Title: Oak Bluffs Vacation Packages 2026 from $1,251 | Expedia.com [Oak Bluffs Travel Guide](https://expedia.com/Oak-Bluffs.dx140231)[Hotels in Oak Bluffs](https://expedia.com/Oak-Bluffs-Hotels.d140231.Travel-Guide-Hotels)[Vacation Rentals in Oak Bluffs](https://expedia.com/Oak-Bluffs-Vacation-Rentals.d140231.Travel-Guide-VacationRentals)[Flights to Oak Bluffs](https://expedia.com/Cheap-Flights-To-Oak-Bluffs.d140231.Travel-Guide-Flights)[Things to do in Oak Bluffs](https://expedia.com/Things-To-Do-In-Oak-Bluffs.d140231.Travel-Guide-Activities)[Car Rentals in Oak Bluffs](https://expedia.com/Car-Rentals-In-Oak-Bluffs.d140231.Car-Rental-Guide) ![](https://images.trvl-media.com/place/140231/89b7f1b0-0e2f-40ba-96da-29cde331c27b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Oak Bluffs Vacations from $1,251 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Oak Bluffs Vacation Let our vacation packages to Oak Bluffs inspire your next adventure. You'll find tons to like about this amazing city, starting with the neighborhood of Falmouth Heights, which is good for views and coastal beaches. A trip to Oak Bluffs is a wonderful opportunity to do a bit of sightseeing. Check out well-known attractions like [Inkwell Beach](https://www.expedia.com/Inkwell-Beach-Oak-Bluffs.d6172306.Vacation-Attraction), [Oak Bluffs Town Beach](https://www.expedia.com/Oak-Bluffs-Town-Beach-Oak-Bluffs.d6172319.Vacation-Attraction) and [Oak Bluffs Harbor](https://www.expedia.com/Oak-Bluffs-Harbor-Oak-Bluffs.d553248621562507062.Vacation-Attraction). Expedia has what you need to escape your routine. Tailor your vacation to Oak Bluffs to suit your travel style, whatever that may be! ## The Latest Oak Bluffs vacation packages Price found within the past 48 hours. Click for updated prices. ![Vineyard Harbor Motel - Private Beach](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/71c0b2e0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Vineyard Harbor Motel - Private Beach $1,251 per person Jun 28 - Jul 2 found 4 hours ago Roundtrip non-stop flight included Atlanta (ATL) to Vineyard Haven (MVY) 9/10 Wonderful! (624 reviews) Perfect stay, very friendly staff. love it Reviewed on Mar 24, 2026 ![The Franklin Hotel Martha's Vineyard](https://images.trvl-media.com/lodging/77000000/76640000/76637400/76637391/0219cce7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Franklin Hotel Martha's Vineyard $1,494 per person Jun 28 - Jul 2 found 4 hours ago Roundtrip non-stop flight included Atlanta (ATL) to Vineyard Haven (MVY) 9.2/10 Wonderful! (180 reviews) Beautiful house! The rooms were very clean and the location was great. There is no staff on site but it was relatively easy to contact people. The walls are very thin and you will hear every single thing happening around you. I love pet friendly places but there was a dog left in the room that cried for hours and when I tried contacting management about it no one ever replied. Parking is easy and overall it was a good experience. Reviewed on Mar 30, 2026 ![Morgan Hotel](https://images.trvl-media.com/lodging/40000000/39210000/39201700/39201680/f4565200_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Morgan Hotel $1,316 per person Jun 28 - Jul 2 found 4 hours ago Roundtrip non-stop flight included Atlanta (ATL) to Vineyard Haven (MVY) 8.4/10 Very Good! (210 reviews) We reserved a queen room and were upgraded to a king with a balcony. What a nice surprise! I called for help with the OpenKey app to open the front door. Friendly staff answered immediately and talked me through process while staying on the line. Stylish clean lobby. Simple white bedding with soft pillows. Clean tile bathroom with plenty of hot water and a rain shower head. The water pressure in the toilet was low but we managed. Hot Keurig coffee available in the lobby early am. We watched the sunrise from the balcony. The location is a block from Ocean Park where there is overnight parking. Shops nearby and 15 minute parking spaces out front for unloading luggage. Reviewed on Mar 31, 2026 ![The Richard, The Edgartown Collection](https://images.trvl-media.com/lodging/24000000/23360000/23355800/23355763/9709f36a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Richard, The Edgartown Collection $1,572 per person Jun 28 - Jul 2 found 4 hours ago Roundtrip non-stop flight included Atlanta (ATL) to Vineyard Haven (MVY) 9.6/10 Exceptional! (175 reviews) Breakfast was fantastic. Staff was terrific. Due to allergies fortunately not pet friendly. Reviewed on Oct 11, 2025 ![Wequassett Resort and Golf Club](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/ce420299_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wequassett Resort and Golf Club $1,299 per person