Greenwood Vacations from $400

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The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Wingate By Wyndham Seminole

Wingate By Wyndham Seminole

2.5 out of 5
per person
Sep 10 - Sep 17
found 23 hours ago
Roundtrip flight included
Houston (IAH) to Midland (MAF)
7.8/10 Good! (609 reviews)
Nice and quiet. Very helpful!

Reviewed on Jul 27, 2025

Wyndham Midland Downtown

Wyndham Midland Downtown

4 out of 5
Downtown Midland
Save 100% on your flight
per person
Sep 10 - Sep 17
found 23 hours ago
Roundtrip flight included
Houston (IAH) to Midland (MAF)
7.8/10 Good! (177 reviews)
Quietness of the Hotel and staff on demand

Reviewed on Jul 20, 2025

Microtel Inn & Suites By Wyndham Midland

Microtel Inn & Suites By Wyndham Midland

2.5 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 17
found 23 hours ago
Roundtrip flight included
Houston (IAH) to Midland (MAF)
7.6/10 Good! (1,003 reviews)
Staff was great! Cool clean room, very comfortable bed. Breakfast included, rate was fair

Reviewed on Jul 31, 2025

Baymont by Wyndham Odessa

Baymont by Wyndham Odessa

2.5 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 17
found 23 hours ago
Roundtrip flight included
Houston (IAH) to Midland (MAF)
8.4/10 Very Good! (1,157 reviews)
Decent area for the price and close to the movies and many restaurants

Reviewed on Jul 23, 2025

Hotel Settles

Hotel Settles

3.5 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 17
found 23 hours ago
Roundtrip flight included
Houston (IAH) to Midland (MAF)
9.6/10 Exceptional! (1,004 reviews)
Favorite place to stay in Big Spring

Reviewed on Jul 24, 2025

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Discover the most popular places to visit in Greenwood

Midland featuring theater scenes, performance art and interior views

Wagner Noel Performing Arts Center

Appreciate a sophisticated performance under the dazzling lights of this intriguing auditorium that seems to stand in the middle of nowhere.

Wagner Noel Performing Arts Center
CAF Airpower Museum which includes interior views

CAF Airpower Museum

You can spend time studying the exhibits at CAF Airpower Museum in Midland. Experience the area's entertainment venues or attend a sporting event.

CAF Airpower Museum
Midland showing a house and interior views

George W. Bush Childhood Home

Learn all about the beginnings of the 43rd President of the United States by visiting the house he grew up in, now an engaging museum.

George W. Bush Childhood Home

Greenwood Hotel Deals

Wyndham Midland Downtown

Wyndham Midland Downtown

4 out of 5
117 West Wall Street, Midland, TX
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $91 total per night from Aug 8 to Aug 9
$91 total
Aug 8 - Aug 9
Total includes taxes and fees
7.6/10 Good! (207 reviews)
"Loved it"

Reviewed on Jul 28, 2025

Wyndham Midland Downtown
La Quinta Inn by Wyndham Midland

La Quinta Inn by Wyndham Midland

3 out of 5
4130 W Wall St, Midland, TX
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $70 total per night from Aug 7 to Aug 8
$70 total
Aug 7 - Aug 8
Total includes taxes and fees
5.8/10 (1,002 reviews)
"Good"

Reviewed on Jul 26, 2025

La Quinta Inn by Wyndham Midland
Microtel Inn & Suites By Wyndham Midland

Microtel Inn & Suites By Wyndham Midland

2.5 out of 5
200 W Longview Ave, Midland, TX
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $94 total per night from Aug 10 to Aug 11
$94 total
Aug 10 - Aug 11
Total includes taxes and fees
7.6/10 Good! (1,000 reviews)
"Staff was great! Cool clean room, very comfortable bed. Breakfast included, rate was fair"

Reviewed on Jul 31, 2025

Microtel Inn & Suites By Wyndham Midland
See all 211 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.

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Frequently asked questions

How much does a Greenwood vacation package cost?
You'll find cheap prices from $400 on Expedia for your Greenwood break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Greenwood costs.
What are the cheapest months to go to Greenwood?
You can typically find reduced prices and greater availability in February, April and December. Explore our cheap Greenwood vacation packages and you could land some great off-season discounts.
How many days is enough for Greenwood?
Typically, a handful of days is enough to explore the top attractions during your Greenwood vacation. But if you'd like to have some time to kick back or take day trips, think about extending your trip.
How to find the best Greenwood package deals?
Finding a cheap Greenwood package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most affordable Greenwood package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Greenwood vacation as a package?
You can enjoy significant savings on your Greenwood escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Greenwood?
If you're considering a spur-of-the-moment Greenwood getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Greenwood vacation packages?
Secure your dream getaway to Greenwood with help from our Book Now, Pay Later vacations. No need to save up or wait until payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.