Chester Park Vacations from $800

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The Latest Chester Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A restaurant with a red upholstered booth, a round table, and a view of a bridge and cityscape through large windows.
    Jan 12 - Jan 15

    Radisson Hotel Duluth - Harborview + Flight

    Downtown Duluth
    3 nights
    3.0 star property
    7.2/10 - Good (1,283 reviews)
    Roundtrip • Houston (HOU) - Duluth (DLH)
    IAH - DLH • 1 stop DLH - IAH • 2 stops
    $945
    $800
    per traveler
    found 10 hours ago
    Radisson Hotel Duluth - Harborview
  • A modern lounge area with a stone fireplace, leather seating, and decorative plants.
    Dec 21 - Dec 26

    The Suites Hotel at Waterfront Plaza + Flight

    Canal Park
    5 nights
    2.5 star property
    8.2/10 - Very good (1,158 reviews)
    "Inadequate parking and not convenient. Loading area doesn’t have sufficient parking. Need to carry luggage up stairs. The hot tub was broken. The Wi-fi is unacceptably poor."
    Reviewed November 8, 2026
    Roundtrip • Austin (AUS) - Duluth (DLH)
    AUS - DLH • 1 stop DLH - AUS • 1 stop
    $1,348
    $1,210
    per traveler
    found 7 hours ago
    The Suites Hotel at Waterfront Plaza
  • A room with a large window overlooking a body of water, trees, and a road.
    Dec 21 - Dec 26

    The Lakeview Guesthouse + Flight

    Downtown Duluth
    5 nights
    2.0 star property
    9.0/10 - Wonderful (143 reviews)
    Roundtrip • Austin (AUS) - Duluth (DLH)
    AUS - DLH • 1 stop DLH - AUS • 1 stop
    $1,423
    $1,279
    per traveler
    found 7 hours ago
    The Lakeview Guesthouse
  • A modern kitchen with a wooden island, dark blue cabinets, and stainless steel appliances. There is a large window with a view of the ocean.
    Jan 25 - Jan 29

    Dragëstil Park Point Aparthōtel | Boutique Collection by Heirloom + Flight

    Park Point
    4 nights
    4.0 star property
    9.8/10 - Exceptional (17 reviews)
    "Wonder place to stay!"
    Reviewed November 4, 2026
    Roundtrip • Bogotá (BOG) - Duluth (DLH)
    BOG - DLH • 2 stops DLH - BOG • 2 stops
    $1,487
    $1,342
    per traveler
    found 1 day ago
    Dragëstil Park Point Aparthōtel | Boutique Collection by Heirloom
  • A spacious lobby with a stone fireplace, comfortable seating, a television, and a staircase leading to another level.
    Dec 21 - Dec 26

    The Androy Hotel - Superior Duluth + Flight

    Downtown Superior
    5 nights
    2.0 star property
    7.4/10 - Good (497 reviews)
    Roundtrip • Austin (AUS) - Duluth (DLH)
    AUS - DLH • 1 stop DLH - AUS • 1 stop
    $1,214
    $1,096
    per traveler
    found 7 hours ago
    The Androy Hotel - Superior Duluth

Where to stay in Chester Park

Find the best Chester Park areas and neighborhoods for the activities you enjoy most.
A pier with a lighthouse and a red-roofed building, extending into calm waters under a colorful sunset sky.

Canal Park

Connected by the Aerial Lift Bridge, Canal Park offers a 4.2-mile lake walk, lighthouse pier, and attractions like the Lake Superior Maritime Visitor Center. Enjoy its converted warehouse district with restaurants, antique shops, and cafés.

A large steel bridge with a truss design, spanning over a body of water at night.

North Shore

You'll enjoy the beaches and restaurants in North Shore. You might want to make time for a stop at Lake Superior or Brighton Beach Park.

A large metal bridge spanning a body of water with sailboats and a lighthouse in the background.
Photo by Visit Duluth and Seaquest Productions
Open Photo by Visit Duluth and Seaquest Productions

Downtown Duluth

Downtown Duluth is beloved for its panoramic lake views. Take some time to explore sights in the area like North Shore Scenic Railroad and AMSOIL Arena.

A bridge over a rocky stream with lush greenery.

Lincoln Park

If you're spending some time in Lincoln Park, Duluth Children's Museum and Duluth Heritage Sports Center are top sights worth seeing.

A lighthouse, rocky shoreline, and a pier extending into the water during sunset.

Park Point

The ample dining options and captivating waterfront views are top of the list for many visitors to Park Point. A stop by Park Point Beach or Lake Superior might round out your trip.

Discover the most popular places to visit in Chester Park

Marshall W. Alworth Planetarium

You can spend an afternoon browsing the exhibits at Marshall W. Alworth Planetarium during your travels in Duluth. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
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Chester Park Hotel Deals

A modern lounge area with a teal sofa, colorful cushions, and a blue cushioned bench. There are wicker chairs and a small round ottoman. The space has large windows with a view of greenery outside.

Tru by Hilton Duluth Mall Area

Tru by Hilton Duluth Mall Area
2.5 star property
Duluth Heights, 2.2 mi from Chester Park
9.0 out of 10, Wonderful, (1,005 reviews)
$98 nightly
The price is $112
Nov 22 - Nov 23
Total with taxes and fees
Tru by Hilton Duluth Mall Area
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 Chester Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.