Deals on vacations and trips to Osterville

Save when you book Osterville, MA package deals

Choose two or more items and save on your trip:

Osterville flight + hotel vacation packages

Inn on Main
Anchor In Distinctive Waterfront Lodging
Chapter House
Hyannis Travel Inn
Heritage House Inn
Prices and availability subject to change. Additional terms may apply.

Top Osterville hotels deals

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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.

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Frequently asked questions

How much are vacation packages to Osterville?
Your travel dreams can become a reality in Osterville for as low as $843. Package deals include flights and hotels, and they’ll make your booking easy as pie. The only thing you’ll need to focus on is what amazing attraction you’ll head to first.
Where can I get the best vacation package deals for Osterville?
You’ll come across an amazing range of Osterville package deals on Travelocity. With as many as 400 partner airlines and 1,000,000 properties worldwide, arranging the ultimate vacation will be simple.
Why should I book my Osterville vacation bundle with Travelocity?
By booking your flights, hotel, activities and car rental all in the one place, you’ll save time and money. We offer an expert team of customer service specialists available 24/7, and you’ll know that you’ll always be getting the best deal possible with our Price Match Guarantee. So, what’s stopping you? Book the getaway of your dreams today and get packing!
Will I save money on my Osterville car rental if I bundle it with hotels and flights?
Combining your hotel, flight and car into an Osterville vacation package is an easy way to score better prices. Plus, having your own car rental gives you total freedom to find your way to all those big sights you can’t wait to explore. Sitting 60 mi away from Osterville, Fenway Park is one place that should feature on your itinerary. Load up the car and make a day trip of it.
What is the best time of year to go to Osterville?
Vacationing in the off-season, November, December and January, comes with a swag of benefits — think bargain hotels and airfares and less pushing past tourist hordes. But there’s an undeniable magic in the air in the peak season. More events are likely to be on and more attractions will be open in June, July and August. If you’re on a tight budget, generally has the most affordable hotel rates. Expect to pay more for a room in .
Which airport is best for Osterville?
Chances are you’ll be arriving at Logan Intl. Airport (BOS), situated 60 mi northwest of downtown Osterville. T.F. Green Airport (PVD) (55 mi away from central Osterville) and Nantucket Memorial Airport (ACK) (30 mi away from central Osterville) are other choices.
What is there to do in Osterville?
Dowses Beach is just one of the awesome sights that make Osterville such a popular destination. But allow yourself enough time to experience its lesser-known attractions too. This is sometimes where the best vacation memories are created.
Where should I stay when visiting Osterville?
Many visitors choose to stay at the Cape escape with patio, grill, firepit, outdoor dining, fireplace & W/D. It’s sure to be a good base for your Osterville escape.