Search Deals onJamestown Vacation Packages
Jamestown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Webb's Year Round Resort
Price was $823, price is now $767 per person
$767
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Jamestown (JHW)
Stay at this motel in Mayville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lakeside Park and Chautauqua Belle Steamboat are located nearby.
Room got changed due to the one I selected not being ready. Everything was comfortable and good other than there being no cups in the room. Not sure if they offer any breakfast I didn't see or smell any but my gf said she seen a Keurig and a couple snacks the night before nbd. I also think they may be under staffed.. It was definitely different than big name chain hotels and that may be partal cause for some of the mixed reviews due to people's explanations but overall it was a pleasant stay with a homey feel to it..
Reviewed on Nov 4, 2026
4358 W. Lake Road 3 Bedroom Home by RedAwning
Price was $1,527, price is now $1,452 per person
$1,452
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Jamestown (JHW)
Stay at this vacation home in Mayville. Enjoy free WiFi and in-room fireplaces. Popular attractions Whitney Bay and Hall of Philosophy are located nearby.
Hideaway Bay Resort
Price was $895, price is now $859 per person
$859
per person
Dec 17 - Dec 21
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Jamestown (JHW)
Book a stay at this beach resort in Silver Creek. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hanford Bay and Willow Creek Winery are located nearby.
Jamestown Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Jamestown Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
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