Book Exclusive Jamaica Vacation Packages

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Jamaica flight + hotel packages

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

Colonial Motel

3 out of 5
Price was CA $1,203, price is now CA $1,162 per person
CA $1,162
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Springfield (VSF)
Book a stay at this business-friendly motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brattleboro Bowl and New England Center for Circus Arts are located nearby.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was CA $1,702, price is now CA $1,437 per person
CA $1,437
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Springfield (VSF)
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Latchis Theatre and Brattleboro Museum & Art Center are located nearby.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was CA $1,456, price is now CA $1,338 per person
CA $1,338
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Springfield (VSF)
Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Timber Ripper Mountain Coaster are located nearby.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was CA $1,665, price is now CA $1,415 per person
CA $1,415
per person
Oct 22 - Oct 24
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Springfield (VSF)
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.
Deer Brook Inn

Deer Brook Inn

3 out of 5
Price was CA $1,453, price is now CA $1,359 per person
CA $1,359
per person
Oct 22 - Oct 24
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Springfield (VSF)
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and climate control. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.

Top Jamaica hotels deals

Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Free cancellation
Reserve now, pay when you stay
The price is CA $138 per night
CA $138
CA $151 total
Sep 9 - Sep 10
includes taxes & fees
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Latchis Theatre and Brattleboro Museum & Art Center are located nearby.
Pet-friendly
Parking included
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Free cancellation
The price is CA $218 per night
CA $218
CA $261 total
Sep 9 - Sep 10
includes taxes & fees
Book a stay at this spa resort in West Dover. Enjoy free WiFi, a full-service spa, and a free area shuttle. Popular attractions Mount Snow and Tumbleweed Ski Lift are located nearby.
Spa
Free WiFi
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Free cancellation
Reserve now, pay when you stay
The price is CA $115 per night
CA $115
CA $127 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this business-friendly motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brattleboro Bowl and New England Center for Circus Arts are located nearby.
Breakfast included
Pet-friendly
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

4.5 out of 5
3567 Main Street Manchester VT
The price is CA $230 per night
CA $230
CA $330 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Pool
Hot tub
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
The price is CA $214 per night
CA $214
CA $236 total
Sep 21 - Sep 22
includes taxes & fees
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Manchester Designer Outlets and American Museum of Fly Fishing are located nearby.
Pool
Hot tub
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Free cancellation
The price is CA $345 per night
CA $345
CA $437 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Pool
Pet-friendly
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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

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 $1,162. 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

A road flanked by dense bamboo groves.
An aerial view of a forest with a winding river.
A mountainous landscape with autumn foliage, a river, and a small pond.
A river with a concrete bridge, rocky terrain, and forested hills.
A waterfall cascading over dark rocks.

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