Jamaica Vacation Packages 2026 from $541

Jamaica flight + hotel vacation packages

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

Deerfield Valley Inn

$541

per person

Oct 1 - Oct 5

found 18 hours ago

Roundtrip flight included

Baltimore (BWI) to Springfield (VSF)

This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. A free bus station shuttle is offered as well. A 24-hour business center, a garden, and a lobby fireplace are also on offer.

Vikings Villages Resort

$875

per person

Aug 23 - Aug 28

found 1 day ago

Roundtrip flight included

New York (NYC) to Springfield (VSF)

A rooftop terrace is featured at this hotel, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also on offer.

The Shire Woodstock

$841

per person

Aug 23 - Aug 28

found 1 day ago

Roundtrip flight included

New York (NYC) 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, A Vail Resorts Property

Jackson Gore Base Area

$775

per person

Aug 23 - Aug 28

found 1 day ago

Roundtrip flight included

New York (NYC) 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.

Grand Summit Resort, A Vail Resorts Property

$724

per person

Aug 23 - Aug 28

found 1 day ago

Roundtrip flight included

New York (NYC) to Springfield (VSF)

This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the gym and perks like free WiFi and a free area shuttle. You'll appreciate the sauna, bar/lounge, and laundry facilities.

Top Jamaica hotels deals

Grand Summit Resort, A Vail Resorts Property

89 Grand Summit Way West Dover VT

Free Cancellation

$167 nightly

$183 total

Jul 13 - Jul 14

Total with taxes and fees

Spa

Free WiFi

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT

Free Cancellation

$271 nightly

$298 total

Jul 20 - Jul 21

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

Latchis Hotel

50 Main Street Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$133 total

Jul 12 - Jul 13

Total with taxes and fees

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.

Pet friendly

Parking included

Colonial Motel

889 Putney Rd Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$84 total

Aug 2 - Aug 3

Total with taxes and fees

Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A garden, a grocery/convenience store, and a lobby fireplace are also on offer.

Breakfast included

Pet friendly

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$134 total

Jul 15 - Jul 16

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

Pool

Hot Tub

The Manchester View

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

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$177 total

Aug 3 - Aug 4

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.

Pool

Breakfast 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.

Stay near popular Jamaica attractions

Jamaica State Park

8.8/10 (5 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.

See properties

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 $541. 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.