Fennimore Vacation Packages
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Your Fennimore Vacation
When a city break is calling your name, answer it with a Fennimore vacation package. With all your travel plans in place before you go, all you need to do here is concentrate on having a ball. Every trip to Fennimore needs a well-designed itinerary. Fill yours with leading attractions like Whispering Winds Winery, Fennimore Doll and Toy Museum and Fennimore Railroad Historical Society Museum. Browse Expedia's wide range of travel options and start planning your perfect vacation to Fennimore now.
Top Fennimore Vacation Deals
Price found within the past 48 hours. Click for updated prices.
All Star Inn & Suites
Price was CA $1,460, price is now CA $1,371 per person
CA $1,371
per person
Jul 17 - Jul 20
found 4 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9/10 Wonderful! (739 reviews)
Great place to stay! Friendly staff and clean rooms! Will definitely be back.
Reviewed on May 18, 2026
Dellshire Resort
Price was CA $1,714, price is now CA $1,617 per person
CA $1,617
per person
Jul 17 - Jul 20
found 4 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
8.8/10 Excellent! (11 reviews)
Had such an amazing stay. The hotel was clean the staff was amazing and lots of things to do. Highly recommend!
Reviewed on May 21, 2026
AmericInn & Suites By Wyndham Baraboo Event Center
Price was CA $1,661, price is now CA $1,569 per person
CA $1,569
per person
Jul 17 - Jul 20
found 4 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
7.8/10 Good! (1,006 reviews)
We were told to go in door 4 as it was closest to the elevator near our room. The whole lock mechanism was missing from the door so it never locked. Quick easy access from that point to get to the pool, which that door wasn’t locked either!
Reviewed on May 18, 2026
Amber's Inn & Suites
Downtown Wisconsin Dells
Price was CA $1,559, price is now CA $1,478 per person
CA $1,478
per person
Jul 17 - Jul 20
found 4 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9.4/10 Exceptional! (1,023 reviews)
Needs conditioner in the bathrooms, kind of outdated, comfy beds, clean room and great location!
Reviewed on May 22, 2026
Fennimore Hotel Deals
Fenway House Hotel
1096 Lincoln Ave Fennimore WI
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from May 25 to May 26
CA $122
CA $129 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (85 reviews)
"Room was clean, staff was friendly, plenty of parking and air conditioning was 🙂 👍"
Reviewed on May 17, 2026
Napps Motel
645 12TH ST HWY 18 EAST Fennimore WI
Fully refundableReserve now, pay when you stay
The price is CA $83 per night from May 26 to May 27
CA $83
CA $91 total
May 26 - May 27
includes taxes & fees
7.2/10 Good! (38 reviews)
"Refrigerator and air conditioners worked great Staff responded quickly They are open long hours"
Reviewed on May 13, 2026
Escape to Serenity at The Covered Bridge Hideaway-The Perfect Vacation Rental!
Fennimore WI
10/10 Exceptional! (113 reviews)
"We loved every minute of our stay! The home is obviously very well maintained and fully cleaned often. The home and property are stunning and we look forward to returning at fall time. Thank you for allowing us to enjoy family time together in your beautiful home!"
Reviewed on Apr 5, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
