Osterville Vacations

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    Save up to AED 148 when you book a flight and hotel together*
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Find the Best Osterville Vacation Packages

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 AED 584 per night from Mar 24 to Mar 25
AED 584
AED 795 total
includes taxes & fees
24 Mar - 25 Mar
8.2/10 Very Good! (106 reviews)
"We loved"

Reviewed on 13 March 2025

Margaritaville Resort Cape Cod
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
2.5 out of 5
867 Iyannough Road, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is AED 389 per night from Apr 6 to Apr 7
AED 389
AED 446 total
includes taxes & fees
6 Apr - 7 Apr
8.8/10 Excellent! (548 reviews)
"Good and quiet stay. Felt safe."

Reviewed on 19 March 2025

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is AED 343 per night from Mar 23 to Mar 24
AED 343
AED 435 total
includes taxes & fees
23 Mar - 24 Mar
8.8/10 Excellent! (1,287 reviews)
"I have stayed twice now and have enjoyed it"

Reviewed on 16 March 2025

Bayside Resort Hotel
See all 6,054 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.

Frequently asked questions

How much does an Osterville vacation package cost?
Offering great value package deals on Expedia, you’ll be thrilled with how little a vacation 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 vacation packages? Try to avoid public holidays and any major festivals or events.
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 vacation as a package?
Expedia vacation 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 vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Osterville?
If you’re considering a spontaneous Osterville vacation, 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, favorite 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 accommodations 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 vacation package that brings all your bookings together.

Discover the most popular places to visit in Osterville

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