Jamaica Vacation Packages 2026 from $566

Jamaica flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Latchis Hotel

$566

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Springfield (VSF)

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and luggage storage are also offered on site.

Mount Snow Grand Summit Resort

$1,500

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Springfield (VSF)

Ski-in/ski-out access, a full-service spa, and 2 hot tubs are all featured at this smoke-free resort. Enjoy a meal from the restaurant and freebies like WiFi in public areas and an area shuttle. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.

Mount Snow Lodging

Save 100% on your flight

$3,796

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Springfield (VSF)

Chalet 239

$711

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Springfield (VSF)

The motel doesn't skimp on freebies - guests receive free on-the-go breakfast and free self parking. A picnic area and a virtual front desk are also provided.

Comfort Inn & Suites Brattleboro I-91

$657

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Springfield (VSF)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Jamaica hotels deals

Pointe at Castle Hill Resort

2940 State Route 103 Cavendish VT

$140 nightly

$152 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Hot Tub

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT

Free Cancellation

$190 nightly

$209 total

Jan 22 - Jan 23, 2026

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Pet friendly

The Equinox Golf Resort & Spa

3567 Main Street Route 7A Manchester VT

Free Cancellation

Reserve now, pay when you stay

$223 nightly

$245 total

Jan 12 - Jan 13, 2026

Total with taxes and fees

This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.

Pool

Hot Tub

Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$143 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Mount Snow Grand Summit Resort

89 Grand Summit Way West Dover VT

$336 nightly

$369 total

Jan 13 - Jan 14, 2026

Total with taxes and fees

Pool

Hot Tub

The Palmer House Resort, an Ascend Collection Hotel

5383 Main St Manchester Center VT

Free Cancellation

$116 nightly

$128 total

Jan 14 - Jan 15, 2026

Total with taxes and fees

This smoke-free hotel features a golf course, 2 outdoor tennis courts, and a restaurant. Enjoy the indoor pool and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and free newspapers.

Pool

Hot Tub

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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

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

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 State Park

Enjoy a trip to Ball Mountain State Park and popular activities like skiing in Jamaica. Discover the mountain views in this quaint area.

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 $566. 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 100 mi 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 60 mi southwest of the downtown area. You could also fly into Lebanon Municipal Airport (LEB) (45 mi away from central Jamaica) or Rutland Southern Vermont Regional Airport (RUT) (30 mi 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.