Title: Osterville Vacation Packages 2026 from $427 | Expedia.com [Osterville Travel Guide](https://expedia.com/Osterville.dx183338)[Hotels in Osterville](https://expedia.com/Osterville-Hotels.d183338.Travel-Guide-Hotels)[Vacation Rentals in Osterville](https://expedia.com/Osterville-Vacation-Rentals.d183338.Travel-Guide-VacationRentals)[Flights to Osterville](https://expedia.com/Cheap-Flights-To-Osterville.d183338.Travel-Guide-Flights)[Car Rentals in Osterville](https://expedia.com/Car-Rentals-In-Osterville.d183338.Car-Rental-Guide) ![](https://images.trvl-media.com/place/183338/8a17e714-193f-4593-904e-60223d02c37e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Osterville Vacations from $427 ## Book a Hotel + Flight or Car together to unlock savings ## Your Osterville Vacation Come and experience this captivating city for yourself with a Osterville vacation package. Consider staying in the neighborhood of Mashpee Neck, which is great for walking and views, and your time here will be nothing short of unforgettable. Ready to start exploring your surroundings? [Cape Codder Water Park](https://www.expedia.com/Cape-Codder-Water-Park-Hyannis.d553248635056398978.Vacation-Attraction), [Hyannis Harbor](https://www.expedia.com/Hyannis-Harbor-Hyannis.d6127091.Vacation-Attraction) and [Cape Cod Melody Tent](https://www.expedia.com/Cape-Cod-Melody-Tent-Hyannis.d6286857.Vacation-Attraction) are three of the best places to visit during your trip to Osterville. Whoever you're heading away with and whatever you want to spend, your ultimate Osterville vacation is only clicks away with Expedia. ## The Latest Osterville vacation packages Price found within the past 48 hours. Click for updated prices. ![Hyannis Travel Inn](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/5a8499c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyannis Travel Inn $427 per person May 28 - May 31 found 18 hours ago Roundtrip non-stop flight included Dallas (DFW) to Hyannis (HYA) 9.6/10 Exceptional! (1,000 reviews) Very kind staff. Functional, clean room. Had an early bus and they let me take a few things for breakfast the night before. Reviewed on Dec 7, 2025 ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Margaritaville Resort Cape Cod $676 per person May 28 - May 31 found 18 hours ago Roundtrip non-stop flight included Dallas (DFW) to Hyannis (HYA) 8.6/10 Excellent! (477 reviews) Staff at check-in, staff at restaurants and maids were all very friendly and accommodating Reviewed on Mar 19, 2026 ![Anchor In Distinctive Waterfront Lodging](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/87d9418f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Anchor In Distinctive Waterfront Lodging $1,389 per person May 11 - May 16 found 1 day ago Roundtrip non-stop flight included Charlotte (CLT) to Hyannis (HYA) 9.4/10 Exceptional! (1,003 reviews) Very nice and clean. We did want our room fluffed but they did not, we did not need it but I like to have the room cleaned up every day. The people are very nice. Very convenient if you have to be around the hospital. Reviewed on Mar 21, 2026 ![Hyannis Host Inn](https://images.trvl-media.com/lodging/10000000/9720000/9717400/9717349/56fb3cfe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyannis Host Inn $599 per person Jun 9 - Jun 14 found 17 hours ago Roundtrip flight included Minneapolis (MSP) to Hyannis (HYA) 7.8/10 Good! (457 reviews) The air conditioning was working good and the mall was on the same street so it was good Reviewed on Oct 12, 2025 ![Doubletree by Hilton Cape Cod - Hyannis](https://images.trvl-media.com/lodging/1000000/50000/40500/40461/9f940314_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Doubletree by Hilton Cape Cod - Hyannis $865 per person Jun 18 - Jun 21 found 2 hours ago Roundtrip flight included New York (NYC) to Hyannis (HYA) 8.4/10 Very Good! (894 reviews) Would definitely stay again Reviewed on Mar 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Osterville [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-23/2026-04-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PVC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Osterville ![Aerial view of Dowses Beach in Osterville, MA, USA at sunset](https://images.trvl-media.com/place/553248635983994344/4a4c789c-37e9-47fb-9380-9e15f444923b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Dowses Beach Why not spend a lazy afternoon at Dowses Beach during your trip to Osterville? [](https://expedia.com/Dowses-Beach-Osterville.d553248635983994344.Vacation-Attraction) #### Stand Up & Paddle Cape Cod Take the family on an outing to Stand Up & Paddle Cape Cod during your trip to Osterville. Attend a sporting event or simply enjoy the seafood restaurants while you're in the area. [](https://expedia.com/Stand-Up-Paddle-Cape-Cod-Osterville.d553248621532666435.Vacation-Attraction) ## Osterville Hotel Deals ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Margaritaville Resort Cape Cod 1225 Iyannough Rd Hyannis MA Fully refundableReserve now, pay when you stay $208 nightly $238 total Mar 24 - Mar 25 Total with taxes and fees 8.6/10 Excellent! (499 reviews) Walls are thin and some guests were disrespectful at night letting kids run up and down hall late at night Reviewed on Mar 22, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F24%2F2026&endDate=3%2F25%2F2026&selected=12897&PinnedHotelID=12897&HadPinnedHotel=true®ionId=183338) ![Aiden by Best Western Cape Cod - West Yarmouth](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/03e2a40a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Aiden by Best Western Cape Cod - West Yarmouth 476 Route 28 West Yarmouth MA Fully refundableReserve now, pay when you stay $97 nightly $111 total Mar 30 - Mar 31 Total with taxes and fees 8/10 Very Good! (1,003 reviews) Clean and spacious. The bed was huge. Reviewed on Mar 23, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&selected=38357891&PinnedHotelID=38357891&HadPinnedHotel=true®ionId=183338) ![Falmouth Inn](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/a26689a2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Falmouth Inn 824 Main Street Falmouth MA Fully refundableReserve now, pay when you stay $118 nightly $133 total Mar 30 - Mar 31 Total with taxes and fees 8/10 Very Good! (1,000 reviews) Was as double queen bed room, it was clean. Shower had decent pressure and heat. Staff were very friendly as well. Reviewed on Mar 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&selected=893142&PinnedHotelID=893142&HadPinnedHotel=true®ionId=183338) [See all 6,108 properties in Osterville](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F24%2F2026&endDate=3%2F25%2F2026®ionId=183338) 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 Osterville Vacation Packages ## Osterville Essential Information | Language | English | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Nantucket Memorial Airport (ACK) | | Population | 2,900 | | Max Temp Winter | 40ºF | | Max Temp Summer | 70ºF | | Top Sights | [Cape Cod Inflatable Park](https://www.expedia.com/Cape-Cod-Inflatable-Park-West-Yarmouth.d6286463.Vacation-Attraction), [Cape Codder Water Park](https://www.expedia.com/Cape-Codder-Water-Park-Hyannis.d553248635056398978.Vacation-Attraction) and [Mayflower Beach](https://www.expedia.com/Mayflower-Beach-Massachusetts.d553248621561930301.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/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 Osterville vacation package cost? ### What are the cheapest months to go to Osterville? ### How many days is enough for Osterville? ### How to find the best Osterville package deals? ### Is it cheaper to book an Osterville vacation as a package? ### When to book a vacation package to Osterville? ### Does Expedia offer Book Now, Pay Later Osterville vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.