Windham Vacation Packages

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Top Windham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Cleveland/Independence

Hampton Inn & Suites Cleveland/Independence

2.5 out of 5
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Cleveland (CLE)
8.8/10 Excellent! (1,003 reviews)
No microwave in the suite. Also tv is only in the best not the sitting area. Overall it was a good stay.

Reviewed on Jul. 26, 2025

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Cleveland (CLE)
8.6/10 Excellent! (1,001 reviews)
Staff was super friendly, check in and out made easy. Pet friendly. Spacious room, very comfortable bed. Had to walk a couple blocks for a pet relief area and we had a street facing room so it was pretty loud even with provided ear plugs. We would stay again given the convenience of the location.

Reviewed on Jul. 23, 2025

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Cleveland (CLE)
8.6/10 Excellent! (1,442 reviews)
Nice hotel close to all attractions

Reviewed on Jul. 27, 2025

Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown

3 out of 5
Downtown Cleveland
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Cleveland (CLE)
8.8/10 Excellent! (1,358 reviews)
Our stay at Hampton Inn downtown Cleveland has gone beautifully. The facility is clean, quiet, and comfortable. The aspect that puts this visit in an even higher category is the customer service reps. Upon our arrival we were greeted by two friendly, helpful associates. The warm welcome we received from these two people set the tone for a wonderful stay. Thank you Cat and HD.

Reviewed on Jul. 26, 2025

InterContinental Suites Hotel Cleveland by IHG

InterContinental Suites Hotel Cleveland by IHG

4 out of 5
Fairfax
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Cleveland (CLE)
8.8/10 Excellent! (1,003 reviews)
Great hotel! When we got to our room I noticed the foundation of the toilet was leaking. We to front desk and they immediately took care of us. They changed our room and even gave a a little upgrade. I enjoyed my stay overall.

Reviewed on Jul. 20, 2025

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Windham Hotel Deals

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
The price is CA $69 per night from Aug 10 to Aug 11
CA $69
CA $78 total
Aug 10 - Aug 11
includes taxes & fees
7.4/10 Good! (985 reviews)
"location was great! access to stores and restaurants."

Reviewed on Jul. 24, 2025

Econo Lodge Cleveland Southeast - Kent
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
The price is CA $163 per night from Jul 29 to Jul 30
CA $163
CA $185 total
Jul 29 - Jul 30
includes taxes & fees
9.4/10 Exceptional! (1,020 reviews)
"great location for the blues festival! Walked to all venues and the area of the hotel was very safe."

Reviewed on Jul. 25, 2025

Kent State University Hotel and Conference Center
Comfort Inn & Suites Cuyahoga Falls - Akron

Comfort Inn & Suites Cuyahoga Falls - Akron

3 out of 5
1420 Main St, Cuyahoga Falls, OH
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Aug 24 to Aug 25
CA $129
CA $149 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"This was a one night stop. First time at Comfort Inn Suites. King room has an attractive layout. Private bedroom from seating area with fold out sofa."

Reviewed on Jul. 21, 2025

Comfort Inn & Suites Cuyahoga Falls - Akron
See all 288 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.
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Frequently asked questions

How much does a Windham vacation package cost?
You'll find cheap prices from CA $500 on Expedia for your Windham break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Windham costs.
What are the cheapest months to go to Windham?
If you're looking to snag a cheap Windham vacation package, consider visiting in January, February and November. You'll generally find lower rates on accommodations and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Windham?
The ideal length for your Windham vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to go to all the leading sights and explore some hidden spots along the way.
How to find the best Windham package deals?
Use Expedia's handy filters to help you find some fabulous Windham package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Windham package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Windham vacation as a package?
You can enjoy significant savings on your Windham break by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Windham?
If you've got your Windham travel dates confirmed, book as early as you can to bag some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Windham?

  1. Choose when to go: Check your calendar and get your bags packed. Your preferred season and the available activities will also help you decide when to visit Windham.
  2. Set your budget: Consider expenses like flights, transportation and food when working out how much to set aside for your trip to Windham. Then, pick a property that matches your budget, whether that's an economical stay or a swankier retreat.
  3. Work out your trip length: Consider how long you'd like to spend discovering Windham. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, book the right Windham vacation package for you.

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