Watertown Vacation Packages 2026 from $963

Watertown flight + hotel vacation packages

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

Days Inn & Suites by Wyndham Madison

$963

per person

Nov 28 - Dec 5

just found

Roundtrip non-stop flight included

Baltimore (BWI) to Madison (MSN)

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

The Edgewater

Downtown Madison

$1,519

per person

Nov 28 - Dec 5

just found

Roundtrip non-stop flight included

Baltimore (BWI) 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.

The Madison Concourse Hotel and Governor's Club

Downtown Madison

$1,272

per person

Nov 28 - Dec 5

just found

Roundtrip non-stop flight included

Baltimore (BWI) 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.

Hilton Madison Monona Terrace

Downtown Madison

$1,133

per person

Nov 28 - Dec 5

just found

Roundtrip non-stop flight included

Baltimore (BWI) 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.

Madison Marriott South

$1,097

per person

Nov 28 - Dec 5

just found

Roundtrip non-stop flight included

Baltimore (BWI) to Madison (MSN)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Top Watertown hotels deals

Best Western Watertown

101 Aviation Way Watertown WI

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$99 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel features an indoor pool and a 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

Heritage inn

700 E Main St Watertown WI

Free Cancellation

Reserve now, pay when you stay

$63 nightly

$72 total

Nov 1 - Nov 2

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

Super 8 by Wyndham Watertown WI

1730 S Church St Watertown WI

Free Cancellation

Reserve now, pay when you stay

$58 nightly

$66 total

Nov 15 - Nov 16

Total with taxes and fees

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

Pool

Hot Tub

The Katherine Holle House

119 N Church St Watertown WI

Free Cancellation

Reserve now, pay when you stay

$126 nightly

$143 total

Nov 26 - Nov 27

Total with taxes and fees

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A communal living room, a library, and wedding services are also on offer.

Breakfast included

Parking included

The Ingleside Hotel

2810 Golf Road Pewaukee WI

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$134 total

Oct 29 - Oct 30

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

$101 nightly

$114 total

Nov 12 - Nov 13

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

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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.

Stay near popular Watertown attractions

A large, two-story brick building with a central entrance, surrounded by a well-maintained lawn and a paved walkway.

The Octagon House

8.4/10 (11 reviews)

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.

See properties

Frequently asked questions

How much are vacation packages to Watertown?

You might be pleasantly surprised — you can vacation in Watertown for as low as $963. 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.