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Jamaica flight + hotel packages

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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 $1,910, price is now CA $1,606 per person
CA $1,606
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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 $2,827, price is now CA $2,250 per person
CA $2,250
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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.
The Vesper

The Vesper

3 out of 5
Price was CA $2,263, price is now CA $1,917 per person
CA $1,917
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Springfield (VSF)
Stay at this B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are located nearby.
Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Clock Tower Base Area
Price was CA $2,097, price is now CA $1,784 per person
CA $1,784
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Springfield (VSF)
Book a stay at this ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
West Woodstock
Price was CA $1,957, price is now CA $1,673 per person
CA $1,673
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Springfield (VSF)
Stay at this inn in Woodstock. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Union Arena Community Center and Ottaquechee River are located nearby.

Top Jamaica hotels deals

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Free cancellation
The price is CA $150 per night
CA $150
CA $188 total
May 10 - May 11
includes taxes & fees
Book a stay at this golf hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lye Brook Falls and Dana L. Thompson Memorial Park 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
Free cancellation
Reserve now, pay when you stay
The price is CA $210 per night
CA $210
CA $232 total
May 3 - May 4
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
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 $185 per night
CA $185
CA $211 total
Apr 23 - Apr 24
includes taxes & fees
Book a stay at this 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
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 $220 per night
CA $220
CA $295 total
Apr 22 - Apr 23
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
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
Get rates
Book a stay at this 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 New England Center for Circus Arts are located nearby.
Pool
Hot tub
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Free cancellation
Reserve now, pay when you stay
The price is CA $126 per night
CA $126
CA $212 total
Apr 29 - Apr 30
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
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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.

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 a trip to Ball Mountain State Park and popular activities like skiing in Jamaica. Discover the mountain views 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 $1,606. 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

Sunset at Bamboo Avenue in Jamaica
Aerial view of Vermont foliage in fall
Aerial view of Vermont foliage in fall
HGY9XC View of the Ball Mountain Reservoir from the top of the Ball Mountain Dam on the West River in Jamaica Vermont USA
Jamaica

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