Osterville Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Osterville Holiday

Spend less time planning and more time having fun adventures with an Osterville holiday package. The neighbourhood of Mashpee Neck, which is great for walking and views, will make a wonderful base for your city break. Fill your free time with tours of Hyannis Harbour, Cape Codder Water Park and Craigville Beach, some of the top attractions you simply have to see during your trip to Osterville. That dream Osterville holiday is just a few clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

Osterville Holiday

Osterville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Nantucket Memorial Airport (ACK)
Population
2,900
Max Temp Winter
4ºC
Max Temp Summer
21ºC
Top Sights
Cape Codder Water Park, Mayflower Beach and West Dennis Beach

Our pick of the best Osterville Hotel Deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is AU$408 per night from 25 Aug to 26 Aug
AU$408
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (264 reviews)
"Great place for kiddos! Rooms were clean and newly renovated. Water park was clean and fun with extended hours. My son was bummed he wasn’t allowed to use the hot tubs. Must be 14 years old."

Reviewed on 9 Aug. 2025

Margaritaville Resort Cape Cod
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 14 Sept to 15 Sept
AU$160
14 Sept - 15 Sept
includes taxes & fees
6.8/10 (835 reviews)
"No microwave in room"

Reviewed on 10 Aug. 2025

Hyannis Plaza Hotel
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street, Route 28, Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$260 per night from 4 Sept to 5 Sept
AU$260
4 Sept - 5 Sept
includes taxes & fees
7.8/10 Good! (1,011 reviews)
"Restaurant right next door. Convenient breakfast. Easy check in and out. Good customer service- quick resolve of missing towels. Bathroom showerhead height too short- had to bend to wash hair. Overall good experience."

Reviewed on 12 Aug. 2025

Falmouth Inn
See all 6,374 properties in Osterville
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an Osterville holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Osterville costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Osterville?
The off-season is the best time to visit Osterville if you're trying to keep costs down. Another tip for finding cheap Osterville holiday packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Osterville?
The ideal duration for your Osterville holiday depends on what you'd like to do. Usually, a handful of days to a week will give you time to visit all the main attractions and explore some hidden treasures along the way.
How to find the best Osterville package deals?
Begin your search for an Osterville package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Osterville package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Osterville adventure underway.
Is it cheaper to book an Osterville holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Osterville holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Osterville?
If you're considering a spontaneous Osterville holiday, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Osterville?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Osterville.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and airfares. Your accommodation will likely be the largest expense during your trip to Osterville.
  3. Decide how long to go away for: Now that you know more about Osterville, you can figure out the ideal length of your break. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose an Osterville holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.