Havana Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Havana Vacation Deals

Price found within the past 48 hours. Click for updated prices.
BOB Hotels Tallahassee - Boutique on Budget

BOB Hotels Tallahassee - Boutique on Budget

3 out of 5
Price was CA $1,709, price is now CA $1,506 per person
CA $1,506
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Tallahassee (TLH)
9/10 Wonderful! (2,605 reviews)
Great cheap room for the night

Reviewed on Oct 29, 2026

Hotel Indigo Tallahassee - Collegetown by IHG

Hotel Indigo Tallahassee - Collegetown by IHG

3.5 out of 5
College Town
Price was CA $2,108, price is now CA $1,892 per person
CA $1,892
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallahassee (TLH)
9.4/10 Exceptional! (1,002 reviews)
Proximity to stadium as I am old and don’t walk so good anymore

Reviewed on Oct 28, 2026

Landing Furnished Apartments near FSU

Landing Furnished Apartments near FSU

3 out of 5
Price was CA $2,838, price is now CA $2,628 per person
CA $2,628
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Tallahassee (TLH)
7/10 Good! (2 reviews)
Like how secluded the property is. Needs major fixture upgrades in the bathrooms. Had issues with toilets and shower. The remodel was done poorly in the restrooms. I won’t stay again due to bathroom issues. Toilets are small, fixtures were loose, paint splatter in floors, caulking was mess in both bathrooms.

Reviewed on Aug 24, 2026

Wildwood Inn

Wildwood Inn

3 out of 5
Price was CA $1,956, price is now CA $1,822 per person
CA $1,822
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Tallahassee (TLH)
8.6/10 Excellent! (1,000 reviews)
No hot water in the shower the entire stay. Staff members one two different shifts made no effort to correct the problem. They suggested that I let water run for 15 minutes to get it hot. I let the water run for over 30 minutes and the water remained cold. After complaining to one of staff for a second time, he stated that he would deduct $40 of the bill, which was totally unacceptable for the inconvenience. I still haven’t seen the credit. None of phone charging outlets in the room worked and the television would come on after clicking the button 3-4 times. The air conditioning worked well and breakfast was average. I would not recommend using this hotel to anyone.

Reviewed on Oct 29, 2026

Staybridge Suites Tallahassee by IHG

Staybridge Suites Tallahassee by IHG

3 out of 5
Price was CA $1,960, price is now CA $1,859 per person
CA $1,859
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Tallahassee (TLH)
9/10 Wonderful! (1,002 reviews)

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Havana Hotel Deals

BOB Hotels Tallahassee - Boutique on Budget

BOB Hotels Tallahassee - Boutique on Budget

3 out of 5
1695 Capital Circle N.W Tallahassee FL
Fully refundableReserve now, pay when you stay
The price is CA $78 per night from Nov 3 to Nov 4
CA $78
CA $99 total
Nov 3 - Nov 4
includes taxes & fees
9/10 Wonderful! (2,643 reviews)
"Great cheap room for the night"

Reviewed on Oct 29, 2026

BOB Hotels Tallahassee - Boutique on Budget
Motel 6 Tallahassee, FL - Downtown

Motel 6 Tallahassee, FL - Downtown

2 out of 5
1027 Apalachee Pkwy Tallahassee FL
Fully refundableReserve now, pay when you stay
The price is CA $65 per night from Nov 1 to Nov 2
CA $65
CA $73 total
Nov 1 - Nov 2
includes taxes & fees
Motel 6 Tallahassee, FL - Downtown
Drury Plaza Hotel Tallahassee

Drury Plaza Hotel Tallahassee

4 out of 5
1690 Raymond Diehl Rd Tallahassee FL
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Nov 8 to Nov 9
CA $171
CA $192 total
Nov 8 - Nov 9
includes taxes & fees
Drury Plaza Hotel Tallahassee
See all 851 properties in Havana
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.
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Stay near popular Havana attractions

Pat Thomas Law Enforcement Academy

7.2/10 (14 reviews)
Take a campus tour or just explore the area of Pat Thomas Law Enforcement Academy, during your travels in Havana. While in this family-friendly area, you can savor the top-notch restaurants.
See properties

Frequently asked questions

How much does a Havana vacation package cost?
Offering excellent value package deals from CA $1,506 on Expedia, you'll be thrilled with how little a vacation to Havana costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Havana?
The off-season is the best time to head to Havana if you're hoping to keep costs down. Another tip for scoring cheap Havana vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Havana?
Usually, a handful of days is enough to explore the major sights during your Havana vacation. However, if you'd like to have more time to rest or take day tours, think about extending your itinerary.
How to find the best Havana package deals?
Landing a cheap Havana package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Havana package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Havana vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can tailor your Havana escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
How to plan a trip to Havana?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Havana.
  2. Set your budget: Consider expenses such as transportation, flights and meals when calculating how much to put aside for your trip to Havana. Then, select a hotel that matches your budget, whether that's an affordable option or a more luxurious retreat.
  3. Decide how many days away: Start by listing all the attractions and activities you'd like to get to in Havana. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Havana 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.