Greenwood Vacations from $857

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Your Greenwood Vacation

Our Greenwood vacation packages give you endless opportunities to enjoy new sights, sounds and activities. And with all the finer details worked out, you can relax and enjoy your city adventure just like you deserve. Every trip to Greenwood has to include some sightseeing. Posy Patch Greenhouse & Gift Shop is a popular place to kick things off. Check out Expedia's wide range of travel options and book your perfect vacation to Greenwood today.

The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Brickell Bay 3505

Brickell Bay 3505

3 out of 5
Brickell
Price was $1,936, price is now $857 per person
$857
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
9.4/10 Exceptional! (3 reviews)
Great place and location! The pool was amazing.

Reviewed on May 9, 2026

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was $5,814, price is now $2,333 per person
$2,333
per person
Aug 21 - Aug 25
found 20 hours ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
5.8/10 (324 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

MirabileCondoDwntown MIA Brickell w PRKG

MirabileCondoDwntown MIA Brickell w PRKG

5 out of 5
Downtown Miami
Price was $2,054, price is now $880 per person
$880
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Miami (MIA)
2/10 (2 reviews)
Hollywood 1811

Hollywood 1811

2.5 out of 5
Hollywood Hills
Price was $2,014, price is now $931 per person
$931
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
No reviews
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $15,859, price is now $7,407 per person
$7,407
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
8/10 Very Good! (1 review)
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Discover the most popular places to visit in Greenwood

Posy Patch Greenhouse & Gift Shop

You can do some window-shopping at Posy Patch Greenhouse & Gift Shop during your visit to Greenwood.

Posy Patch Greenhouse & Gift Shop

Greenwood Hotel Deals

Lakefront 5 Bedroom Cabin on Mead Lake

Lakefront 5 Bedroom Cabin on Mead Lake

Greenwood WI
Get rates
Lakefront 5 Bedroom Cabin on Mead Lake
Riverfront Escape on the Black River w/ Iconic Grain Bin Bar

Riverfront Escape on the Black River w/ Iconic Grain Bin Bar

Greenwood WI
$307 nightly
The price is $324 total per night from Jun 8 to Jun 9
$324 total
Jun 8 - Jun 9
Total with taxes and fees
10/10 Exceptional! (1 review)
"We really loved this place !! It was so lovely to sit on the back porch and listen to the birds chirping away and the see the other wildlife roaming around !! Lovely place to go to for a place to rewind n relax especially with it right by the water !!! If we ever need a vrbo again we will definitely ..."

Reviewed on May 30, 2026

Riverfront Escape on the Black River w/ Iconic Grain Bin Bar
Cozy 3-bedroom cabin with WiFi and AC in tranquil Greenwood

Cozy 3-bedroom cabin with WiFi and AC in tranquil Greenwood

Greenwood WI
9.4/10 Exceptional! (6 reviews)
"Grandma’s cabin was homey, spacious and well-equipped with everything we needed and more! We would definitely stay here again!"

Reviewed on Apr 20, 2026

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Cozy 3-bedroom cabin with WiFi and AC in tranquil Greenwood
See all 107 properties in Greenwood
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.

Find the Best Greenwood Vacation Packages

Greenwood Essential Information

Language
English
Currency
U.S dollars
Population
1,000
Top Sights
Rock Dam Lake and Posy Patch Greenhouse & Gift Shop

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Frequently asked questions

How much does a Greenwood vacation package cost?
Offering great value package deals from $857 on Expedia, you'll be thrilled with how little a vacation to Greenwood costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Greenwood?
If you're hoping to book a cheap Greenwood vacation package, consider traveling in November, December and January. You'll usually find better rates on airfares and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Greenwood?
With a well-planned schedule, you can easily visit the top Greenwood sights in a handful of days. But if you'd like to venture off the beaten track or take day trips, think about booking your Greenwood vacation for longer.
How to find the best Greenwood package deals?
Bagging a cheap Greenwood package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Greenwood package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Greenwood vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still have the freedom to create a tailored Greenwood vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Greenwood?
Enjoy amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Greenwood vacation.
Does Expedia offer Book Now, Pay Later Greenwood vacation packages?
Set off on your ideal getaway to Greenwood with our Book Now, Pay Later vacations. No need to save like crazy or hold off until the next payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.