Osterville Vacations from $370
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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, Hyannis Harbor and Cape Cod Melody Tent 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.
Chapter House
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Hyannis (HYA)
9.4/10 Exceptional! (149 reviews)
Very old hotel/inn .. limited conveniences. Areas that were neglected, including the driveway and the lower level. The air conditioning unit in the window had mold in it. The bathroom had a faucet from the 1970s and an acrylic tub enclosure. I expected more.
Reviewed on Jul 8, 2025
Inn on Main
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Hyannis (HYA)
10/10 Exceptional! (68 reviews)
Terrific B&B on Cape Cod - super dog friendly and very hospitable! Excellent breakfasts, charming space, and wonderful hosts. It’s a very convenient mid-Cape location, you will not regret booking with them.
Reviewed on May 10, 2025
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?
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.
Osterville Hotel Deals
Iris Hotel Cape Cod
291 Jones Rd, Falmouth, MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $251 total per night from Jul 20 to Jul 21
$251 total
Jul 20 - Jul 21
Total includes taxes and fees
8/10 Very Good! (38 reviews)
The Best Hotel in Falmouth
"I had such a wonderful stay at the Iris Hotel Cape Cod! The location is truly ideal: just a short drive from the beach and the ferry, and only minutes away from downtown Falmouth. There are plenty of great dining options nearby within walking distance, including a cozy local favorite, Jack’s Restaurant. ..."
Reviewed on Jun 27, 2025
Cape Sands Inn
149 Main St - RT 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $147 total per night from Jul 13 to Jul 14
$147 total
Jul 13 - Jul 14
Total includes taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Problem with finding a parking spot upon return from. Not certain why there was not a spot for every room. Had to park in a spot marked for compact cars only parking spot. Went out at 5 am to move car to available open spot."
Reviewed on Jul 8, 2025
Bayside Resort Hotel
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
$248 nightly
The price is $284 total per night from Jul 10 to Jul 11
$284 total
Jul 10 - Jul 11
Total includes taxes and fees
8.8/10 Excellent! (1,382 reviews)
"Clean room. Nice staff. Well kept grounds. Great breakfast and pool area. Hallways and rooms were a bit musty and dark. Pub did not serve food as on the website and complementary drinks couldn’t be purchased at the pool. Only at the pub which didn’t open til 5 pm. Sandwich at pool was AWFUL!"
Reviewed on Jul 7, 2025
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, Cape Codder Water Park and Mayflower Beach |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.