Midway Vacation Packages
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Your Midway Vacation
The rich history and spectacular views are just the beginning of the things Midway has on offer. Enjoy the very best of this lively city your way with a tailor-made Midway vacation package. If seeing the sights is on the agenda during your trip to Midway, schedule a stop at top attractions such as Pat Thomas Law Enforcement Academy. Expedia has what you need to escape your daily routine. Tailor your vacation to Midway to match your travel style, whatever that may look like.
Top Midway Vacation Deals
Price found within the past 48 hours. Click for updated prices.
La Familia Stay Inn
CA $2,253
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallahassee (TLH)
5.6/10 (30 reviews)
The office doubles as a drive thru liquor store which seems pretty cool until you realize there’s no ice machine and if you want ice you have to purchase from the liquor store. No chairs in the rooms. Barely any storage for clothes or anything in the rooms. No breakfast, no phones in the room , so no wake up call. There was a tire swing that was pretty cool and a nice cool lil area for grillin but otherwise I wouldn’t stay here again. Oh and the light in the bathroom stopped working.. no it wasn’t the bulb it would flicker sometimes. But eventually stopped working. But again, no phone in the room to call and let them know. And the floors were not clean
Reviewed on Jul 23, 2026
TRYP by Wyndham Tallahassee North I-10 Capital Circle
CA $1,518
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallahassee (TLH)
8/10 Very good! (1,499 reviews)
The room was not clean, there were hairs in the bathroom and a small cockroach in the night table
Reviewed on Aug 15, 2026
St James Bay Golf & Pickleball Resort
CA $1,449
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallahassee (TLH)
9/10 Wonderful! (410 reviews)
When we booked we thought we booked a stay in the condos but we were booked in a Villa. This Villa was very old and had outdated TV and appliances, it was more like an old motel . We contacted the manager and explained someone had said they were upgrading us so we thought that meant the condos . We talked to management and got a room in the condos. It was a 2 br so we had to pay more. Once we were moved the room was acceptable. We will not stay here again. We had to pay extra for moving rooms when I felt like they could have been more accommodating. We have stayed here before so I believe that was management's decision to place us in a sub standard room it was Ada and we did not ask for that. I was disappointed in the property itself it seems to be in need of a remodel. The Villas are not at all what we expected.
Reviewed on Aug 8, 2026
Ready to book your vacation to Midway?
Midway Hotel Deals
Country Inn & Suites by Radisson, Midway - Tallahassee West
85 River Park Drive Midway FL
Fully refundable
CA $109
CA $119 total
Aug 23 - Aug 24
includes taxes & fees
Baymont by Wyndham Midway/Tallahassee
81 Commerce Boulevard Midway FL
Fully refundableReserve now, pay when you stay
CA $99
CA $108 total
Aug 23 - Aug 24
includes taxes & fees
7.6/10 Good! (610 reviews)
"We had 2 rooms. Both smelled damp and of cigarettes. The sheets were worn and old. The ac filter was full of dust. Just very dirty rooms."
Reviewed on Aug 15, 2026
Comfort Inn & Suites Midway - Tallahassee West
215 Commerce Blvd Midway FL
Fully refundable
CA $111
CA $121 total
Sep 13 - Sep 14
includes taxes & fees
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 does a Midway vacation package cost?
Offering excellent value package deals from CA $1,056 on Expedia, you'll be thrilled with how little a vacation to Midway costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Midway?
You're likely to find lower prices and better availability in June, September and December. Check out our cheap Midway vacation packages and you could land some great off-season deals.
How many days is enough for Midway?
Typically, a handful of days is enough to go to the major sights during your Midway vacation. However, if you'd like to have more time to chill out or go on day trips, think about extending your itinerary.
How to find the best Midway package deals?
Start your search for a Midway package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Midway package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Midway escape off to a flying start.
Is it cheaper to book a Midway vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights separately. Better still, you can customize your Midway escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Midway?
If you've got your Midway travel dates locked in, book as early as you can to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Midway?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Midway.
- Set a budget: Factor in costs such as flights, meals and transportation when working out how much to put aside for your trip to Midway. Then, pick a hotel that matches your budget, whether that's an economical stay or a lavish getaway.
- Work out your trip length: Think about how much time you'd like to spend discovering Midway. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Midway vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
