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Jamaica Vacation Packages

Build your package with 2 more options

Jamaica Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
per person
Jul 13 - Jul 15
just found
Roundtrip non-stop flight included
Portland (PDX) to Springfield (VSF)
Stay at this 3-star spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
per person
Jul 21 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Knoxville (TYS) to Springfield (VSF)
Stay at this 4-star B&B in Jericho. Enjoy free breakfast, free WiFi, and in-room massages. Our guests praise the breakfast in our reviews. Popular attractions Veterans' Park and Mills Riverside Park are located nearby.
The Shire Woodstock

The Shire Woodstock

3 out of 5
per person
Jul 13 - Jul 15
just found
Roundtrip non-stop flight included
Portland (PDX) to Springfield (VSF)
Stay at this 3-star 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.
Jackson Gore Village

Jackson Gore Village

3 out of 5
per person
Jul 13 - Jul 15
just found
Roundtrip non-stop flight included
Portland (PDX) to Springfield (VSF)
Stay at this 3-star spa hotel in Ludlow. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Jackson Gore Parking are located nearby.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
per person
Jul 13 - Jul 15
just found
Roundtrip non-stop flight included
Portland (PDX) to Springfield (VSF)
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Middle Covered Bridge and Woodstock Town Hall Theatre are located nearby.

Jamaica Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
per person
Jul 13 - Jul 15
just found
Roundtrip non-stop flight included
Portland (PDX) to Springfield (VSF)
The Shire Woodstock

The Shire Woodstock

3 out of 5
per person
Jul 13 - Jul 15
just found
Roundtrip non-stop flight included
Portland (PDX) to Springfield (VSF)
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
per person
Jul 13 - Jul 15
just found
Roundtrip non-stop flight included
Portland (PDX) to Springfield (VSF)
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
per person
Jul 13 - Jul 15
just found
Roundtrip non-stop flight included
Portland (PDX) to Springfield (VSF)

Jamaica Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
per person
Jul 21 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Knoxville (TYS) to Springfield (VSF)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

JetBlue Airways
Sat, May 31 - Tue, Jun 10
FLL
Fort Lauderdale - Hollywood Intl.
RUT
Rutland Southern Vermont Regional
$535 Roundtrip, found 1 day ago
$535
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, May 31 from Fort Lauderdale - Hollywood Intl. to Rutland Southern Vermont Regional, returning Tue, Jun 10, priced at $535 found 1 day ago
Delta
Sat, May 31 - Sat, Jun 7
FLL
Fort Lauderdale - Hollywood Intl.
RUT
Rutland Southern Vermont Regional
$536 Roundtrip, found 4 days ago
$536
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, May 31 from Fort Lauderdale - Hollywood Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 7, priced at $536 found 4 days ago
JetBlue Airways
Fri, May 30 - Tue, Jun 10
FLL
Fort Lauderdale - Hollywood Intl.
RUT
Rutland Southern Vermont Regional
$540 Roundtrip, found 1 day ago
$540
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, May 30 from Fort Lauderdale - Hollywood Intl. to Rutland Southern Vermont Regional, returning Tue, Jun 10, priced at $540 found 1 day ago
JetBlue Airways
Sat, May 31 - Mon, Jun 9
FLL
Fort Lauderdale - Hollywood Intl.
RUT
Rutland Southern Vermont Regional
$550 Roundtrip, found 1 day ago
$550
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, May 31 from Fort Lauderdale - Hollywood Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 9, priced at $550 found 1 day ago