Deals on vacations and trips to Windham

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Comfort Suites Hartville - North Canton

Comfort Suites Hartville - North Canton

2.5 out of 5
Price was $346, price is now $311 per person
$311
per person
Jan 30 - Feb 1
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Akron (CAK)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like full breakfast and free self parking.
Kent State University Hotel and Conference Center

Kent State University Hotel and Conference Center

3.5 out of 5
Price was $358, price is now $326 per person
$326
per person
Jan 30 - Feb 1
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Akron (CAK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a hot tub on site, and laundry facilities and concierge services are also offered.
Residence Inn by Marriott Cleveland Independence

Residence Inn by Marriott Cleveland Independence

3 out of 5
Price was $534, price is now $488 per person
$488
per person
Jan 30 - Feb 1
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Cleveland (CLE)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG

3.5 out of 5
Downtown Cleveland
Price was $491, price is now $450 per person
$450
per person
Jan 30 - Feb 1
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Cleveland (CLE)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Top Windham hotels deals

Comfort Inn & Suites Cuyahoga Falls - Akron

Comfort Inn & Suites Cuyahoga Falls - Akron

3 out of 5
1420 Main St Cuyahoga Falls OH
$94 nightly
The price is $108 total per night
$108 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
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
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $146 total per night
$146 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a hot tub on site, and laundry facilities and concierge services are also offered.
Hot Tub
Pet friendly
Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

2 out of 5
9789 State Route 14 Streetsboro OH
Free Cancellation
Reserve now, pay when you stay
$45 nightly
The price is $51 total per night
$51 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pet friendly
Parking included
Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH

2 out of 5
9371 State Route 14 Streetsboro OH
Free Cancellation
Reserve now, pay when you stay
$44 nightly
The price is $50 total per night
$50 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. A snack bar/deli is provided and the front desk is staffed around-the-clock.
Pet friendly
Parking included
The Aurora Inn

The Aurora Inn

3 out of 5
30 Shawnee Trail Aurora OH
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $117 total per night
$117 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
Hampton Inn by Hilton Youngstown-West I-80

Hampton Inn by Hilton Youngstown-West I-80

2.5 out of 5
880 N Canfield Niles Rd Austintown OH
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $96 total per night
$96 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a grocery/convenience store, and express check-out are also on offer.
Pool
Breakfast included
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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.

Frequently asked questions

How much are vacation packages to Windham?
Starting from as little as $311, flight and hotel packages are a superb way to make your budget stretch further. Windham, here you come!
Where can I get the best vacation package deals for Windham?
There's no need to look any further than Travelocity. With as many as 400 partner airlines and 1,000,000 worldwide properties, it's easy to find a Windham package deal that suits your needs.
Why should I purchase my Windham vacation package via Travelocity?
From our 24/7 customer care to our range of fantastic destinations, we are dedicated to fulfilling your vacation dreams. All you'll have to do is click and book — our Price Match Guarantee will ensure you score the cheapest price.
Can I save on my Windham car rental if I book it with hotels and flights?
With a Windham vacation package, you can bundle your hotel, car and flight bookings and save a nice amount. If you're eager to uncover the best of this exciting city, why not head to Geneva State Park? This famous sight is 45 mi from Windham. With your own set of wheels, you'll be there in a jiffy.
Which airport is best for Windham?
Hopkins Intl. Airport (CLE) is one place you can start your Windham adventure. Situated 45 mi west of Windham, it welcomes travelers from all over every day. Another excellent option is Akron-Canton Airport (CAK), 30 mi away from central Windham.

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