Middlebury Vacations from $326
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The Latest Middlebury Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Akron NW - Fairlawn by IHG
Price was $573, price is now $472 per person
$472
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Akron (CAK)
8.8/10 Excellent! (818 reviews)
Cleanest hotel I've stayed in without being so new!! Location was perfect for shopping, restaurants and more. Staff members were friendly and customer focused.
Reviewed on Jan 25, 2026
Hilton Garden Inn Akron Canton Airport
Price was $665, price is now $587 per person
$587
per person
May 16 - May 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Akron (CAK)
9.2/10 Wonderful! (1,000 reviews)
Did need to call for shuttle from airport but it was quick and driver was professional.
Reviewed on Mar 15, 2026
Comfort Inn & Suites Copley Akron
Price was $420, price is now $380 per person
$380
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Akron (CAK)
7/10 Good! (970 reviews)
Winter storm interrupted our plans. We were not able to use the rooms that we prepaid, no refund. Sad, but hopefully you will remember us with some consideration on our next visit.
Reviewed on Jan 25, 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
4/5(9 area reviews)
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
$114 nightly
The price is $131 total per night from Mar 29 to Mar 30
$131 total
Mar 29 - Mar 30
Total with taxes and 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
$90 nightly
The price is $104 total per night from Apr 5 to Apr 6
$104 total
Apr 5 - Apr 6
Total with taxes and 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
$101 nightly
The price is $120 total per night from Mar 29 to Mar 30
$120 total
Mar 29 - Mar 30
Total with taxes and fees
9.2/10 Wonderful! (1,002 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
Akron Civic Theater
You can enjoy a show at Akron Civic Theater during your trip to Akron. Experience the area's great live music or attend a sporting event.
Summit Mall
You can search for that perfect souvenir at Summit Mall during your trip to Fairlawn. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.