Deals on vacations and trips to Osterville

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Osterville flight + hotel vacation packages

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Courtyard Resort

Courtyard Resort

2 out of 5
Price was $615, price is now $549 per person
$549
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Hyannis (HYA)
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Free self parking and a computer station are also offered on site.
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
Price was $870, price is now $642 per person
$642
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Hyannis (HYA)
This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free self parking and free WiFi.
Inn on Main

Inn on Main

3.5 out of 5
Price was $1,088, price is now $831 per person
$831
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Hyannis (HYA)
This bed & breakfast doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A garden, a snack bar/deli, and a library are also on offer.
Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

3 out of 5
Price was $756, price is now $646 per person
$646
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Hyannis (HYA)
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a snack bar/deli are also on offer.
Hyannis Travel Inn

Hyannis Travel Inn

2.5 out of 5
Price was $659, price is now $578 per person
$578
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Hyannis (HYA)
This hotel features an outdoor pool and an indoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public areas, a terrace, and express check-out are also on offer.

Popular places to visit

Dowses Beach

Why not spend a lazy afternoon at Dowses Beach during your trip to Osterville?

Dowses Beach

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.

Stand Up & Paddle Cape Cod

Public Beach

Why not spend a lazy afternoon at Public Beach during your trip to Osterville?

Public Beach

Frequently asked questions

How much are vacation packages to Osterville?
Starting at just $549, flight and hotel packages are a fabulous way to stretch your vacation budget even further. Watch out Osterville — here you come!
Where can I get the best vacation package deals for Osterville?
Travelocity is the place to go to score an awesome Osterville package deal. Select from 400 partner airlines and 1,000,000 properties around the world and put together a travel itinerary that fits your style. With so many options at hand, you have inspiration galore for your next big adventure.
Why should I book my Osterville vacation package with Travelocity?
Whether you're planning a weeks-long vacation or a last-minute weekend trip, we have plenty of amazing destinations to choose from at an affordable rate. In addition, we offer round-the-clock support, superb service and a Price Match Guarantee. Save yourself money and time and lock in your dream vacation today.
Can I save on my Osterville car rental if I bundle it with my hotel or flight?
Combining your flight, car and hotel into an Osterville vacation package is a great way to score the best deal. Plus, having your own car rental gives you total freedom to find your way to all those landmarks you can't wait to see. Located 60 mi from Osterville, Fenway Park is one place that should be on your itinerary. Put together a driving playlist and make a day trip of it.
Which airport is best for Osterville?
Logan Intl. Airport (BOS) is one of the busiest airports in Osterville. It's situated 60 mi northwest of the bustling downtown area. Other options available to you are T.F. Green Airport (PVD) (55 mi away from central Osterville) and Martha's Vineyard Airport (MVY) (20 mi away from central Osterville).
What is there to do in Osterville?
Dowses Beach is one of the superb sights that make Osterville such a great place to visit. But allow some extra time to discover its lesser-known attractions too. This is often where the best vacation memories are created.
Where should I stay when visiting Osterville?
Many travelers choose to check in to the Charming 3-bedroom house in Osterville. It's an excellent base for your Osterville getaway.

Photos of local treasures

Browse Osterville vacation photos for more inspiration

Osterville featuring a bay or harbor and a coastal town
Osterville featuring signage
Osterville featuring signage
Osterville featuring a bay or harbor
Osterville showing signage