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Chautauqua County Vacations & Trips from $931

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Your Chautauqua County Vacation

With a Chautauqua County vacation package, you can forget about planning hassles and just focus on experiencing everything this lively destination has on offer. With so much to see on a trip to Chautauqua County, it can be difficult to know where to start. Kick off your journey in Jamestown at Chautauqua Lake and Lucille Ball Desi Arnaz Museum — two leading attractions here. Another top city worth adding to your itinerary is Dunkirk. Don't miss Willow Creek Winery and Point Gratiot Park. From the instant you book your Chautauqua County vacation to when you get back home, Expedia has you covered every step of the way.

Top destinations in Chautauqua County

A stone bridge over a river with purple lighting, surrounded by trees and street lamps.
FlightsHotels

Jamestown

Jamestown

The Latest Chautauqua County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A hotel room with a bed, a small table, a chair, a mirror, and a wall-mounted light.
    Dec 14 - Dec 18

    Motel 6 Erie, PA + Flight

    Erie
    4 nights
    2.0 star property
    8.0/10 - Very good (1,214 reviews)
    "Clean room. Hot shower with good water pressure."
    Reviewed November 9, 2026
    Roundtrip • New York (JFK) - Erie (ERI)
    JFK - ERI • 1 stop ERI - JFK • 2 stops
    $1,139
    $931
    per traveler
    found 2 hours ago
    Motel 6 Erie, PA
  • A Sheraton hotel with a modern design, featuring a large glass facade and a waterfront view.
    Dec 14 - Dec 18

    Sheraton Erie Bayfront Hotel + Flight

    Bayfront
    4 nights
    3.5 star property
    9.0/10 - Wonderful (1,004 reviews)
    "Restaurant did not open until 5:00 PM. Nice room, great view of the bay."
    Reviewed November 7, 2026
    Roundtrip • New York (JFK) - Erie (ERI)
    JFK - ERI • 1 stop ERI - JFK • 2 stops
    $1,379
    $1,102
    per traveler
    found 2 hours ago
    Sheraton Erie Bayfront Hotel
  • A hotel room with a large bed, a nightstand with a lamp, a bathroom with a bathtub, and a framed picture on the wall.
    Dec 14 - Dec 18

    Cobblestone Hotel & Suites - Harborcreek + Flight

    Erie
    4 nights
    3.0 star property
    8.6/10 - Excellent (1,004 reviews)
    "Only issue was there is a door at the back of the property but it was not clear where it was. So we walked clear back from the front to our room at the back. From the inside it was obvious. The room was clean and staff folks were helpful and polite. The guy straightening the breakfast area did a great job keeping it clean and stocked. And the waffles were delicious. Ample parking and easy access. Would definitely return again."
    Reviewed November 9, 2026
    Roundtrip • New York (JFK) - Erie (ERI)
    JFK - ERI • 1 stop ERI - JFK • 2 stops
    $1,172
    $953
    per traveler
    found 2 hours ago
    Cobblestone Hotel & Suites - Harborcreek
  • A grassy area with a wooden bench and a wooden fence overlooking a body of water.
    Dec 14 - Dec 18

    Lakeview on the Lake + Flight

    Harborcreek
    4 nights
    2.5 star property
    9.6/10 - Exceptional (227 reviews)
    "If you want a quiet, beautiful & cozy place to stay on the lake, this is the place! My husband and I come to Erie quite a few times a year, with & without our 2 boys. This was our first time at lakeview, and it won't be our last. There was a play structure and swings that our 3 and 5 year boys were ecstatic about. Plenty of picnic tables and seating to enjoy the view of the lake. We came at the end of October so we didnt get to enjoy the pool but we are already planning our summer trip. The..."
    Reviewed October 26, 2026
    Roundtrip • New York (JFK) - Erie (ERI)
    JFK - ERI • 1 stop ERI - JFK • 2 stops
    $1,334
    $1,090
    per traveler
    found 2 hours ago
    Lakeview on the Lake
  • A Tudor-style building with a stone foundation, wooden framing, and a steeply pitched roof.
    Dec 14 - Dec 18

    Peek'n Peak Resort Trademark Collection by Wyndham + Flight

    Clymer
    4 nights
    3.5 star property
    8.6/10 - Excellent (1,003 reviews)
    Roundtrip • New York (JFK) - Erie (ERI)
    JFK - ERI • 1 stop ERI - JFK • 2 stops
    $1,243
    $1,016
    per traveler
    found 2 hours ago
    Peek'n Peak Resort Trademark Collection by Wyndham

Discover the most popular places to visit in Chautauqua County

A wooden interior with high ceilings, exposed beams, and string lights.
Photo by Melodie Hayes
Open Photo by Melodie Hayes

Peek'n Peak Ski Resort

8.8/10 (207 reviews)
Hit the slopes in Clymer with a visit to Peek'n Peak Ski Resort. Discover the coffeehouses and festivals in this relaxing area.
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What to do in Chautauqua County

Jamestown: Lucille Ball Desi Arnaz Museum Entry Ticket

Jamestown: Lucille Ball Desi Arnaz Museum Entry Ticket

$24
per adult
0% of travelers recommend
Jamestown: Lucille Ball Desi Arnaz Museum Entry Ticket
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Chautauqua County Hotel Deals

A modern lobby with a sofa, chairs, a desk, and a large spherical light fixture.

DoubleTree by Hilton Jamestown

DoubleTree by Hilton Jamestown
4.0 star property
17.2 mi from Chautauqua County
8.8 out of 10, Excellent, (1,003 reviews)
"The property was close to Lucille Ball Museum and the National Comedy Museum. Breakfast at the hotel was a small buffet and unfortunately most of the food was lukewarm at best. Staff were very friendly and accommodating. Area around the hotel is depressed and dinner options are at a minimum."
$91 nightly
The price is $103
Dec 10 - Dec 11
Total with taxes and fees
DoubleTree by Hilton Jamestown
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.
See all properties in Chautauqua County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.