Chester Park Vacations from $528
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The Latest Chester Park Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Oliver Inn
Downtown Duluth
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Duluth (DLH)
9/10 Wonderful! (264 reviews)
It's a little rustic, but you can overlook those things pretty easily with the full view of the beach/water through a wall of windows. You have a relatively private beach area with two Adirondack chairs and a fire pit. The village is right out your front door. We would stay there again.
Reviewed on Jul 6, 2025
Historic Cotton Mansion Duluth Boutique Hotel
Endion
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Duluth (DLH)
9.2/10 Wonderful! (95 reviews)
It was a lovely property but we used the hot tub in our room and it was disgusting! There was absolutely no staff on-site either. Then out our window there was a balcony type of thing with pieces of the building, gloves and tools. I get it is an old building but maybe just clean that up.
Reviewed on Jul 7, 2025
Salyards Mansion
Congdon Park
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Duluth (DLH)
9.2/10 Wonderful! (161 reviews)
The property was immaculate. We enjoyed the room we had. This property was nicely located in a quiet neighborhood with easy access to touristy things and dining experiences.
Reviewed on Jun 27, 2025
Where to stay in Chester Park
Find the best Chester Park areas and neighborhoods for the activities you enjoy most. Learn more about Chester Park
Canal Park
3 out of top 10 points of interest in this area
4.5/5(172 area reviews)
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.
Chester Park Hotel Deals
Park Point Marina Inn
1033 Minnesota Ave, Duluth, MN
Fully refundableReserve now, pay when you stay
$198 nightly
The price is $226 total per night from Jul 9 to Jul 10
$226 total
Jul 9 - Jul 10
Total includes taxes and fees
9.4/10 Exceptional! (1,828 reviews)
"Best place to stay in Duluth!"
Reviewed on Jul 7, 2025
Country Inn & Suites by Radisson, Duluth North, MN
4257 Haines Rd, Duluth, MN
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $147 total per night from Jul 20 to Jul 21
$147 total
Jul 20 - Jul 21
Total includes taxes and fees
8.2/10 Very Good! (1,007 reviews)
"I had a blast! Love this place"
Reviewed on Jul 5, 2025
Lift Bridge Lodge, Ascend Hotel Collection
408 Canal Park Dr, Duluth, MN
Fully refundableReserve now, pay when you stay
$251 nightly
The price is $287 total per night from Jul 20 to Jul 21
$287 total
Jul 20 - Jul 21
Total includes taxes and fees
9.2/10 Wonderful! (1,358 reviews)
"location updated lodge breakfast walking in the area"
Reviewed on Jul 4, 2025
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.
Discover the most popular places to visit in Chester Park
Aerial Lift Bridge
4.5/5(881 reviews)
You can find out about the history of Duluth with a visit to Aerial Lift Bridge. While you're in the area, stroll along the lakeside.
Bayfront Festival Park
4.5/5(212 reviews)
You can take time to visit Bayfront Festival Park during your travels to Duluth. Check out the shops and top-notch restaurants in this family-friendly area.
North Shore Scenic Railroad
4.5/5(219 reviews)
You can spend time studying the exhibits at North Shore Scenic Railroad during your travels in Duluth. While you're in the area, stroll along the lakeside.
Things to do
15-Mile Aerial Helicopter Tour over Duluth and Superior
$235
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.