Middlebury Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Middlebury
Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Macedonia, OH
Price was CA $791, price is now CA $787 per person
CA $787
per person
Apr 24 - Apr 27
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Akron (CAK)
7.4/10 Good! (1,008 reviews)
We did not get to the pool. The breakfast was good. Beds were comfortable. Staff was friendly. No complaints and it met our need for a one night stay.
Reviewed on Mar 8, 2026
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Price was CA $866, price is now CA $833 per person
CA $833
per person
Apr 24 - Apr 27
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Akron (CAK)
7.6/10 Good! (1,033 reviews)
no towels available at the pool.. they had not been restocked. otherwise I have no complaints
Reviewed on Mar 16, 2026
Where to stay in Middlebury
Find the best Middlebury areas and neighborhoods for the activities you enjoy most. Learn more about Middlebury
Downtown Akron
6 out of top 10 points of interest in this area
Downtown Akron is noteworthy for its restaurants, and you can make a stop at top attractions like Canal Park and EJ Thomas Hall.
Middlebury Hotel Deals
Hilton Garden Inn Akron
1307 E. Market Street Akron OH
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Mar 29 to Mar 30
CA $157
CA $180 total
Mar 29 - Mar 30
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Great visit
Reviewed on Mar 17, 2026
Comfort Inn & Suites Cuyahoga Falls - Akron
1420 Main St Cuyahoga Falls OH
Fully refundable
The price is CA $124 per night from Apr 5 to Apr 6
CA $124
CA $143 total
Apr 5 - Apr 6
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
Everything we expected
Reviewed on Mar 17, 2026
Hyatt Place Canton
5421 Whipple Ave NW North Canton OH
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Apr 2 to Apr 3
CA $139
CA $164 total
Apr 2 - Apr 3
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
Property was clean and staff was friendly and inviting.
Reviewed on Mar 14, 2026
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.
Discover the most popular places to visit in Middlebury
Stan Hywet Hall and Gardens
You can spend an afternoon exploring the galleries in Stan Hywet Hall and Gardens during your travels in Akron. Experience the area's acclaimed theater scene and great live music.
Firestone Stadium
Catch an event at Firestone Stadium during your trip to Akron. Attend a sporting event in this family-friendly area.
InfoCision Stadium
Catch an event at InfoCision Stadium during your trip to Akron. Attend a sporting event or visit the shops in this family-friendly area.
Things to do
Cuyahoga Valley National Park Self-Guided Driving Audio Tour
CA $23
per traveller
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.