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Storefronts with signs for Coastal Style, Sara Campbell, and Oyster Island Emporium.

Osterville
Massachusetts
United States of America
North America
Hotwire.com

Osterville Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Courtyard Resort

2 out of 5

Price was $536, price is now $471 per person

$471

per person

Nov 3 - Nov 7

found 13 hours ago

Roundtrip flight included

New York (JFK) to Hyannis (HYA)

Book a stay at this business-friendly hotel in Hyannis. Enjoy free WiFi, free parking, and a garden. Popular attractions Hyannis Harbor and John F. Kennedy Hyannis Museum are located nearby.

Inexpensive get away. Basic but adequate. Perfect location and the kitchenette is a huge plus. Indoor pool and hot tub are a great plus during off season visits.

Reviewed on Sep 27, 2026

Hyannis Plaza Hotel

2.5 out of 5

Price was $647, price is now $546 per person

$546

per person

Nov 3 - Nov 7

found 13 hours ago

Roundtrip flight included

New York (JFK) to Hyannis (HYA)

Book a stay at this luxury hotel in Hyannis. Enjoy free parking, an outdoor pool, and a 24-hour front desk. Popular attractions Cape Cod Melody Tent and Main Street Hyannis are located nearby.

Todo está muy bien y en buena ubicación

Reviewed on Sep 27, 2026

Margaritaville Resort Cape Cod

4 out of 5

Price was $742, price is now $638 per person

$638

per person

Nov 3 - Nov 7

found 13 hours ago

Roundtrip flight included

New York (JFK) to Hyannis (HYA)

Book a stay at this spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions Hyannis Harbor and Cape Codder Water Park are located nearby.

The Villa Callo Inn

3 out of 5

Price was $1,855, price is now $1,658 per person

$1,658

per person

Nov 15 - Nov 21

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Hyannis (HYA)

Stay at this B&B in West Harwich. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cape Cod Theatre Company – Home of the Harwich Jr. Theatre and Harwich Herring Run are located nearby.

John was amazing, made the whole experience worth it. Room was cozy and staff were attentive.

Reviewed on Sep 8, 2026

Hyannis Travel Inn

2.5 out of 5

Price was $718, price is now $682 per person

$682

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Hyannis (HYA)

Stay at this hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.

We got double charged for our room and we had to argue to get it tefunded

Reviewed on Sep 28, 2026

Holiday Inn Hyannis by IHG

3 out of 5

Price was $579, price is now $573 per person

$573

per person

Nov 3 - Nov 7

found 13 hours ago

Roundtrip flight included

New York (JFK) to Hyannis (HYA)

Stay at this hotel in Hyannis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Hyannis Harbor and Cape Codder Water Park are located nearby.

A mouse was found in our room. Nothing more to really say.

Reviewed on Sep 27, 2026

Holiday Inn Express Hyannis Cape Cod by IHG

2.5 out of 5

Price was $564, price is now $558 per person

$558

per person

Nov 3 - Nov 7

found 13 hours ago

Roundtrip flight included

New York (JFK) to Hyannis (HYA)

Book a stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Cape Cod Melody Tent and Main Street Hyannis are located nearby.

Courtyard By Marriott Cape Cod Hyannis

3 out of 5

Price was $650, price is now $647 per person

$647

per person

Nov 3 - Nov 7

found 13 hours ago

Roundtrip flight included

New York (JFK) to Hyannis (HYA)

Book a stay at this business-friendly hotel in Hyannis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Main Street Hyannis and Cape Cod Melody Tent are located nearby.

Location was good and relaxing

Reviewed on Sep 5, 2026