Deals on vacations and trips to Osterville
Save when you book Osterville package deals
Osterville flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Hyannis Plaza Hotel
Price was $396, price is now $367 per person
$367
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) 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 $604, price is now $460 per person
$460
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) 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.
Chapter House
Price was $916, price is now $754 per person
$754
per person
May 10 - May 15
found 9 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Hyannis (HYA)
A bar/lounge and a terrace are featured at this inn, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also on offer.
Anchor In Distinctive Waterfront Lodging
Price was $499, price is now $416 per person
$416
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) 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 $422, price is now $388 per person
$388
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) 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, a garden, and a picnic area are also offered.
Top Osterville hotels deals
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $201 total per night
$201 total
Feb 18 - Feb 19
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
Falmouth Inn
824 Main Street Falmouth MA
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $137 total per night
$137 total
Feb 23 - Feb 24
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
Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $136 total per night
$136 total
Mar 1 - Mar 2
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
Harbor View Hotel
131 N Water Street Marthas Vineyard Edgartown MA
$243 nightly
The price is $271 total per night
$271 total
Feb 18 - Feb 19
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
Pet friendly
Faraway Martha's Vineyard
23 Kelly Street Edgartown MA
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
Pet friendly
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $118 total per night
$118 total
Feb 25 - Feb 26
Total with taxes and fees
This hotel features 2 poolside bars, 2 bars/lounges, and an indoor pool. Enjoy the gym and free perks like buffet breakfast and free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Hot Tub
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?
Public Beach
Why not spend a lazy afternoon at Public 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.
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