Stoughton Vacation Packages

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Your Stoughton Vacation

Lock in a Stoughton vacation package and get set for an exciting adventure. Known for its rich history and lively atmosphere, there's lots to like about this captivating city. A trip to Stoughton is a wonderful opportunity to do some sightseeing. Be sure to look around well-known attractions like Stoughton Opera House, Lake Kegonsa State Park and Troll Beach. Expedia can help you escape your daily routine. Tailor your vacation to Stoughton to suit your travel style, whatever that may be.

Top Stoughton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Madison Marriott South

Madison Marriott South

3.5 out of 5
Price was CA $1,138, price is now CA $1,068 per person
CA $1,068
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Madison (MSN)
9/10 Wonderful! (542 reviews)
Everything was clean and access to everything was easy.

Reviewed on May 7, 2026

Courtyard by Marriott Madison East

Courtyard by Marriott Madison East

3 out of 5
Price was CA $1,310, price is now CA $1,118 per person
CA $1,118
per person
Jul 17 - Jul 19
found 7 hours ago
Roundtrip flight included
Winnipeg (YWG) to Madison (MSN)
9/10 Wonderful! (661 reviews)
Nice clean very amazing palce

Reviewed on Apr 12, 2026

Valued Stay Aloha

Valued Stay Aloha

2 out of 5
Carpenter Ridgeway
Price was CA $1,295, price is now CA $1,135 per person
CA $1,135
per person
Jul 17 - Jul 19
found 7 hours ago
Roundtrip flight included
Winnipeg (YWG) to Madison (MSN)
7.6/10 Good! (322 reviews)
Place parking convenient, close to downtown rooms have a funny smell ,maybe is too old , for a quick one night 6 out 10.

Reviewed on May 10, 2026

Valued Stay Madison

Valued Stay Madison

2 out of 5
Price was CA $1,308, price is now CA $1,153 per person
CA $1,153
per person
Jul 17 - Jul 19
found 3 hours ago
Roundtrip flight included
Winnipeg (YWG) to Madison (MSN)
6.4/10 (1,002 reviews)
The breakfast is what really stood out for me. They had one of the best breakfast assortments of any hotel that i have been to. The had a griddle with eggs already Scrambled in a pitcher with veggies and cheese to make your own omlet. They had a waffle maker, rotary oven to toast bagles and slices of bread. They also had a machine that automatically made 2 pancakes fresh with 1 touch of a button. Fresh juices cereals and more. The room was to be expected for price range. But the breakfast was top notch.

Reviewed on May 12, 2026

Valued Stay Mayflower

Valued Stay Mayflower

2 out of 5
Burr Oaks
Price was CA $1,323, price is now CA $1,167 per person
CA $1,167
per person
Jul 17 - Jul 19
found 3 hours ago
Roundtrip flight included
Winnipeg (YWG) to Madison (MSN)
6.4/10 (419 reviews)
Only thing going for it is cheap room. Staff not around, no air, no thermostat in room, no coffee for breakfast, cold ceral is only menu item. You get what you pay for.

Reviewed on Apr 15, 2026

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Stoughton Hotel Deals

Quality Inn & Suites Stoughton - Madison South

Quality Inn & Suites Stoughton - Madison South

2.5 out of 5
660 Nygaard St Stoughton WI
Fully refundable
The price is CA $111 per night from Jun 3 to Jun 4
CA $111
CA $126 total
Jun 3 - Jun 4
includes taxes & fees
8.8/10 Excellent! (454 reviews)
Always nice

Reviewed on May 6, 2026

Quality Inn & Suites Stoughton - Madison South
Days Inn by Wyndham Stoughton WI.

Days Inn by Wyndham Stoughton WI.

2 out of 5
1124 W. Main St. Stoughton WI
Fully refundableReserve now, pay when you stay
The price is CA $76 per night from May 19 to May 20
CA $76
CA $86 total
May 19 - May 20
includes taxes & fees
6.8/10 (343 reviews)
The pool was completely closed. Did not get clean towels or room cleaned. Breakfast was very little with tiny cups for coffee.

Reviewed on May 11, 2026

Days Inn by Wyndham Stoughton WI.
Tru by Hilton Stoughton

Tru by Hilton Stoughton

2.5 out of 5
2500 JACKSON ST Stoughton WI
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from May 21 to May 22
CA $110
CA $125 total
May 21 - May 22
includes taxes & fees
8.8/10 Excellent! (474 reviews)
Air conditioning was pretty noisy. No lighting by desk.

Reviewed on May 12, 2026

Tru by Hilton Stoughton
See all 519 properties in Stoughton
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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Discover the most popular places to visit in Stoughton

Troll Beach

If a restful vacation is part of your travel plans, Troll Beach might be the perfect place to seek out during your trip to Stoughton. Amble around the area's lakeside or experience its musical theater.

Troll Beach

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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.