Stoughton Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Stoughton Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Valued Stay Sun Prairie
Price was $597, price is now $537 per person
$537
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
Stay at this hotel in Sun Prairie. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions East Towne Mall and Sun Prairie Family Aquatic Center are located nearby.
The Edgewater
Downtown Madison
Save 100% on your flight
Price was $1,842, price is now $1,429 per person
$1,429
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
Book a stay at this luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Capitol Square and Kohl Center are located nearby.
Room was very nice, clean, great view. Dinner and breakfast in the Stateroom were both very good. Service was a little slow; it seemed they may be understaffed in the restaurant. The Friday night music was cancelled, I believe for community support after a tragic event in the city.
We would have appreciated informational materials in the room regarding instructions for the television, hotel restaurant menus, area attractions. Some hotel info was available online.
The man at check-in was a little on the snooty side but the staff person who came to fix the tv was professional, prompt, and persistent in solving the problem.
Reviewed on Jul 27, 2026
Graduate by Hilton Madison
Downtown Madison
Price was $1,425, price is now $1,249 per person
$1,249
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kohl Center and Capitol Square are located nearby.
Great roof top bar and food
Reviewed on Jul 25, 2026
Fairfield Inn & Suites by Marriott Madison East
Price was $996, price is now $874 per person
$874
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions East Towne Mall and Capitol Square are located nearby.
The room was real clean & comfortable. Note the room was warm & stuffy when you first walk in. It must have a smart thermostat. It cooled right away. I wished we had time to visit the hot tub. I try to pick a hotel with a hot tub. The breakfast had good variety of choices.
Reviewed on Jul 20, 2026
AmericInn by Wyndham Madison South
Monona
Price was $771, price is now $690 per person
$690
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Alliant Energy Center and Capitol Square are located nearby.
Ask for extra coffee and for coffee and never did receive it
That's what Walmart
Reviewed on Jul 25, 2026
Country Inn & Suites by Radisson, Madison Southwest, WI
Price was $797, price is now $720 per person
$720
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Rooms need updating and better care
Reviewed on Jul 23, 2026
Stoughton Vacation Packages
Trying to figure out a way to package your Stoughton flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® Stoughton vacation packages can help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Stoughton the best one yet. In only a few clicks, you can choose the best Stoughton vacation package for you and your family. AARP Travel Center has a fabulous list of flights and hotels, and local activities to select from.
Hotel Deals in Stoughton
Our listings include accommodations that are close to all the Stoughton points of interest, and some that are just outside the city center for a more restful retreat.
We have competitive rates on everything from luxury hotels that satisfy all the vacation must-haves to affordable hotels which are great for those on a budget. You can scan all the options and pick the lodging that is perfect for you. With AARP Travel Center's Stoughton hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.
Things to do in Stoughton
Stoughton has about 13,067 people that call this city their home. If you wanted to take a break from the bustle of a big city, then you picked the right town. If you are unsure where to start, head towards downtown. You'll usually find some great restaurants and some boutiques worth exploring. The area is popular with younger crowds with its college-town amenities.
The AARP Travel Center "Things to Do" page has more great activities that you can book.
Book Together and Save
With so much happening in Stoughton, you'll be wanting to plan your outings, not devoting time to searching for the cheapest hotel. AARP Travel Center allows you to easily reserve all you need, and save a little money doing it. You can coordinate your whole trip, including things to do in Stoughton from only one place. So what are you waiting for? Book now and save!
Top Hotel Deals
Tru by Hilton Stoughton
2500 JACKSON ST Stoughton WI
2.69 km from city center
Stay at this hotel in Stoughton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Livsreise ...
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
22.39 km from city center
Book a stay at this luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool ...
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
30.69 km from city center
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free parking, and a free airport shuttle. Our guests praise the breakfast and the ...
AmericInn by Wyndham Madison West
516 Grand Canyon Dr Madison WI
27.43 km from city center
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Comfort Suites Madison West - Middleton
1253 John Q Hammons Dr Madison WI
31.1 km from city center
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
24.6 km from city center
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
The Edgewater
1001 Wisconsin Place Madison WI
22.84 km from city center
Book a stay at this luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Tru by Hilton Madison West, WI
8102 Watts Rd. Madison WI
29.07 km from city center
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Best Western Premier Park Hotel
22 S Carroll Street Madison WI
22.05 km from city center
Book a stay at this spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
DoubleTree by Hilton Madison Downtown
525 West Johnson Street Madison WI
22.44 km from city center
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
La Quinta Inn & Suites by Wyndham Madison American Center
5217 E Terrace Dr Madison WI
25.97 km from city center
Stay at this hotel in Madison. Enjoy free parking, a fitness center, and WiFi (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. ...
Baymont by Wyndham Janesville
616 Midland Rd Janesville WI
33.48 km from city center
Book a stay at this business-friendly hotel in Janesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Cambria Hotel Madison East
5045 Eastpark Blvd Madison WI
26.06 km from city center
Book a stay at this family-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Sep 11 - Fri, Sep 18
DEN
Denver Intl.
MSN
Dane County Regional
$190 Roundtrip, found 4 days ago
$190
Roundtrip
found 4 days ago
Sat, Sep 12 - Sat, Sep 19
DEN
Denver Intl.
MSN
Dane County Regional
$279 Roundtrip, found 3 days ago
$279
Roundtrip
found 3 days ago
Sat, Sep 12 - Sat, Sep 19
DEN
Denver Intl.
MSN
Dane County Regional
$299 Roundtrip, found 3 days ago
$299
Roundtrip
found 3 days ago
Sat, Sep 12 - Sat, Sep 19
DEN
Denver Intl.
MSN
Dane County Regional
$299 Roundtrip, found 3 days ago
$299
Roundtrip
found 3 days ago
Sat, Sep 19 - Tue, Sep 29
LAS
Harry Reid Intl.
MSN
Dane County Regional
$607 Roundtrip, found 2 days ago
$607
Roundtrip
found 2 days ago