Jamaica Holidays
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Where to stay in Jamaica
Find the best Jamaica areas and neighborhoods for the activities you enjoy most. Learn more about Jamaica
Pikes Falls
While there might not be top attractions in Pikes Falls, you can explore the larger area and discover places like Sunrise Express Ski Lift and Villager Ski Lift.
Mountain Acres
Though Mountain Acres may not have many top sights, you can venture to the surrounding area to see attractions like Jamaica State Park and Sunrise Express Ski Lift.
East Jamaica
If you're spending some time in East Jamaica, Green Mountain National Forest and West River are top sights worth seeing.
Top hotels in Jamaica
Grand Summit Resort, A Vail Resorts Property
89 Grand Summit Way West Dover VT
Fully refundable
S$238
25 Oct - 26 Oct
includes taxes & fees
8.6/10 Excellent! (311 reviews)
"Checked in early and was told someone would call us when our room was ready. Never heard from anyone. Finally went back to the desk at 4 and it was told it was ready"
Reviewed on 22 Sept, 2026
Colonial Motel
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
S$117
27 Sept - 28 Sept
includes taxes & fees
6.6/10 (65 reviews)
"This property apparently has new owners and maybe they are working to improve it. If so, they have a long way to go. I did not try breakfast- didm’t trust it. I will say the sheets and towels were decent. The pictures are nothing like the what you will get. They must have been from when the place ..."
Reviewed on 24 Sept, 2026
The Manchester View
77 High Meadow Way & VT-7A Manchester Center VT
Fully refundableReserve now, pay when you stay
S$151
26 Oct - 27 Oct
includes taxes & fees
9.4/10 Exceptional! (906 reviews)
"This property has been all been redone and is beautiful. The views are amazing!!! and the breakfast improved...so good!! We have stayed here for years and love it!!"
Reviewed on 25 Sept, 2026
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.
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 such as skiing in Jamaica. Discover the mountain views in this quaint area.
Margie's Muse Handweaving & Gallery
You can spend an afternoon studying the exhibits at Margie's Muse Handweaving & Gallery in Jamaica. Discover the mountain views in this quaint area or enjoy its ski slopes.
Hot Glass Works
You can spend an afternoon studying the exhibits at Hot Glass Works in Jamaica. Discover the mountain views in this quaint area or enjoy its ski slopes.
Frequently asked questions
How much does a Jamaica holiday package cost?
You'll find cheap prices on Expedia for your Jamaica break. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your holiday to Jamaica costs.
What are the cheapest months to go to Jamaica?
To pick up cheap Jamaica holiday packages, plan your getaway outside of peak periods like public holidays and major festivals. You'll typically find lower prices and better availability in the off-season or when it's less busy.
How many days is enough for Jamaica?
With around 3 days, you'll have plenty of time to visit popular neighbourhoods like Rawsonville and Forest Farms during your Jamaica holiday. Remember to also add Hot Glass Works and Ball Mountain Dam to your must-do list. Looking for more adventures? Consider exploring outside of Jamaica on tours and day trips.
How to find the best Jamaica package deals?
Landing a cheap Jamaica package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can customise your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Jamaica package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Jamaica holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a customised Jamaica holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Jamaica?
If you're planning an impromptu Jamaica trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Jamaica?
- Choose when to travel: Check your schedule and get packing. Your favourite time of year and the activities on offer will also help you decide when to visit Jamaica.
- Set a budget: Factor in costs like flights, meals and transportation when calculating how much to set aside for your trip to Jamaica. Then, choose a property that matches your budget, whether that's a low-cost stay or a high-end retreat.
- Set the duration of your trip: Start by making a list of all the activities and sights you'd like to get to in Jamaica. Then, estimate how long you'll need for each, as well as any travel time.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Jamaica holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
