Osterville Vacations

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Find the Best Osterville Vacation Packages

Osterville Hotel Deals

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 SAR 401 per night from Dec 7 to Dec 8
SAR 401
SAR 459 total
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (646 reviews)
Yes good breakfast kept filled. Friendly staff. Good AC heat system

Reviewed on 20 November 2025

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is SAR 280 per night from Nov 30 to Dec 1
SAR 280
SAR 320 total
30 Nov - 1 Dec
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
With the exception of the sticky bathroom floor the room was spotless. In the small floor area my socks and shoes stuck to the floor until I purposely lifted the leg. Rest of bathroom spotless. Plenty of linens, hand soap and tissues. Quiet even on Main St with lots of traffic. Plenty of rooms all ...

Reviewed on 23 November 2025

Cape Sands Inn
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
The price is SAR 352 per night from Dec 29 to Dec 30
SAR 352
SAR 477 total
29 Dec - 30 Dec
includes taxes & fees
7.8/10 Good! (1,003 reviews)
Clean room. Nice staff, convenient location. We enjoyed a drink and live music at the restaurant attached.

Reviewed on 16 November 2025

Falmouth Inn
See all 6,073 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.

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

Frequently asked questions

How do I find cheap flights to Osterville that have flexible change policies?
When it comes to traveling these days, flexibility is important. That's why we have a "No change fee" search function to help you locate cheap and flexible tickets to Osterville. It's at the top left of your screen underneath the "Flexible change policies" subheading.
Which airlines fly to Osterville?
Pack your bags and select from these quality airlines that offer flights into or near Osterville:

  • Delta Air Lines - 3,701 flights to or near Osterville each month, including 3,701 flights to Logan Intl. Airport (BOS) per month.
  • JetBlue Airways - 3,407 flights to or near Osterville each month, including 3,407 flights to Logan Intl. Airport (BOS) per month.
  • American Airlines - 2,106 flights to or near Osterville each month, including 2,106 flights to Logan Intl. Airport (BOS) per month.

How can I find cheap tickets to Osterville?
Book well ahead, fly to or from nearby airports, avoid peak travel periods — there's no shortage of ways! One more is to make use of Expedia's "flexible dates" function. Search for an Osterville flight, then check out the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to Osterville was .
How much is a flight to Osterville?
In the last seven days, return airfares to Osterville sold from just and peaked at . For one-way trips taking off from (), the lowest amount paid during this same period was .
What are the most popular airports to fly into in Osterville?
Depending on which airline you jet off with and your final Osterville destination, you'll have multiple popular airports to take your pick of. They include:

  • Logan Intl. Airport (BOS) - 12,948 flights per month.
  • Nantucket Memorial Airport (ACK) - 281 flights per month.
  • Martha's Vineyard Airport (MVY) - 234 flights per month.

When is the cheapest time to fly to Osterville?
If you can be flexible with what day you travel to Osterville, depart early in the week. The most economical day to take off is normally Tuesday, closely followed by Monday. Saturday is typically the priciest day, with many vacationers preferring to fly on weekends.
How much is a plane ticket to Osterville?
In the last seven days, seats varied between and . Browse through our fantastic deals to Osterville, make a booking and then start packing!
What months are the cheapest to book a flight to Osterville?
An excellent month to purchase well-priced flights to Osterville is February. Bear in mind that in the USA, an expensive time to reserve a ticket is the busy month of December.
How long is a flight to Osterville?
Whether or not you'll have time to binge-watch your favorite series depends on where you're flying from in the USA. To give you a rough idea of what to expect, here are the average flight times for three top domestic routes to Osterville:

  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 48 minutes
  • New York, NY (LGA-LaGuardia) to Logan Intl. Airport (BOS) - 1 hour and 35 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Logan Intl. Airport (BOS) - 1 hour and 25 minutes