Osterville Holidays from £1,728

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Your Osterville Holiday

Come and experience this amazing city for yourself with an Osterville holiday package. Consider spending a few days in the neighbourhood of Mashpee Neck, which is good for walking and views, and your time here is bound to be unforgettable. Make your trip to Osterville even more exciting by including some sightseeing. Hyannis Harbour, Cape Cod Melody Tent and Cape Codder Water Park are among the top attractions worth exploring. Don't delay exploring this city any longer. The ultimate Osterville holiday is a couple of clicks away with Expedia.

The Latest Osterville Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Cape Codder Resort and Spa

Cape Codder Resort and Spa

3 out of 5
per person
23 Jun - 30 Jun
Return flight included
Inverness (INV) to Hyannis (HYA)
7.6/10 Good! (1,002 reviews)
Everything was perfect. Will make sure to return

Reviewed on 9 May 2024

Hyannis Host Inn

Hyannis Host Inn

2 out of 5
per person
23 Jun - 30 Jun
Return flight included
Inverness (INV) to Hyannis (HYA)
7.8/10 Good! (337 reviews)
We chose this location for the location for our planned activities as well as its reasonable prices. We were very pleased with the prompt service and friendliness of the staff. The rooms were very clean, the bathrooms appear to have recently remodeled with a modern look. Breakfast was quick and easy at a McDonalds less then a block away. Would definitely recommend

Reviewed on 24 Sep 2023

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

3 out of 5
per person
23 Jun - 30 Jun
Return flight included
Inverness (INV) to Hyannis (HYA)
9.4/10 Exceptional! (1,000 reviews)
This was an excellent place to stay, and the Martha’s Vineyard ferry was a spectacle to see!

Reviewed on 30 Apr 2024

Heritage House Inn

Heritage House Inn

2.5 out of 5
per person
23 Jun - 30 Jun
Return flight included
Inverness (INV) to Hyannis (HYA)
7/10 Good! (4 reviews)
We good Heritage House but ended up in Comfort Inn. Stay was as expected for the $ we paid.

Reviewed on 7 Apr 2024

Courtyard By Marriott Cape Cod Hyannis

Courtyard By Marriott Cape Cod Hyannis

3 out of 5
per person
23 Jun - 30 Jun
Return flight included
Inverness (INV) to Hyannis (HYA)
8.8/10 Excellent! (388 reviews)
Great place to stay in Hyannis. Friendly staff and clean.

Reviewed on 19 Apr 2024

SeaCoast Inn

SeaCoast Inn

2 out of 5
per person
23 Jun - 30 Jun
Return flight included
Inverness (INV) to Hyannis (HYA)
9/10 Wonderful! (505 reviews)
The motel is small but well positioned just off Main Street, near the harbour. The room is near and reasonably clean, and the beds are comfy. It’s definitely a bargain for the cost. If I returned to the area I would stay there again.

Reviewed on 20 Oct 2023

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 Cod Inflatable Park, Cape Codder Water Park and West Dennis Beach

Our pick of the best Osterville Hotel Deals

Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews.
8.8/10 Excellent! (1,016 reviews)
"I been going here for over 20 years. Love coming here, relaxing and quiet. Staff is veru friendly and fantastic"

Reviewed on 7 May 2024

Bayside Resort Hotel
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
Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews.
8.8/10 Excellent! (433 reviews)
"Location was great"

Reviewed on 1 May 2024

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Sea Crest Beach Hotel
Sea Crest Beach Hotel
3.5 out of 5
350 Quaker Rd, North Falmouth, MA
Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the pool and the restaurant in their reviews.
7.8/10 Good! (1,003 reviews)
"We stay here regularly, but there was construction going on this time and the hot tub was also closed the whole weekend which was unfortunate. Had we known that, we may have chose to stay on different dates. Although it is off-season, there were some cleanliness features that were not up to par in ..."

Reviewed on 6 May 2024

Sea Crest Beach Hotel
See all 6,123 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does an Osterville travel package cost?
The most affordable Osterville travel package is £1,728, so your dream escape can become a reality — without it costing a fortune. Bundle flights, hotels and car rentals to tailor a package that’s perfect for you.
If I'm not able to travel, can I cancel my Osterville travel package?
We totally get that sometimes life doesn’t go according to plan. If you’ve locked in an Osterville travel package and have to change or cancel it, we’re here to help. It’s always worth visiting our Customer Service Portal first for information. But generally, if you’ve booked your package in the last 24 hours, you may be able to cancel and rebook for free. If it’s more than 24 hours, your airline, hotel or car rental company may impose a charge.
How do I get a cheap travel package to Osterville?
Lock in flights that fit your schedule, add a hotel to your booking and see how much you save with an Osterville travel package. It’s that simple! From flights and hotels to rental cars and activities, Expedia makes travelling on a budget easy. And with over 550 airlines and 1,000,000 properties around the globe to choose from, you’ll never be short of choice.
Does Expedia offer Book Now, Pay Later Osterville holidays?
Yes, we do. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in instalments. Simply click on the payment plan that works for you during the checkout process and take the stress out of budgeting for your trip. Be sure to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that work for all budget sizes, so you can have that well-earned holiday now.
  • Pay in instalments holidays: If you want to pay for your getaway across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking on the “book now” button is much easier with this option. Put down a small deposit on your booking and then start packing your bags.

Where should I stay in Osterville?
It makes sense to stay near the action. Many travellers like to book hotels in the vicinity of popular attractions, such as Craigville Beach, Cotuit Centre for the Arts and Centerville Historical Museum.
What are the top hotels in Osterville?
Many people like to stay at Walk To Village And Beach in Wianno. If this is your first trip to Osterville, you’ll feel very welcome here.
How far in advance should I book my Osterville holiday?
Earlier is always better. Air carriers generally advertise flight tickets up to 12 months prior to departure, and this is an ideal opportunity to land some rock-bottom prices. Boss just told you to take some holiday time in a few weeks? No problem! Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Osterville travel package include?
You can choose from a combination of flights, hotels and rental cars. Once you’ve made your booking, you can add some tours and activities. Want to pick your fare class? That’s also easy to do. The choice is yours when it comes to putting together your dream Osterville getaway.
What should I know before booking an Osterville travel package?
Discover deals that suit your budget with an Expedia package. Airfares, hotels, rental cars — we’ve got everything you need to plan your getaway. You’ll save big bucks just by combining your bookings. Whether you’re taking off on a winter snow adventure or relaxing on a sunny beach, your dream getaway is only clicks away.
Can I choose my airline with an Osterville Expedia travel package?
With a travel package, you’re the one in charge. Whether you’d like to fly to Osterville in economy or business class, simply choose from the available airline options. Expedia has access to over 550 airline partners globally.

Discover the most popular places to visit in Osterville

Image for Stand Up & Paddle Cape Cod

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
Image for Dowses Beach

Dowses Beach

Why not spend a lazy afternoon at Dowses Beach during your trip to Osterville?

Dowses Beach
Image for Public Beach

Public Beach

Why not spend a lazy afternoon at Public Beach during your trip to Osterville?

Public Beach

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.