Watertown Vacation Packages 2025/2026 from $439

Watertown flight + hotel vacation packages

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

Best Western Premier Park Hotel

Downtown Madison

$439

per person

Jan 6 - Jan 9

found 1 day ago

Roundtrip flight included

New York (NYC) to Madison (MSN)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. You'll appreciate the gym, bar/lounge, and snack bar/deli.

Hilton Madison Monona Terrace

Downtown Madison

$447

per person

Jan 6 - Jan 9

found 1 day ago

Roundtrip flight included

New York (NYC) to Madison (MSN)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. There's a gym on site, and laundry facilities and concierge services are also offered.

Christmas Mountain Campground

$633

per person

Feb 9 - Feb 13

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Madison (MSN)

This resort features a golf course, ski-in/ski-out access, and a restaurant. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Bring the family and enjoy the mini golf, waterslide, and playground.

The Madison Concourse Hotel and Governor's Club

Downtown Madison

$461

per person

Jan 6 - Jan 9

found 1 day ago

Roundtrip flight included

New York (NYC) to Madison (MSN)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

The Edgewater

Downtown Madison

$530

per person

Jan 6 - Jan 9

found 1 day ago

Roundtrip flight included

New York (NYC) to Madison (MSN)

A full-service spa, a hot tub, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and free airport shuttle. Unwind with a drink at one of the 4 bars/lounges and enjoy perks like a free area shuttle.

Top Watertown hotels deals

Best Western Watertown

101 Aviation Way Watertown WI

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$84 total

Nov 23 - Nov 24

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A business center, free WiFi in public areas, and a snack bar/deli are also on offer.

Pool

Hot Tub

Super 8 by Wyndham Watertown WI

1730 S Church St, Watertown, WI

Free Cancellation

Reserve now, pay when you stay

$60 nightly

$68 total

Dec 7 - Dec 8

Total with taxes and fees

This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking. A business center, free WiFi in public areas, and laundry facilities are also on offer.

Pool

Hot Tub

Heritage inn

700 E Main St, Watertown, WI

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$87 total

Nov 18 - Nov 19

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, luggage storage, and laundry facilities are also on offer.

Pet friendly

Parking included

The Ingleside Hotel

2810 Golf Road Pewaukee WI

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$134 total

Nov 20 - Nov 21

Total with taxes and fees

A water park and an indoor pool are featured at this traditional hotel. Traveling on business? Take advantage of the 20 conference rooms, free WiFi in public areas, and express check-out. Enjoy the gym and perks like free self parking.

Pool

Pet friendly

Holiday Inn Express & Suites Delafield by IHG

3030 Golf Rd, Delafield, WI

Free Cancellation

$95 nightly

$107 total

Nov 20 - Nov 21

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Quality Inn & Suites Sun Prairie Madison East

105 Business Park Dr Sun Prairie WI

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$77 total

Dec 16 - Dec 17

Total with taxes and fees

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a grocery/convenience store, and dry cleaning are also on offer.

Pool

Breakfast included

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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.

Popular places to visit

Watertown Regional Medical Center

Though Watertown Regional Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Watertown while you are here.

Maranatha Baptist University

Explore the campus of Maranatha Baptist University during your stay in Watertown. While in this family-friendly area, you can enjoy the restaurants.

The Octagon House

You can spend an afternoon studying the exhibits at The Octagon House during your trip to Watertown. Stroll along this family-friendly area's riverfront, or simply enjoy its restaurants.

Frequently asked questions

How much are vacation packages to Watertown?

You might be pleasantly surprised — you can vacation in Watertown for as low as $439. Allow Travelocity to save you money and time with our fantastic vacation packages. With flights, hotels and tours all ready to be snapped up, why put it off?

How long should my Watertown vacation be?

Around 2 nights is the average amount of time visitors spend in Watertown. But the ideal trip length all depends on how many magical memories you want to make. Why not allow a few extra days and discover some of the lesser-known sights?

Where can I get the best vacation package deals for Watertown?

One word — Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, it's easy to put together a Watertown package deal that satisfies your wanderlust.

Why should I book my Watertown vacation package with Travelocity?

Because life is one incredible journey, and we offer all you need to get you on your way. With our superb service and Price Match Guarantee, you can book your trip with confidence. What's more, you can rest easy on the road knowing you can reach us with our 24/7 customer support.

Will I save money on my Watertown car rental if I bundle it with a hotel or flight?

Combining your hotel, flight and car into a Watertown vacation package is the easiest way to land the best prices. Plus, having your own rental car gives you total freedom to make your way to all those big-name sights you're hoping to explore. Situated 100 mi from Watertown, Wrigley Field is one attraction that should be on your to-do list. Fill up the tank and make a day trip of it.

Which airport is best for Watertown?

General Mitchell Intl. Airport (MKE) is where many vacationers land. It's located 45 mi east from inner Watertown. You can also check out the deals to Dane County Regional Airport (MSN), which is 30 mi away from central Watertown.

Where should I stay when visiting Watertown?

Many people choose to spend their nights at the Best Western Watertown. It's sure to be a good base for your Watertown escape.