Search Deals onChester Vacation Packages
Chester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Latchis Hotel
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Shire Woodstock
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Deerfield Valley Inn
per person
Oct 9 - Oct 13
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Springfield (VSF)
Stay at this 3-star B&B in West Dover. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
Mountaineer Inn
per person
Oct 9 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Springfield (VSF)
Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mount Snow and Heavy Metal Ski Lift are located nearby.
Stone Hearth Inn and Eatery
per person
Oct 1 - Oct 4
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bonnie's Bundles Dolls and DaVallia Art & Accents are located nearby.
Mount Snow Grand Summit Resort
per person
Oct 9 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Chester 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.
Mon, Sep 1 - Wed, Sep 10
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$335 Roundtrip, found 6 days ago
$335
Roundtrip
found 6 days ago
Wed, Sep 10 - Wed, Sep 17
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$337 Roundtrip, found 6 days ago
$337
Roundtrip
found 6 days ago
Mon, Sep 1 - Wed, Sep 10
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$345 Roundtrip, found 6 days ago
$345
Roundtrip
found 6 days ago
Thu, Sep 4 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$377 Roundtrip, found 6 days ago
$377
Roundtrip
found 6 days ago
Discover Other Travel Deals
- DaVallia Art & Accents Vacations
- Bonnie's Bundles Dolls Vacations
- Killington Resort Vacations
- Okemo Mountain Resort Vacations
- Stratton Mountain Resort Vacations
- Mount Snow Vacations
- Green Mountain National Forest Vacations
- Bromley Mountain Ski Resort Vacations
- Magic Mountain Ski Resort Vacations
- Keene State College Vacations
- Golf Club at Equinox Vacations
- Vermont Country Store Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
Car Rentals in Chester
- Car rentals in Woodstock
- Car rentals in White Mountains
- Car rentals in Killington
- Car rentals in Brattleboro
- Car rentals in Manchester
- Car rentals in Keene
- Car rentals in Rutland
- Car rentals in White River Junction
- Car rentals in Ludlow
- Car rentals in West Lebanon
- Car rentals in Manchester Center
- Car rentals in Quechee