
Florida Vacation Packages
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- 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
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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.




Sun Lodge near Manchester VT, Ascend Collection Hotel
Bromley Mountain
Price was CA $2,342, price is now CA $2,254 per person
CA $2,254
per person
Dec 29 - Jan 3
just found
Roundtrip non-stop flight included
Ottawa (YOW) to Albany (ALB)
8.8/10 Excellent! (354 reviews)
The people at the front desk were extremely friendly and helpful.
Reviewed on Nov 3, 2026
Florida Hotel Deals

Blue Vista Motor Lodge
229 Mohawk Trail North Adams MA
The price is CA $231 per night from Dec 2 to Dec 3
CA $231
CA $244 total
Dec 2 - Dec 3
includes taxes & fees

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Nov 9 to Nov 10
CA $114
CA $142 total
Nov 9 - Nov 10
includes taxes & fees

Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Nov 29 to Nov 30
CA $164
CA $183 total
Nov 29 - Nov 30
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.
Stay near popular Florida attractions
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- 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
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- 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
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- 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
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- Flights from Franklin County
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- 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.








