Jamaica Vacations from $617

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Your Jamaica Vacation

Book a customized Jamaica vacation package that includes only the things you need and nothing you don't. Good for views, families and nature, consider basing yourself in the neighborhood of Bromley Mountain. A trip to Jamaica is a wonderful opportunity to do a bit of sightseeing. Be sure to visit big-name attractions such as Jamaica State Park, Stratton Mountain Golf Course and Winhall River. A couple of quick clicks is all it takes to put together your dream Jamaica vacation on Expedia.

The Latest Jamaica vacation packages

Price found within the past 48 hours. Click for updated prices.
COHO Inn & Motor Lodge

COHO Inn & Motor Lodge

2 out of 5
Save 100% on your flight
Price was $878, price is now $617 per person
$617
per person
Dec 27 - Jan 3
found 16 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Springfield (VSF)
18.4/10 Exceptional! (43 reviews)
Nice place to stay. in the process of updating, which is needed is some rooms. Would stay again.

Reviewed on Oct 29, 2025

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Save 100% on your flight
Price was $1,133, price is now $849 per person
$849
per person
Dec 27 - Jan 3
found 16 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Springfield (VSF)
18.4/10 Exceptional! (106 reviews)
Could not be better in any way

Reviewed on Oct 28, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,552, price is now $1,249 per person
$1,249
per person
Dec 24 - Dec 28
found 21 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Springfield (VSF)
17.6/10 Exceptional! (881 reviews)
Clean good service and location

Reviewed on Nov 22, 2025

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $2,364, price is now $1,929 per person
$1,929
per person
Dec 24 - Dec 28
found 21 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Springfield (VSF)
17.2/10 Exceptional! (834 reviews)
Room was very clean and comfortable. Loved having the fireplace. Indoor parking garage was a plus with easy access to our room. We enjoyed dinner and breakfast at the restaurant. The outdoor space was fabulous with many activities.

Reviewed on Nov 14, 2025

Windham Hill Inn

Windham Hill Inn

4 out of 5
Price was $1,103, price is now $902 per person
$902
per person
Dec 27 - Jan 3
found 16 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Springfield (VSF)
17.2/10 Exceptional! (37 reviews)
The Inn is situated near the top of a mountain and surrounded by other hilltops. There are trails that help you to reconnect with nature. Our room was lovely and comfortable. There is a attention to detail in the decor of this establishment which is both delightful and humorous.

Reviewed on Jul 11, 2025

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Discover the most popular places to visit in Jamaica

Jamaica State Park

4.5/5(4 reviews)

You can take time to visit Jamaica State Park during your travels to Jamaica. Amble around the area's parks or visit its monuments.

Jamaica State Park

Ball Mountain Dam

Learn about the local history of Jamaica when you take a trip to Ball Mountain Dam. Discover the mountain views in this quaint area, or enjoy its ski slopes.

Ball Mountain Dam

Margie's Muse Handweaving & Gallery

You can spend an afternoon browsing the exhibits at Margie's Muse Handweaving & Gallery in Jamaica. Discover the mountain views in this quaint area, or enjoy its ski slopes.

Margie's Muse Handweaving & Gallery

Find the Best Jamaica Vacation Packages

Jamaica Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Population
1,000
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Mount Snow, Bromley Mountain Ski Resort and Magic Mountain Ski Resort

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Frequently asked questions

How much does a Jamaica vacation package cost?
You'll find cheap prices from $617 on Expedia for your Jamaica break. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Jamaica costs.
What are the cheapest months to go to Jamaica?
You can typically find lower prices and better availability in April, May and October. Check out our cheap Jamaica vacation packages and you could get some excellent off-season deals.
How many days is enough for Jamaica?
Dedicate around 3 days for your Jamaica vacation if you're hoping to immerse yourself in everything that makes this destination special. Explore key areas, including Forest Farms and Mountain Acres. Then head to the top attractions such as Ball Mountain Dam and Margie's Muse Handweaving & Gallery. With a well-organized itinerary, you can keep busy with room for some me-time too. Want to venture outside of Jamaica? Consider squeezing in an excursion or two.
How to find the best Jamaica package deals?
Landing a cheap Jamaica package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Jamaica package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Jamaica vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a customized Jamaica vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Jamaica?
If you're planning an impromptu Jamaica trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Jamaica vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Jamaica trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.