tours and seafood restaurants. In Oak Bluffs, there are 373 hotels and other accommodations to choose from. Find out more about Oak Bluffs.
The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Oak Bluffs is 47 inches.
What's the best place to stay in Oak Bluffs?
Summercamp is one of the top choices for your stay based on our traveler data. This hotel is a short 13-minute walk from Inkwell Beach, and it offers a snack bar/deli and free WiFi. Other good options for your visit include MV Surfside Hotel and Morgan Hotel. See all available top hotels, or vacation rentals in Oak Bluffs.