Jun 5 - Jun 7 found 1 day ago Roundtrip flight included Dallas (DFW) to Hyannis (HYA) 9.4/10 Exceptional! (245 reviews) The staff is amazing, they are kind and always looking for ways to help and make you feel welcome. Reviewed on Jan 1, 2026 Don't see what you're looking for? See all available trips from Columbus to Oak Bluffs [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-04/2026-05-11/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ACK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Oak Bluffs ![Inkwell beach in oak bluffs on martha's vineyard](https://images.trvl-media.com/place/6172306/c1320ba4-8e7a-4a32-9247-5a588ac22d8d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Inkwell Beach If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries. [](https://expedia.com/Inkwell-Beach-Oak-Bluffs.d6172306.Vacation-Attraction) ![Oak Bluffs Harbor](https://images.trvl-media.com/place/553248621562507062/31157d33-1d5f-4d71-8f09-f88628a128e8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Oak Bluffs Harbor Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Harbor. Wander the area's beautiful beaches or simply enjoy one of its wineries. [](https://expedia.com/Oak-Bluffs-Harbor-Oak-Bluffs.d553248621562507062.Vacation-Attraction) ![Oak Bluffs Town Beach](https://images.trvl-media.com/place/140231/c2afe9cb-8907-432a-98f7-038323ba90e5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Oak Bluffs Town Beach If a restful vacation is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area. [](https://expedia.com/Oak-Bluffs-Town-Beach-Oak-Bluffs.d6172319.Vacation-Attraction) ### What to do in Oak Bluffs ![Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours](https://mediaim.expedia.com/localexpert/5247794/0163ce8b-bcb9-433e-bb84-fa4c7a677dc8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours $50 per adult [](https://expedia.com/things-to-do/massachusetts-self-guided-audio-tour-bundle-10-tours.a5247794.activity-details) ![Massachusetts Self-Guided Driving and Walking Tours Bundle](https://mediaim.expedia.com/localexpert/5280486/e51020c2-3f21-4b6a-ae0a-93b340f5a0f4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Massachusetts: Smartphone-Based Audio Tour Bundle $50 per traveler [](https://expedia.com/things-to-do/massachusetts-smartphone-based-audio-tour-bundle.a5280486.activity-details) [See all activities in Oak Bluffs](https://expedia.com/things-to-do/search?rid=140231) ## Oak Bluffs Hotel Deals ![Morgan Hotel](https://images.trvl-media.com/lodging/40000000/39210000/39201700/39201680/f4565200_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Morgan Hotel 9 Healy Way Oak Bluffs MA $153 nightly $171 total Apr 5 - Apr 6 Total with taxes and fees 8.4/10 Very Good! (211 reviews) We reserved a queen room and were upgraded to a king with a balcony. What a nice surprise! I called for help with the OpenKey app to open the front door. Friendly staff answered immediately and talked me through process while staying on the line. Stylish clean lobby. Simple white bedding with soft ... Reviewed on Mar 31, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=39201680&PinnedHotelID=39201680&HadPinnedHotel=true®ionId=140231) ![The Island Inn on Martha's Vineyard](https://images.trvl-media.com/lodging/112000000/111560000/111556200/111556199/4f2a8c65_edited_2a5c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Island Inn on Martha's Vineyard 30 Island Inn Rd Oak Bluffs MA 8/10 Very Good! (32 reviews) Clean room Reviewed on Dec 27, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=4%2F18%2F2026&endDate=4%2F19%2F2026&selected=111556199&PinnedHotelID=111556199&HadPinnedHotel=true®ionId=140231) [](https://expedia.com/Hotel-Search?startDate=4%2F18%2F2026&endDate=4%2F19%2F2026&selected=111556199&PinnedHotelID=111556199&HadPinnedHotel=true®ionId=140231) ![MV Surfside Hotel](https://images.trvl-media.com/lodging/3000000/2560000/2559500/2559441/7458d646_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### MV Surfside Hotel 7 Oak Bluffs Avenue Oak Bluffs MA $176 nightly $197 total Apr 6 - Apr 7 Total with taxes and fees 8.8/10 Excellent! (830 reviews) Staff members, Alex and Amoy were wonderful. They were very accommodating and friendly. Reviewed on Oct 14, 2025 [](https://expedia.com/Hotel-Search?startDate=4%2F6%2F2026&endDate=4%2F7%2F2026&selected=2559441&PinnedHotelID=2559441&HadPinnedHotel=true®ionId=140231) [See all 3,042 properties in Oak Bluffs](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F5%2F2026&endDate=4%2F6%2F2026®ionId=140231) 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. ## Find the Best Oak Bluffs Vacation Packages ## Oak Bluffs Beach Vacation There's nothing like an Oak Bluffs vacation to put a bounce