Deals on vacations and trips to Osterville
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Osterville flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Hyannis Plaza Hotel
Price was $606, price is now $554 per person
$554
per person
Dec 11 - Dec 17
found 4 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Hyannis (HYA)
An outdoor pool is featured at this hotel, along with free self parking. There's a garden and multilingual staff can provide around-the-clock assistance.
Margaritaville Resort Cape Cod
Price was $896, price is now $735 per person
$735
per person
Dec 11 - Dec 17
found 4 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Hyannis (HYA)
This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free self parking and free WiFi.
Inn on Main
Price was $1,310, price is now $1,084 per person
$1,084
per person
Dec 11 - Dec 17
found 4 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Hyannis (HYA)
This bed & breakfast doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A garden, a snack bar/deli, and a library are also on offer.
Anchor In Distinctive Waterfront Lodging
Price was $887, price is now $739 per person
$739
per person
Dec 11 - Dec 17
found 4 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Hyannis (HYA)
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a snack bar/deli are also on offer.
Courtyard Resort
Price was $685, price is now $631 per person
$631
per person
Dec 11 - Dec 17
found 4 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Hyannis (HYA)
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Free self parking and a computer station are also offered on site.
Top Osterville hotels deals
Margaritaville Resort Cape Cod
1225 Iyannough Rd, Hyannis, MA
Free Cancellation
Reserve now, pay when you stay
$177 nightly
The price is $202 total per night
$202 total
Nov 2 - Nov 3
Total with taxes and fees
This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free self parking and free WiFi.
Pool
Hot Tub
Iris Hotel Cape Cod
291 Jones Rd, Falmouth, MA
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $176 total per night
$176 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Parking included
Cape Sands Inn
149 Main St - RT 28, West Yarmouth, MA
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $79 total per night
$79 total
Oct 27 - Oct 28
Total with taxes and fees
This motel features an indoor pool and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the hot tub and perks like free self parking and free WiFi.
Pool
Hot Tub
Summercamp
70 Lake Avenue, Oak Bluffs, MA
$179 nightly
The price is $200 total per night
$200 total
Oct 29 - Oct 30
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and self parking. A snack bar/deli and luggage storage are also provided.
Free WiFi
Air conditioning
Hyannis Harbor Hotel
213 Ocean St, Hyannis, MA
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $175 total per night
$175 total
Oct 29 - Oct 30
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the seasonal outdoor pool, poolside bar, and laundry facilities.
Pool
Free WiFi
Falmouth Inn
824 Main Street, Route 28, Falmouth, MA
Free Cancellation
Reserve now, pay when you stay
$133 nightly
The price is $150 total per night
$150 total
Oct 30 - Oct 31
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
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.
Popular places to visit
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.
Public Beach
Why not spend a lazy afternoon at Public Beach during your trip to Osterville?
Frequently asked questions
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