Exclusive Maple Wayside Trailhead Vacation Deals

Maple Wayside Trailhead vacation package deals

Price found within the past 48 hours. Click for updated prices.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $576, price is now $471 per person
$471
per person
Mar 6 - Mar 8
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $672, price is now $545 per person
$545
per person
Mar 6 - Mar 8
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $665, price is now $553 per person
$553
per person
Mar 6 - Mar 8
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $682, price is now $568 per person
$568
per person
Mar 6 - Mar 8
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking. Free self parking, a 24-hour business center, and a coffee shop are also offered.
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
Price was $573, price is now $483 per person
$483
per person
Mar 6 - Mar 8
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was $623, price is now $527 per person
$527
per person
Mar 6 - Mar 8
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, dry cleaning, and luggage storage are also on offer.

Frequently asked questions

How much are vacation packages to Maple Wayside Trailhead?
Grab an express ticket to an awesome deal with Travelocity's $471 Maple Wayside Trailhead vacation package. Not only can you save big on your return flights and hotel stay, you can also add on a few fun local tours or even a rental vehicle.
Where can I get the best vacation package deals for Maple Wayside Trailhead?
Head straight to Travelocity. With access to 400 air carriers and 1,000,000 worldwide properties, finding the perfect Maple Wayside Trailhead package deal couldn't be simpler.
Why should I book my Maple Wayside Trailhead vacation package with Travelocity?
We take the stress out of travel planning. Whether you're after a new destination to explore or want to ensure you get the best deal around, we're here to assist. Our 24/7 customer support, high-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.

Top Maple Wayside Trailhead hotel deals

The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road Pewaukee WI
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $134 total per night
$134 total
Jan 5 - Jan 6, 2026
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
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
N14 W24121 Tower Place Pewaukee WI
Free Cancellation
$93 nightly
The price is $105 total per night
$105 total
Dec 24 - Dec 25
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Tru By Hilton Milwaukee Brookfield

Tru By Hilton Milwaukee Brookfield

2.5 out of 5
20925 Watertown Road Waukesha WI
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $90 total per night
$90 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a convenience store are also provided.
Breakfast included
Pet friendly
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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.