Search Deals onCharlestown Vacation Packages
Charlestown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Latchis Hotel
Price was $839, price is now $617 per person
$617
per person
Jun 1 - Jun 4
found 23 hours 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 $891, price is now $662 per person
$662
per person
Jun 1 - Jun 4
found 23 hours 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 Wilderness Trails and Vermont Institiute of Natural Science are located nearby.
Lake Bomoseen Lodge
Price was $975, price is now $738 per person
$738
per person
Jun 1 - Jun 4
found 23 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Book a stay at this beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.
The Shire Woodstock
Price was $911, price is now $704 per person
$704
per person
Jun 1 - Jun 4
found 23 hours ago
Roundtrip flight included
New York (NYC) 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.
Comfort Inn & Suites Brattleboro I-91
Price was $876, price is now $680 per person
$680
per person
Jun 1 - Jun 4
found 23 hours ago
Roundtrip flight included
New York (NYC) 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 helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
Vikings Villages Resort
Price was $1,052, price is now $821 per person
$821
per person
Jun 1 - Jun 4
found 23 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Sweet Pond State Park and Shattuck Brook Wildlife Management Area are located nearby.
The Mountain Inn at Killington
Price was $828, price is now $650 per person
$650
per person
Jun 1 - Jun 4
found 23 hours ago
Roundtrip flight included
New York (NYC) 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.
Comfort Inn Rutland - Killington
Price was $877, price is now $691 per person
$691
per person
Jun 1 - Jun 4
found 23 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vermont State Fairgrounds and Green Mountain Shopping Plaza are located nearby.
Charlestown Vacation Packages 3-4 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.
Sat, May 30 - Thu, Jun 11
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$163 Roundtrip, found 8 hours ago
$163
Roundtrip
found 8 hours ago
Mon, May 4 - Wed, May 20
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$174 Roundtrip, found 9 hours ago
$174
Roundtrip
found 9 hours ago
Wed, May 27 - Thu, Jun 11
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$178 Roundtrip, found 8 hours ago
$178
Roundtrip
found 8 hours ago
Sat, May 30 - Mon, Jun 8
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, found 8 hours ago
$180
Roundtrip
found 8 hours ago
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