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Charlestown Vacation Packages

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Charlestown Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
per person
Jul 13 - Jul 15
found 5 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Rutland (RUT)
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Killington Resort and Fire Tower are located nearby.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
per person
Jul 29 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Lebanon (LEB)
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Whale Dance Sculpture and Montague Golf Club are located nearby.
The Shire Woodstock

The Shire Woodstock

3 out of 5
per person
Jul 13 - Jul 15
found 5 hours ago
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.
The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
per person
Jul 13 - Jul 15
found 5 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Rutland (RUT)
Stay at this 3-star 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.
The Vermont Inn

The Vermont Inn

3 out of 5
per person
Jul 13 - Jul 15
found 5 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Rutland (RUT)
Stay at this 3-star family-friendly B&B in Rutland. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Killington Resort and Golden Express Quad are located nearby.
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
per person
Jul 13 - Jul 15
found 5 hours ago
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.
Jackson Gore Village

Jackson Gore Village

3 out of 5
per person
Jul 13 - Jul 15
found 5 hours ago
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.

Charlestown Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Vermont Inn

The Vermont Inn

3 out of 5
per person
Jul 13 - Jul 15
found 5 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Rutland (RUT)
The Shire Woodstock

The Shire Woodstock

3 out of 5
per person
Jul 13 - Jul 15
found 5 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Springfield (VSF)
The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
per person
Jul 13 - Jul 15
found 5 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Rutland (RUT)
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

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

Charlestown Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
per person
Jul 29 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Lebanon (LEB)

Top Flight Deals

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

United
Tue, Jun 3 - Sat, Jun 7
IAD
Washington Dulles Intl.
RUT
Rutland Southern Vermont Regional
$454 Roundtrip, found 4 days ago
$454
Roundtrip
found 4 days ago
Select United flight, departing Tue, Jun 3 from Washington Dulles Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 7, priced at $454 found 4 days ago
United
Tue, Jun 3 - Sat, Jun 7
IAD
Washington Dulles Intl.
RUT
Rutland Southern Vermont Regional
$463 Roundtrip, found 4 days ago
$463
Roundtrip
found 4 days ago
Select United flight, departing Tue, Jun 3 from Washington Dulles Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 7, priced at $463 found 4 days ago
JetBlue Airways
Tue, Jun 3 - Wed, Jun 11
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$470 Roundtrip, found 1 day ago
$470
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jun 3 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Wed, Jun 11, priced at $470 found 1 day ago
Delta
Thu, Jun 5 - Wed, Jun 11
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$474 Roundtrip, found 1 day ago
$474
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jun 5 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Wed, Jun 11, priced at $474 found 1 day ago