Wooster Vacations from $364

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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 $407, price is now $364 per person
$364
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Little Rock (LIT)
6.6/10 (410 reviews)
Staff is super friendly, booking is simple, and the rooms are clean and comfortable!

Reviewed on Dec 17, 2025

Garden Inn and Suites Little Rock

Garden Inn and Suites Little Rock

2 out of 5
Downtown Little Rock
Price was $482, price is now $408 per person
$408
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Little Rock (LIT)
8.4/10 Very Good! (634 reviews)
The hotel is a little old but Room was good and staff was very nice.

Reviewed on Oct 29, 2025

Capital Hotel

Capital Hotel

3.5 out of 5
Downtown Little Rock
Price was $921, price is now $806 per person
$806
per person
Jun 4 - Jun 7
found 18 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Little Rock (LIT)
9.4/10 Exceptional! (576 reviews)
The facility was so clean and the staff was the friendliest ever. I love this place!

Reviewed on Mar 1, 2026

The Baker

The Baker

3.5 out of 5
Price was $613, price is now $550 per person
$550
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Little Rock (LIT)
9.8/10 Exceptional! (355 reviews)
Amazing place. Everything was beyond excellent.

Reviewed on Mar 6, 2026

Guest Inn & Suites - Midtown Medical Center

Guest Inn & Suites - Midtown Medical Center

3 out of 5
Little Rock Medical District
Price was $526, price is now $476 per person
$476
per person
Jun 4 - Jun 7
found 18 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Little Rock (LIT)
7.8/10 Good! (890 reviews)
The bath tub had a whole. Bathroom faucet pours water out around the base.

Reviewed on Mar 9, 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

3 out of 5
2260 Sanders Rd Conway AR
$89 nightly
The price is $100 total per night from Mar 22 to Mar 23
$100 total
Mar 22 - Mar 23
Total with taxes and fees
9.2/10 Wonderful! (990 reviews)
Friendly, fast check in, clean room and location.

Reviewed on Feb 28, 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
$68 nightly
The price is $77 total per night from Apr 1 to Apr 2
$77 total
Apr 1 - Apr 2
Total with taxes and fees
8/10 Very Good! (1,013 reviews)
Chech in receptionists was not very freindly. There was hair on the bathroom floor. Shower was hot, breakfast was good.

Reviewed on Mar 8, 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! (212 reviews)
Everything was great!

Reviewed on Feb 25, 2026

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Historic Southern Cottage close to Downtown Conway
See all 130 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 $364 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.