in your step. The soothing melody of rolling surf and the smell of fresh ocean air will help refresh your mind and body. To be close to the town center on your trip to Oak Bluffs, find a hotel around Inkwell Beach (0.4 miles away). If the plan is to hang around a while, consider securing one of our Oak Bluffs vacation packages. Not only will you save some money, you'll also have other stunning beaches around you to explore, like Joseph Sylvia State Beach and Eastville Point Beach. We call that a win-win! ## Things You Should Know About Oak Bluffs - Spend your vacation by the water and let the hassles of daily life drift away with the ocean breeze. Book one of our [Oak Bluffs beach hotels](https://www.expedia.com/d140231-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent) and enjoy a little beachside bliss. - No matter your budget or style, you'll find an ideal place to stay for your vacation in Oak Bluffs. Why not take a look at some private vacation homes, like [The Attleboro House](https://www.expedia.com/Oak-Bluffs-Hotels-The-Attleboro-House.h45272224.Hotel-Information) and [Marthas Vineyard Resort](https://www.expedia.com/Oak-Bluffs-Hotels-Marthas-Vineyard-Resort.h66868932.Hotel-Information)? They're popular with visitors of all sorts. - Some 3,800 people live in Oak Bluffs. If you'd like advice about what to see and do in this area, why not start a conversation with one or two of the locals? Our [Oak Bluffs things to do page](null) is also a handy source of information. - Inkwell Beach, Oak Bluffs Harbor and Flying Horses Carousel are just some of the attractions that should be on your sightseeing list. With our Oak Bluffs vacation deals, you'll have more money in your back pocket to explore. ## Oak Bluffs Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Martha's Vineyard Airport (MVY) | | Population | 3,800 | | Max Temp Winter | 40ºF | | Max Temp Summer | 70ºF | | Top Sights | [Inkwell Beach](https://www.expedia.com/Inkwell-Beach-Oak-Bluffs.d6172306.Vacation-Attraction), [Old Silver Beach](https://www.expedia.com/Old-Silver-Beach-Massachusetts.d6070199.Vacation-Attraction) and [Falmouth Heights Beach](https://www.expedia.com/Falmouth-Heights-Beach-Falmouth-Heights.d553248631819778244.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations 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![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does an Oak Bluffs vacation package cost? ### What are the cheapest months to go to Oak Bluffs? ### How many days is enough for Oak Bluffs? ### Is it worth booking a vacation package to Oak Bluffs? ### How to find the best Oak Bluffs package deals? ### Is it cheaper to book an Oak Bluffs vacation as a package? ### When to book a vacation package to Oak Bluffs? ### How to plan a trip to Oak Bluffs? > 1. Choose when to go: Check your calendar and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to visit Oak Bluffs. > 2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to activities and flights. Your hotel will probably be the biggest expense during your trip to Oak Bluffs. > 3. Use our [trip planning tool](https://www.expedia.com/why/trip-planning) to explore Oak Bluffs: Research every part of your trip to Oak Bluffs with this handy planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings. > 4. Decide how long to go for: Now that you know more about Oak Bluffs, you can figure out the right length of your break. Create a rough itinerary and allocate enough time to get through everything on your must-do list. > 5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Oak Bluffs vacation package. > 6. Book any day trips or activities: Here's the fun part — locking in everything you want to see and do. Explore some of the top [things to do in Oak Bluffs](https://www.expedia.com/Things-To-Do-In-Oak-Bluffs.d140231.Travel-Guide-Activities) and book your tickets in advance to save time (and maybe some dollars too!). ### Does Expedia offer Book Now, Pay Later Oak Bluffs vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Hotels near Trinity Park Tabernacle ](https://www.expedia.com/Trinity-Park-Tabernacle-Hotels.0-l6172300-0.Travel-Guide-Filter-Hotels) - [Hotels near Cottage Museum ](https://www.expedia.com/Cottage-Museum-Hotels.0-l6287127-0.Travel-Guide-Filter-Hotels) - [Hotels near Circuit Avenue ](https://www.expedia.com/Circuit-Avenue-Hotels.0-l6287415-0.Travel-Guide-Filter-Hotels) - [Hotels near Oak Bluffs Public Library ](https://www.expedia.com/Oak-Bluffs-Public-Library-Hotels.0-l6286584-0.Travel-Guide-Filter-Hotels) - [Hotels near Ocean Park ](https://www.expedia.com/Ocean-Park-Hotels.0-l6172297-0.Travel-Guide-Filter-Hotels) - 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