Windham Vacations from $576

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The Latest Windham vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Twinsburg

Comfort Suites Twinsburg

2.5 out of 5
Price was $756, price is now $576 per person
$576
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
7.6/10 Good! (783 reviews)
The property was fair. The room they gave us at first the air conditioning did not work so we had to get another room. The toilet paper holder was broken and the shower curtain had mold on the bottom. Some of the breakfast machines were broken. Overall it was ok.

Reviewed on Aug 18, 2025

Fidelity Hotel

Fidelity Hotel

4 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $1,131, price is now $725 per person
$725
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9.6/10 Exceptional! (368 reviews)
The artwork is great!

Reviewed on Oct 1, 2025

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Price was $971, price is now $684 per person
$684
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.6/10 Excellent! (1,015 reviews)
Staff was friendly and professional. Enjoyed dining at Betts, the food and the service was good… great bartenders! Room was spacious & clean

Reviewed on Sep 29, 2025

Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
Downtown Cleveland
Price was $989, price is now $743 per person
$743
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.4/10 Very Good! (1,363 reviews)
This was a prime location for the concert I went to at Rocket Arena. The staff were very kind and helpful. The room was clean and very spacious.

Reviewed on Oct 1, 2025

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
Price was $1,177, price is now $904 per person
$904
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.6/10 Excellent! (1,598 reviews)
Overall good, but I'd say that in the king the seating area just isn't that comfortable. No padding.

Reviewed on Sep 29, 2025

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Windham Hotel Deals

Kent State University Hotel and Conference Center

Kent State University Hotel and Conference Center

3.5 out of 5
215 S. Depeyster Street, Kent, OH
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $131 total per night from Oct 29 to Oct 30
$131 total
Oct 29 - Oct 30
Total with taxes and fees
9.4/10 Exceptional! (1,015 reviews)
"this is the perfect spot to stay if your going to the kent stage for a show"

Reviewed on Sep 28, 2025

Kent State University Hotel and Conference Center
Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

2 out of 5
9789 State Route 14, Streetsboro, OH
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $57 total per night from Nov 2 to Nov 3
$57 total
Nov 2 - Nov 3
Total with taxes and fees
7.4/10 Good! (1,026 reviews)
"Quick layover before the flight out. Room was nice. Needed more towels and blankets for the bed. No elevator and carpeting on stairs was smelly and gross. Room had hard floors which was nice."

Reviewed on Sep 30, 2025

Econo Lodge Cleveland Southeast - Kent
Comfort Inn & Suites Cuyahoga Falls - Akron

Comfort Inn & Suites Cuyahoga Falls - Akron

3 out of 5
1420 Main St, Cuyahoga Falls, OH
$92 nightly
The price is $107 total per night from Nov 2 to Nov 3
$107 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (1,027 reviews)
"Clean, comfortable room"

Reviewed on Sep 25, 2025

Comfort Inn & Suites Cuyahoga Falls - Akron
See all 294 properties in Windham
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.

Windham Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Akron-Canton Airport (CAK)
Population
2,200
Top Sights
Nelson-Kennedy Ledges State Park, Robins Theatre and West Branch State Park

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Frequently asked questions

How much does a Windham vacation package cost?
You'll find cheap prices from $576 on Expedia for your Windham escape. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Windham costs.
What are the cheapest months to go to Windham?
November, December and January are the best times to search for cheap Windham vacation packages. Traveling in quieter periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Windham?
Typically, a handful of days is enough to visit the major attractions during your Windham vacation. But if you prefer to have more time to relax or take day trips, consider extending your itinerary.
How to find the best Windham package deals?
Begin your search for a Windham package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," 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 ideal Windham package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Windham escape off to a flying start.
Is it cheaper to book a Windham vacation as a package?
You can enjoy significant savings on your next Windham getaway by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse 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 land a better deal.
When to book a vacation package to Windham?
If you're planning a spur-of-the-moment Windham getaway, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Windham vacation packages?
If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Windham vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.