Jamaica Vacation Packages 2026 from $1,005

Jamaica flight + hotel vacation packages

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

The Shire Woodstock

$1,005

per person

Mar 6 - Mar 10

found 24 hours ago

Roundtrip flight included

Houston (IAH) to Springfield (VSF)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.

Jackson Gore Village

Jackson Gore Base Area

$1,598

per person

Mar 6 - Mar 10

found 24 hours ago

Roundtrip flight included

Houston (IAH) to Springfield (VSF)

Ski-in/ski-out access, 2 restaurants, and 3 hot tubs are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.

Treehouse Home in Ludlow

Save 100% on your flight

$4,223

per person

Mar 6 - Mar 10

found 24 hours ago

Roundtrip flight included

Houston (IAH) to Springfield (VSF)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and barbecue grills are also provided.

Winterplace at Okemo

Clock Tower Base Area

$1,840

per person

Mar 6 - Mar 10

found 24 hours ago

Roundtrip flight included

Houston (IAH) to Springfield (VSF)

Ski-in/ski-out access and an indoor pool are featured at this smoke-free aparthotel. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the hot tub and conveniences like express check-out and laundry facilities.

Top Jamaica hotels deals

Pointe at Castle Hill Resort

2940 State Route 103 Cavendish VT

$165 nightly

$180 total

Feb 3 - Feb 4

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

$213 nightly

$234 total

Feb 23 - Feb 24

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.

The Manchester View

77 High Meadow Way & VT-7A Manchester Center VT

Free Cancellation

Reserve now, pay when you stay

$102 nightly

$112 total

Jan 26 - Jan 27

Total with taxes and fees

A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.

The Equinox Golf Resort & Spa

3567 Main Street Route 7A Manchester VT

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$208 total

Feb 1 - Feb 2

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.

The Black Bear Lodge at Stratton Mountain Resort

5 Village Lodge Road Stratton VT

$197 nightly

$217 total

Jan 27 - Jan 28

Total with taxes and fees

This smoke-free resort's 10 restaurants, 2 bars/lounges, and hot tub are some of the featured amenities. There's a free ski shuttle, and ski passes and ski storage are available on site. Families will appreciate the arcade/game room, kid-friendly dining, and supervised childcare.

Hot Tub

Breakfast included

Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$143 total

Feb 1 - Feb 2

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

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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

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.

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.

Hot Glass Works

You can spend an afternoon exploring the galleries in Hot Glass Works during your trip to Jamaica. Discover the mountain views in this quaint area, or enjoy its ski slopes.

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 $1,005. 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.