Florida Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Your Florida Vacation
Skip the hassle of planning your next exciting adventure with a Florida vacation package. Whether you're interested in its art, food, architecture or other highlights, there's a never-ending supply of new experiences to be had. Like to explore your surroundings? Massachusetts Museum of Contemporary Art, Natural Bridge State Park and Western Gateway Heritage State Park are just three of the top-rated places to visit during your trip to Florida. Whoever you're taking a break with and whatever you plan to spend, your dream Florida vacation is only clicks away with Expedia.
Top Florida Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Manchester View
CA $1,109
per person
Nov 13 - Nov 18
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
9.4/10 Exceptional! (875 reviews)
Our suite was spotless, beautiful rooms with fireplace, it was beautifully decorated! Breakfast was good, couldn’t ask for anymore!!!!!
Reviewed on Sep 20, 2026
The White House Inn
CA $1,209
per person
Nov 13 - Nov 18
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
9/10 Wonderful! (354 reviews)
This is a great place to stay with a beautiful hotel and beautiful views from the hotel. The staff is great and the manager went out of his way to make sure our stay went well.
Reviewed on Sep 21, 2026
The Equinox Golf Resort And Spa
Manchester Village Historic District
CA $1,227
per person
Nov 13 - Nov 18
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
7.4/10 Good! (661 reviews)
Hotel is beautiful! Service at the Tavern was poor. The capuccino machines in the lobby didn't work. The checkin service was slow and disorganized. The spa services were great.
Reviewed on Sep 20, 2026
Brook Bound Inn
CA $1,568
per person
Nov 13 - Nov 18
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
9.4/10 Exceptional! (19 reviews)
Our weeklong trip meandering the roads of Vermont was made more memorable by our stay at the Brook Bound Inn! The property is gorgeous and impeccably maintained! Our room was clean and so quiet! The bed was comfortable, and the blackout window blinds allowed us to sleep a little later than normal. The bathroom was very clean with a large shower and great smelling body wash, shampoo, etc. Jake and Hope were so helpful before and during our stay. We also appreciated the robust WIFI. We didn’t try the amazing pool this time, but we will for sure on our next trip!
Reviewed on Aug 30, 2026
Ready to book your vacation to Florida?
Florida Hotel Deals
Blue Vista Motor Lodge
229 Mohawk Trail North Adams MA
CA $299
CA $316 total
Sep 22 - Sep 23
includes taxes & fees
9.8/10 Exceptional! (230 reviews)
"Such a beautiful hotel with amazing views! We had a great stay and it was perfect for our family of four. We will definitely be back! 😊"
Reviewed on Sep 13, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
CA $133
CA $164 total
Sep 23 - Sep 24
includes taxes & fees
8.8/10 Excellent! (2,665 reviews)
"Excelente A+, lo recomiendo"
Reviewed on Sep 20, 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
CA $200
CA $224 total
Oct 14 - Oct 15
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
Reviewed on Sep 15, 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.
Stay near popular Florida attractions
Florida Town Hall
After visiting Florida Town Hall, make a plan to see the other sights and activities in Florida. Wander the forest and gardens while you're in the area.
Florida Free Library
After visiting Florida Free Library, make a plan to see the other sights and activities in Florida. Discover the area's mountain views and sunsets.
Florida Free Public Library
After visiting Florida Free Public Library, make a plan to see the other sights and activities in Florida. Discover the area's mountain views and sunsets.
Reed Brook Preserve
You can take time to visit Reed Brook Preserve during your travels to Florida. Discover the area's mountain views and sunsets.
Frequently asked questions
How much does a Florida vacation package cost?
You'll find cheap prices from CA $1,109 on Expedia for your Florida break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Florida costs.
What are the cheapest months to go to Florida?
If you're looking to snag a cheap Florida vacation package, consider travelling in January, March and April. You'll usually find lower rates on flights and accommodations during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Florida?
The ideal duration for your Florida vacation depends on what you'd like to do and see. Usually, a few days to a week will give you enough time to tick off all the leading sights and discover some hidden treasures along the way.
