Sherwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Sherwood Vacation

Enjoy unforgettable adventures when you lock in a Sherwood vacation package. Whether you're a history buff, foodie or just a traveler who appreciates new places, there's something for everyone in this exciting city. Wisconsin International Raceway, High Cliff State Park and Harrison Military Trail are just some of the sights worth visiting during your trip to Sherwood. Your dream Sherwood vacation is a few clicks away. Search accommodations, flights and more on Expedia for a getaway that's tailored just for you.

Top Sherwood Vacation Deals

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

Cobblestone Suites Oshkosh

3 out of 5
Price was CA $1,752, price is now CA $1,698 per person
CA $1,698
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Appleton (ATW)
8.6/10 Excellent! (1,006 reviews)

Comfort Inn & Suites Green Bay Stadium Area

Comfort Inn & Suites Green Bay Stadium Area

2.5 out of 5
Price was CA $2,415, price is now CA $2,313 per person
CA $2,313
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Green Bay (GRB)
8.6/10 Excellent! (1,005 reviews)
Staff was friendly. Place was clean

Reviewed on Nov 6, 2026

Country Inn & Suites by Radisson, Green Bay East, WI

Country Inn & Suites by Radisson, Green Bay East, WI

2.5 out of 5
Price was CA $2,321, price is now CA $2,228 per person
CA $2,228
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Green Bay (GRB)
7.6/10 Good! (86 reviews)

Wyndham Garden Appleton

Wyndham Garden Appleton

2.5 out of 5
Price was CA $1,856, price is now CA $1,796 per person
CA $1,796
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Appleton (ATW)
8.4/10 Very good! (355 reviews)
Staff was wonderful. Hotel is very nice.

Reviewed on Nov 5, 2026

Super 8 by Wyndham Green Bay I-43 Bus. Park

Super 8 by Wyndham Green Bay I-43 Bus. Park

2 out of 5
Price was CA $1,975, price is now CA $1,924 per person
CA $1,924
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Green Bay (GRB)
7.4/10 Good! (1,002 reviews)

Ready to book your vacation to Sherwood?

 

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Sherwood Hotel Deals

AmericInn by Wyndham Appleton Downtown

AmericInn by Wyndham Appleton Downtown

3 out of 5
3033 W College Avenue Appleton WI
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Nov 16 to Nov 17
CA $107
CA $124 total
Nov 16 - Nov 17
includes taxes & fees
AmericInn by Wyndham Appleton Downtown
Hilton Appleton Paper Valley

Hilton Appleton Paper Valley

3.5 out of 5
333 W College Ave Appleton WI
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Dec 6 to Dec 7
CA $115
CA $133 total
Dec 6 - Dec 7
includes taxes & fees
Hilton Appleton Paper Valley
Cobblestone Hotel & Suites-Little Chute

Cobblestone Hotel & Suites-Little Chute

3 out of 5
208 W Main St Little Chute WI
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Nov 13 to Nov 14
CA $127
CA $146 total
Nov 13 - Nov 14
includes taxes & fees
9.2/10 Wonderful! (942 reviews)
"Clean rooms, friendly staff and good breakfast options"

Reviewed on Nov 6, 2026

Cobblestone Hotel & Suites-Little Chute
See all 657 properties in Sherwood
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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Stay near popular Sherwood attractions

Harrison Military Trail

You can take time to visit Harrison Military Trail during your travels to Sherwood. Stroll along this family-friendly area's riverfront, or simply enjoy its breweries.
See properties

Frequently asked questions

How much does a Sherwood vacation package cost?
Offering excellent value package deals from CA $1,698 on Expedia, you'll be surprised at how little a vacation to Sherwood costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Sherwood?
If you're hoping to snag a cheap Sherwood vacation package, consider travelling in January, February and March. You'll usually find better rates on airfares and hotels during these months — perfect for travellers wishing to save money.
How many days is enough for Sherwood?
With a well-planned schedule, you can easily visit the top Sherwood sights in a handful of days. But if you want to venture off the beaten track or go on day trips, consider booking your Sherwood vacation for longer.
How to find the best Sherwood package deals?
Start your search for a Sherwood package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Sherwood package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Sherwood adventure off to a flying start.
Is it cheaper to book a Sherwood vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still get the freedom to create a customized Sherwood vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Sherwood?
If you've got your Sherwood vacation dates locked in, book as soon as you can to grab some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Sherwood?

  1. Choose your travel dates: What you plan to do in Sherwood and your favourite season can help you decide when to travel.
  2. Set your budget: Factor in expenses such as flights, food and transportation when calculating how much to set aside for your trip to Sherwood. Then, pick a property that works with your budget, whether that's a wallet-friendly option or a more luxurious retreat.
  3. Set the duration of your trip: Start by listing all the activities and attractions you'd like to get to in Sherwood. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Sherwood vacation package that brings all your bookings together.

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