Book Exclusive Jamaica Vacation Packages

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Jamaica flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
per person
Mar. 6 - Mar. 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Woodstock Town Hall Theatre and Red Wagon Toy Company are located nearby.

Top Jamaica hotels deals

Green Mountain Modern House: iconic modern getaway

Green Mountain Modern House: iconic modern getaway

Get rates
Stay at this cabin in Jamaica. Enjoy free WiFi, a garden, and patios. Popular attractions Stratton Mountain Resort and Margie's Muse Handweaving & Gallery are located nearby.
Kitchen
Washer
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
The price is CA $183 per night
CA $183
CA $279 total
includes taxes & fees
28 Jan - 29 Jan
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, a full-service spa, and 4 restaurants. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Pool
Spa
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103, Cavendish, VT
The price is CA $231 per night
CA $231
CA $264 total
includes taxes & fees
5 Feb - 6 Feb
Stay at this 3.5-star spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
Pool
Hot tub
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $156 per night
CA $156
CA $172 total
includes taxes & fees
30 Jan - 31 Jan
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brattleboro Bowl and United States Navy Seabee Bridge are located nearby.
Pool
Hot tub
Kimpton Taconic Hotel, an IHG Hotel

Kimpton Taconic Hotel, an IHG Hotel

4 out of 5
3835 Main St., Manchester, VT
Free cancellation
The price is CA $216 per night
CA $216
CA $288 total
includes taxes & fees
3 Feb - 4 Feb
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Pool
Pet-friendly
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $207 per night
CA $207
CA $251 total
includes taxes & fees
27 Jan - 28 Jan
Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mount Snow and Heavy Metal Ski Lift are located nearby.
Pool
Parking included
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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.

Popular places to visit

Jamaica State Park

Explore the great outdoors at Jamaica State Park, a lovely green space in Jamaica. Make some time to visit the monuments while you're in the area.

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

Ball Mountain State Park

Enjoy the mountain views and explore Ball Mountain State Park, a lovely green space in Jamaica. You can seek out the ski slopes in this quaint area.

Ball Mountain State Park

Jamaica Vacations

Discovering the true essence of Jamaica begins with getting to know a couple of basic facts. Are you ready to learn just where this alluring destination is and what there is to do there?

To help get you oriented, Jamaica is located 100 miles (161 kilometers) to the northwest of the noteworthy city of Boston.

Places to visit in Jamaica

Have in interest in construction and engineering? See how Ball Mountain Dam operates and learn all about its significant role in regulating the local area's water supplies. Seeking some more ideas? Do you fancy some retail therapy? Stop by Margie's Muse Handweaving & Gallery and see if anything catches your eye. And that's not all there is. Do you need some retail therapy? Stop by Hot Glass Works and see if there's anything that floats your boat.

Where do you fly into for Jamaica?

Luggage and passport ready to go? Fantastic — hop on the plane to Dillant-Hopkins Airport (EEN). Once you hit the tarmac, you'll be only 30 miles (48 kilometers) to the southeast from central Jamaica.

Frequently asked questions

How much are vacation packages to Jamaica?
Get ready to be pleasantly surprised — you can recharge your batteries in Jamaica for only CA $1,644. Here at Travelocity, we save you money and time with our fantastic vacation packages. With flights, hotels and tours all ready to be snapped up, what’s holding you back?
How long should my Jamaica vacation be?
Many visitors pack their bags and see the sights of Jamaica for approximately 3 nights. That’s a great guide, but it’s not a rule of thumb. Whether you stay for a few days to see the big attractions or stick around to discover the lesser-known sights, an amazing getaway awaits.
Where can I get the best vacation package deals for Jamaica?
There are excellent Jamaica package deals to snap up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the globe? Keep that in mind the next time you’re ready to cross another destination off your must-see list.
Why should I purchase my Jamaica vacation package with Travelocity?
Nothing beats the feeling of knowing you’ve just picked up the best price available — that’s our Price Match Guarantee. Add to that our incredibly broad range of destinations and 24/7 team of customer service professionals and you’ve got the formula for a stress-free vacation.
Can I save on my Jamaica car rental if I bundle it with a hotel or flight?
Combining your car, flight and hotel into a Jamaica vacation package is a surefire way to score the best deal. Plus, having your own car rental gives you the freedom to make your way to all those big sights you want to check out. Located 161 kilometers from Jamaica, Fenway Park is one attraction that should be on your itinerary. Fasten your seat belt and make a day trip of it.
Which airport is best for Jamaica?
For plenty of travelers, a trip to Jamaica means stepping off the plane at Albany Intl. Airport (ALB). This busy airport sits 97 kilometers southwest of the downtown area. You could also fly into Lebanon Municipal Airport (LEB) (72 kilometers away from central Jamaica) or Rutland Southern Vermont Regional Airport (RUT) (48 kilometers away from central Jamaica).
What is there to do in Jamaica?
You’ll sense a certain magic in the air as you stroll through the streets of Jamaica. Jamaica State Park and Hot Glass Works are just a couple of attractions that lure visitors to this fantastic city, so put them at the top of your to-do list.
Where should I stay when visiting Jamaica?
If you’re searching for a place to base yourself, check out the Three Mountain Inn. It’s the top pick for many travelers.

Photos of local treasures

Browse Jamaica vacation photos for more inspiration

Jamaica
Photo by Darrell Bumbala
Photo by Darrell Bumbala