Stoughton Vacations from $385

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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.

The Latest Stoughton vacation packages

Price found within the past 48 hours. Click for updated prices.
Bluegreen Odyssey Dells

Bluegreen Odyssey Dells

3.5 out of 5
Price was $475, price is now $385 per person
$385
per person
Oct 22 - Oct 25
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
9.4/10 Exceptional! (152 reviews)
Great accommodations for a family vacation. Large rooms that have two bedrooms, living area and a small kitchen area with a full size refrigerator. There is almost no need to go out to eat as kitchen is stocked with most cookware. It is within walking distance to the water park and easy to come and go between the two.

Reviewed on Aug 25, 2025

Christmas Mountain Campground

Christmas Mountain Campground

3 out of 5
Price was $525, price is now $403 per person
$403
per person
Oct 22 - Oct 25
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
9/10 Wonderful! (67 reviews)
Musty, the cottages need a good cleaning and change of air filter.

Reviewed on Aug 24, 2025

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

3 out of 5
Price was $527, price is now $423 per person
$423
per person
Oct 22 - Oct 25
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
8.4/10 Very Good! (118 reviews)
We had stayed in this property before, and again this trip did not disappoint!

Reviewed on Jul 22, 2025

The Speckled Hen Inn B&B

The Speckled Hen Inn B&B

4 out of 5
Price was $856, price is now $716 per person
$716
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
9.8/10 Exceptional! (9 reviews)
The Edgewater

The Edgewater

4.5 out of 5
Downtown Madison
Price was $695, price is now $588 per person
$588
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Madison (MSN)
9.2/10 Wonderful! (1,000 reviews)
Just loved the lake view from our room

Reviewed on Sep 2, 2025

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Discover the most popular places to visit in Stoughton

Lake Kegonsa State Park

Commune with nature and explore the great outdoors at Lake Kegonsa State Park during your travels in Stoughton. Stroll along the lakeside in this family-friendly area, or check out its lively bars.

Lake Kegonsa State Park

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

Stoughton Hotel Deals

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
$55 nightly
The price is $63 total per night from Oct 6 to Oct 7
$63 total
Oct 6 - Oct 7
Total with taxes and fees
6.6/10 (306 reviews)
"The location is close to work and affordable."

Reviewed on Sep 2, 2025

Days Inn by Wyndham Stoughton WI.
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $161 total per night from Sep 21 to Sep 22
$161 total
Sep 21 - Sep 22
Total with taxes and fees
9.4/10 Exceptional! (3,091 reviews)
From check in until check out wonderful service
"I am a 60 year old female who was traveling with a friend and my 13 year old granddaughter for an event being held at the Breeze Stevens Field. I was a bit worried about parking and getting around in Madison on a Friday night. Fortunately the parking garage is connected to the hotel via a centrally ..."

Reviewed on Sep 15, 2025

The Madison Concourse Hotel and Governor's Club
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3 out of 5
516 Grand Canyon Dr, Madison, WI
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $94 total per night from Sep 21 to Sep 22
$94 total
Sep 21 - Sep 22
Total with taxes and fees
8.8/10 Excellent! (1,191 reviews)
"Nice place, great breakfast"

Reviewed on Sep 15, 2025

AmericInn by Wyndham Madison West
See all 511 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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Frequently asked questions

How much does a Stoughton vacation package cost?
You can snap up a vacation package to this top destination from $385 on Expedia. However, how much your vacation to Stoughton costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Stoughton?
If you'd like to score a cheap Stoughton vacation package, consider traveling in November, December and January. You'll usually find better prices on flights and hotels during these months — ideal for budget-conscious travelers.
How many days is enough for Stoughton?
For a Stoughton vacation, a handful of days will be enough to explore the top spots. Be sure to stop by Troll Beach — it's one of the most popular sights in this destination. If you want more adventure, think about basing yourself here and going on some day tours from Stoughton.
Is it worth booking a vacation package to Stoughton?
Boasting a host of highlights starting with its top-notch festivals, Stoughton is a good vacation destination. Whether you'd like to discover sights like Stoughton Opera House and Troll Beach or take the path less traveled, you'll have plenty to see and do on your Stoughton vacation.
How to find the best Stoughton package deals?
Start your search for a Stoughton package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Stoughton package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Stoughton escape off to a flying start.
Is it cheaper to book a Stoughton vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Stoughton vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Stoughton?
If you're considering a spur-of-the-moment Stoughton adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Stoughton vacation packages?
Jet off on your perfect escape to Stoughton with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until the next payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snag great deals while they last.

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Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.