Cypress Vacation Packages

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Top Cypress Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Tallahassee Capitol

Wyndham Garden Tallahassee Capitol

3 out of 5
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tallahassee (TLH)
5.8/10 (1,240 reviews)
The hallways could use a little touching up. But the room was very nice and clean.

Reviewed on Jul. 26, 2025

DoubleTree by Hilton Hotel Tallahassee

DoubleTree by Hilton Hotel Tallahassee

4 out of 5
Capitol Hill
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tallahassee (TLH)
7.6/10 Good! (1,002 reviews)
The beds were comfortable and great for out overnight stay.

Reviewed on Jul. 24, 2025

Days Inn & Suites by Wyndham Tallahassee Conf Center I-10

Days Inn & Suites by Wyndham Tallahassee Conf Center I-10

2 out of 5
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tallahassee (TLH)
6.4/10 (1,002 reviews)
Excellent service from the nice Jamaican lady! She was extremely professional and courteous…

Reviewed on Jul. 7, 2025

TRYP by Wyndham Tallahassee North I-10 Capital Circle

TRYP by Wyndham Tallahassee North I-10 Capital Circle

3 out of 5
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tallahassee (TLH)
8.2/10 Very Good! (1,010 reviews)
The staff were very nice and on point. The room was a surprise. Spacious, clean and nice. Definitely, I d like to book again

Reviewed on Jul. 25, 2025

BOB Hotels Tallahassee - Boutique on Budget

BOB Hotels Tallahassee - Boutique on Budget

3 out of 5
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tallahassee (TLH)
9/10 Wonderful! (1,224 reviews)
A good hotel with breakfast Clean and boutique But no microwave

Reviewed on Jul. 25, 2025

Ready to book your vacation to Cypress?

 

Choose your dates

Cypress Hotel Deals

Residence Hub Inn & Suites

Residence Hub Inn & Suites

2.5 out of 5
4655 Highway 90, Marianna, FL
Fully refundableReserve now, pay when you stay
The price is CA $63 per night from Jul 27 to Jul 28
CA $63
CA $71 total
Jul 27 - Jul 28
includes taxes & fees
6.6/10 (1,009 reviews)
"Only thing I didn't like was you couldn't take your breakfast to go you had to eat it in the office area which was very inconvenient due to me having to be at work and in a hurry I ended up having to go else where and buy breakfast due to the rules when I don't see why it mattered considering it ..."

Reviewed on Jul. 20, 2025

Residence Hub Inn & Suites
Microtel Inn & Suites by Wyndham Marianna

Microtel Inn & Suites by Wyndham Marianna

2 out of 5
4959 Whitetail Dr, Marianna, FL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Aug 16 to Aug 17
CA $79
CA $89 total
Aug 16 - Aug 17
includes taxes & fees
6.4/10 (1,008 reviews)
"Clean"

Reviewed on Jul. 21, 2025

Microtel Inn & Suites by Wyndham Marianna
Fairfield Inn & Suites Marianna

Fairfield Inn & Suites Marianna

2.5 out of 5
4966 Whitetail Dr, Marianna, FL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jul 27 to Jul 28
CA $190
CA $214 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (598 reviews)
"Very helpful staff, nice room, clean & well maintained. Very good breakfast!"

Reviewed on Jul. 21, 2025

Fairfield Inn & Suites Marianna
See all 72 properties in Cypress
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Cypress vacation package cost?
You'll find cheap prices from CA $1,207 on Expedia for your Cypress break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Cypress costs.
What are the cheapest months to go to Cypress?
If you'd like to book a cheap Cypress vacation package, consider visiting in January, February and September. You'll typically find lower rates on flights and accommodations during these months — ideal for budget-conscious travellers.
How many days is enough for Cypress?
The ideal duration for your Cypress vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to hit all the top attractions and discover some hidden treasures along the way.
How to find the best Cypress package deals?
Begin your search for a Cypress package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Cypress package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cypress getaway off to a flying start.
Is it cheaper to book a Cypress vacation as a package?
You can enjoy significant savings on your Cypress getaway by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Cypress?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Cypress adventure.
How to plan a trip to Cypress?

  1. Choose your travel dates: What you plan to do in Cypress and your favourite season will help you decide when to travel.
  2. Budget wisely: Besides the cost of your accommodations, you'll need to consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that may come up during your trip to Cypress.
  3. Decide how long to go away for: Now that you're more familiar with Cypress, you can work out the perfect length of your vacation. Put together a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Cypress 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.