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.
Anchor In Distinctive Waterfront Lodging
Price was $491, price is now $406 per person
$406
per person
May 16 - May 18
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Chapter House
Price was $1,547, price is now $1,204 per person
$1,204
per person
Jun 21 - Jun 27
found 22 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Wequassett Resort and Golf Club
Price was $1,592, price is now $1,299 per person
$1,299
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
A private beach, 6 restaurants, and 4 outdoor tennis courts are all featured at this luxury resort. Enjoy a day at the beach kayaking, or relax with beach umbrellas. There's fun for all ages with a children's club and a playground, and babysitting is an added bonus.
Margaritaville Resort Cape Cod
Price was $587, price is now $485 per person
$485
per person
May 16 - May 18
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Water Access 5-bed 2-bath Retreat
Save 100% on your flight
Price was $4,362, price is now $3,649 per person
$3,649
per person
Jun 28 - Jul 2
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Hyannis (HYA)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
Top Osterville hotels deals
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $205 total per night
$205 total
May 3 - May 4
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
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $153 total per night
$153 total
Apr 26 - Apr 27
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
Falmouth Inn
824 Main Street Falmouth MA
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Apr 13 - Apr 14
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
Aiden by Best Western Cape Cod - West Yarmouth
476 Route 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $116 total per night
$116 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Enjoy the 24-hour gym and perks like free self parking.
Pool
Breakfast included
Sea Crest Beach Resort
350 Quaker Rd North Falmouth MA
Free Cancellation
Reserve now, pay when you stay
$145 nightly
The price is $166 total per night
$166 total
Apr 26 - Apr 27
Total with taxes and fees
A private beach, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the picnic area.
On private beach
Pool
Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $138 total per night
$138 total
Apr 5 - Apr 6
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
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.
Frequently asked questions
Photos of local treasures
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