How to find the best Florida package deals?
Finding a cheap Florida package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Florida package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Florida vacation as a package?
You can enjoy significant savings on your Florida break by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Florida?
Score amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Florida getaway.
How to plan a trip to Florida?
- Choose your dates: The things you want to do in Florida and your preferred season will help you decide when to go.
- Set a budget: Factor in costs such as flights, meals and transportation when working out how much to save for your trip to Florida. Then, select a property that works with your budget, whether that's an affordable stay or a swankier getaway.
- Determine how many days away: Start by compiling a list of the attractions you want to get to in Florida. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Florida vacation package.
Explore a world of travel with Expedia
- Charlemont Hotels
- Chalets in Becket
- Apartments in Cheshire
- Hotels near The Clark Art Institute
- Hotels with Hot Tubs in Western Massachusetts
- North Adams Hotels
- Pet-Friendly Hotels in Pittsfield
- Ashfield Hotels
- B&B in North Adams
- B&B in Florida
- Oceanfront Hotels in Western Massachusetts
- Lenox Hotels
- Motels in North Adams
- Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- Lanesborough Hotels
- Hotels with a Pool in Western Massachusetts
- Lgbt Friendly Hotels in Cheshire
- Hotel Downstreet
- South Deerfield Hotels
- Rv Parks in Leyden
- Williamsburg Hotels
- Hotels with an Indoor Pool in Western Massachusetts
- Hotels with a Lazy River in Western Massachusetts
- Hotels near Deerfield Academy
- Deerfield Hotels
- Hotels near Berkshire East Ski Resort
- Historic 1804 house in N Becket Village in the Berkshires
- Pet-Friendly Hotels in North Adams
- Pet-Friendly Hotels in Western Massachusetts
- Condo Rentals in Florida
- Motels in Shelburne
- Cabin Rentals in Savoy
- The Whitlock
- Hotels near Bridge of Flowers
- Shelburne Falls Hotels
- Hancock Hotels
- Drury Hotels
- Plainfield Hotels
- Luxury Hotels in Berkshire County
- Hotels with Kitchenettes in Western Massachusetts
- 3 Star Hotels in Pittsfield
- Bernardston Hotels
- Motels in Greenfield
- Hotels with Hot Tubs in Greenfield
- Chalets in Monroe
- Becket Hotels
- Chalets in Western Massachusetts
- Greenfield Hotels
- B&B in Adams
- Washington Hotels
- Hotels near Greenfield Station
- Holiday Inn Express & Suites Pittsfield
- Aparthotels in Williamstown
- Hotels near Tanglewood Music Center
- Williamstown Hotels
- Pittsfield Hotels
- Flights from Greenfield
- Flights from Plattsburgh (PBG) to Pittsfield (PSF)
- Flights from Dalton
- Flights from North Adams
- Flights from Becket
- Flights to Western Massachusetts
- Flights to Pittsfield
- Flights from Toronto (YYZ) to Pittsfield (PSF)
- Flights to North Adams
- Flights to Turners Falls
- Flights to Deerfield
- Flights from Ithaca (ITH) to Pittsfield (PSF)
- Flights to Lenox
- Flights from Williamstown
- Flights from Lenox
- Flights from Franklin County
- Flights to Williamstown
- Flights to Williamsburg
- Flights from Seattle (SEA) to Pittsfield (PSF)
- Flights from Windsor
- Flights from Phoenix (PHX) to Pittsfield (PSF)
- Flights from Boston (BOS) to Pittsfield (PSF)
- Great Barrington Vacations
- Naismith Memorial Basketball Hall of Fame
- Visit October Mountain State Forest
- Visit Charlemont
- Adams Vacations
- Visit Shelburne Falls
- Lenox Library
- Visit North Adams
- Visit Turners Falls
- National Shrine of the Divine Mercy
- Norman Rockwell Museum
- Visit Williamstown
- Springfield Vacations
- Ventfort Hall Mansion and Gilded Age Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
