Wooster Vacations from $269

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The Latest Wooster vacation packages

Price found within the past 48 hours. Click for updated prices.
OYO Townhouse Inn Jacksonville near Little Rock Air Force Base

OYO Townhouse Inn Jacksonville near Little Rock Air Force Base

3 out of 5
Price was $314, price is now $269 per person
$269
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Houston (IAH) to Little Rock (LIT)
6.6/10 (402 reviews)
Staff is super friendly, booking is simple, and the rooms are clean and comfortable!

Reviewed on Dec 17, 2025

Pine Bluff

Pine Bluff

3 out of 5
Price was $1,036, price is now $784 per person
$784
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Little Rock (LIT)
No reviews
Garden Inn and Suites Little Rock

Garden Inn and Suites Little Rock

2 out of 5
Downtown Little Rock
Price was $473, price is now $401 per person
$401
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Little Rock (LIT)
8.4/10 Very Good! (622 reviews)
The hotel is a little old but Room was good and staff was very nice.

Reviewed on Oct 29, 2025

Hilton Garden Inn North Little Rock

Hilton Garden Inn North Little Rock

3 out of 5
Price was $412, price is now $351 per person
$351
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Houston (IAH) to Little Rock (LIT)
8.4/10 Very Good! (724 reviews)
Nice place to stay, very helpful staff.

Reviewed on Jan 8, 2026

Comfort Inn & Suites Bryant - Benton

Comfort Inn & Suites Bryant - Benton

2.5 out of 5
Price was $390, price is now $342 per person
$342
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Houston (IAH) to Little Rock (LIT)
9.2/10 Wonderful! (999 reviews)
Room was very clean and staff was helpful. Enjoyed my stay.

Reviewed on Jan 19, 2026

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Discover the most popular places to visit in Wooster

Lake Bennett

Commune with nature and explore the great outdoors at Lake Bennett during your travels in Greenbrier. While you're in the area, wander around the parks.

Lake Bennett

Wooster Hotel Deals

Fairfield Inn & Suites by Marriott Conway

Fairfield Inn & Suites by Marriott Conway

2.5 out of 5
2260 Sanders Rd Conway AR
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Feb 16 to Feb 17
$99 total
Feb 16 - Feb 17
Total with taxes and fees
9.2/10 Wonderful! (981 reviews)
Nice room. Quiet. Staff was very friendly. Bathroom floor could have been cleaner. Would stay again.

Reviewed on Feb 10, 2026

Fairfield Inn & Suites by Marriott Conway
Country Inn & Suites by Radisson, Conway, AR

Country Inn & Suites by Radisson, Conway, AR

2.5 out of 5
750 Amity Road Conway AR
Fully refundable
$70 nightly
The price is $79 total per night from Feb 18 to Feb 19
$79 total
Feb 18 - Feb 19
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
Staff was helpful

Reviewed on Feb 9, 2026

Country Inn & Suites by Radisson, Conway, AR
Historic Southern Cottage close to Downtown Conway

Historic Southern Cottage close to Downtown Conway

Conway AR
10/10 Exceptional! (209 reviews)
This cottage is centrally located, top notch decorations and supplies in kitchen and bathrooms. I would love to buy it! I will definitely be back and stay there again. The park across the street was great for the little ones and for my grandson who loves basketball. Two blocks down Robinson is a ...

Reviewed on Jan 18, 2026

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Historic Southern Cottage close to Downtown Conway
See all 127 properties in Wooster
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 Wooster Vacation Packages

Wooster Essential Information

Language
English
Currency
U.S dollars
Population
1,000

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Frequently asked questions

How much does a Wooster vacation package cost?
You'll find cheap prices from $269 on Expedia for your Wooster escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Wooster costs.
What are the cheapest months to go to Wooster?
You can usually find reduced prices and better availability in December, January and February. Check out our cheap Wooster vacation packages and you could get some great off-season deals.
How many days is enough for Wooster?
The ideal duration for your Wooster vacation depends on what you'd like to do. Usually, a handful of days to a week will give you plenty of time to go to all the major sights and explore some hidden gems along the way.
How to find the best Wooster package deals?
Start your search for a Wooster package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Wooster package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Wooster adventure off to a flying start.
Is it cheaper to book a Wooster vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel 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 get the flexibility to create a customized Wooster vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Wooster?
If you've got your Wooster vacation dates finalized, book early to score some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Wooster vacation packages?
Your Wooster break is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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