Search Deals onCharlestown Vacation Packages
Charlestown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Latchis Hotel
Price was $529, price is now $426 per person
$426
per person
Jun 30 - Jul 3
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
The Quechee Inn at Marshland Farm
Price was $563, price is now $443 per person
$443
per person
Jun 30 - Jul 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Book a stay at this golf hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Quechee Gorge Bridge and Wilderness Trails are located nearby.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $709, price is now $598 per person
$598
per person
Aug 1 - Aug 4
just found
Roundtrip flight included
Orlando (MCO) to Lebanon (LEB)
Stay at this resort in Brownsville. Enjoy a business center, a fireplace in the lobby, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.
My Place Hotel-Randolph VT
Price was $579, price is now $497 per person
$497
per person
Jun 10 - Jun 13
found 8 hours ago
Roundtrip flight included
New York (NYC) to Lebanon (LEB)
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture and Montague Golf Club are located nearby.
Chalet 239
Price was $602, price is now $521 per person
$521
per person
Aug 2 - Aug 5
found 21 hours ago
Roundtrip flight included
New York (LGA) to Springfield (VSF)
Stay at this motel in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
Jackson Gore Village, A Vail Resorts Property
Price was $671, price is now $583 per person
$583
per person
Aug 1 - Aug 4
just found
Roundtrip flight included
Orlando (MCO) 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.
Bentley House Bed and Breakfast
Price was $592, price is now $521 per person
$521
per person
Aug 2 - Aug 5
found 21 hours ago
Roundtrip flight included
New York (LGA) to Rutland (RUT)
Book a stay at this golf B&B in Poultney. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Poultney Public Library and Slate Quarry Park are located nearby.
The Mountain Inn at Killington
Price was $638, price is now $562 per person
$562
per person
Aug 2 - Aug 5
found 21 hours ago
Roundtrip flight included
New York (LGA) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Charlestown Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Charlestown Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, May 24 - Tue, Jun 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Sun, May 31 - Mon, Jun 8
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Sun, May 31 - Sun, May 31
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$189 Roundtrip, found 7 hours ago
$189
Roundtrip
found 7 hours ago
Tue, Oct 13 - Tue, Oct 20
BWI
Baltimore Washington Intl. Thurgood Marshall
RUT
Rutland Southern Vermont Regional
$334 Roundtrip, found 1 day ago
$334
Roundtrip
found 1 day ago
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