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Jamaica Vacation Packages

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Jamaica Flight + Hotel Packages

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Colonial Motel

Colonial Motel

3 out of 5
Price was $460, price is now $418 per person
$418
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
The room was substantially larger than most motels provide. It was quiet, bed was comfortable. Location was convenient, easy to find and agreeable. Breakfast was very limited— coffee, tea, toast, bagel. Overall, I would stay there again.

Reviewed on Sep 14, 2026

1846 Inn and Tavern

1846 Inn and Tavern

3 out of 5
Price was $611, price is now $531 per person
$531
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this inn in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $585, price is now $512 per person
$512
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
Price was $553, price is now $494 per person
$494
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Fun trip spa

Reviewed on Sep 15, 2026

The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $493, price is now $447 per person
$447
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.

Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
Price was $499, price is now $469 per person
$469
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
Great place to stay in Brattleboro 👍

Reviewed on Sep 15, 2026

Doveberry Inn

Doveberry Inn

2 out of 5
Price was $486, price is now $460 per person
$460
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this B&B in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Nitro Express Ski Lift are located nearby.
Great location… very clean

Reviewed on Sep 7, 2026

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 out of 5
Price was $582, price is now $553 per person
$553
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Brattleboro Bowl and New England Center for Circus Arts are located nearby.