
Deals on vacations and trips to Charlestown
Save when you book Charlestown package deals

Charlestown flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Killington Mountain Lodge, Tapestry Collection by Hilton
Price was $632, price is now $508 per person
$508
per person
Mar 11 - Mar 14
just found
Roundtrip flight included
Orlando (ORL) to Rutland (RUT)
This hotel features a 24-hour gym and a hot tub. There's a free ski shuttle, and ski passes and ski storage are available on site. WiFi in public areas is free.

Woodstock Inn & Resort
Price was $970, price is now $784 per person
$784
per person
Mar 11 - Mar 14
just found
Roundtrip flight included
Orlando (ORL) to Springfield (VSF)
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.

Latchis Hotel
Price was $752, price is now $611 per person
$611
per person
Feb 11 - Feb 15
found 11 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Springfield (VSF)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and luggage storage are also offered on site.

The One Cat B&B
Price was $712, price is now $594 per person
$594
per person
Feb 11 - Feb 15
found 11 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Springfield (VSF)
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A communal living room, a library, and luggage storage are also on offer.

Emrose Luxury Cabins
Price was $863, price is now $739 per person
$739
per person
Feb 11 - Feb 15
found 11 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
This hotel's 8 hot tubs and sauna are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, barbecue grills, and wedding services are also on offer.
Top Charlestown hotels deals

Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
$137 nightly
The price is $149 total per night
$149 total
Jan 7 - Jan 8
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Hideaway Inn Mt.Sunapee
1403 New Hampshire Rte 103 Newbury NH
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $148 total per night
$148 total
Jan 6 - Jan 7
Total with taxes and fees
An indoor pool, free self parking, and a virtual front desk are featured at this hotel. WiFi in public areas is free. A lobby fireplace, a communal living room, and express check-out are also on offer.
Pool
Pet friendly

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
485 Hotel Road Brownsville VT
Free Cancellation
$154 nightly
The price is $168 total per night
$168 total
Jan 6 - Jan 7
Total with taxes and fees
This resort features a restaurant, an indoor pool, and a bar/lounge. There's an outdoor tennis court on site, and a fireplace in the lobby and a picnic area are also provided.

Jackson Gore Village
111 Jackson Gore Road Ludlow VT
$431 nightly
The price is $474 total per night
$474 total
Jan 22 - Jan 23
Total with taxes and fees
Ski-in/ski-out access, 2 restaurants, and 3 hot tubs are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.

The Putney Inn
57 Putney Landing Rd Putney VT
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $103 total per night
$103 total
Jan 26 - Jan 27
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area is also provided.

Best Western Springfield Hotel
818 Charlestown Rd Springfield VT
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $167 total per night
$167 total
Jan 12 - Jan 13
Total with taxes and fees
This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A safe deposit box and laundry facilities are also provided.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit

Morningside Flight Park
Walk around the campus at Morningside Flight Park during your stay in Charlestown. Discover the area's mountain views and seek out the ski slopes.
The Fort at No.4 Open Air Museum
You can spend an afternoon exploring the galleries in The Fort at No.4 Open Air Museum during your trip to Charlestown. Wander the riverfront or discover the area's stargazing spots.
Connecticut River State Park
Explore the great outdoors at Connecticut River State Park, a lovely green space in Charlestown. Take in the museums while you're in the area.
Frequently asked questions
Photos of local treasures
Browse Charlestown vacation photos for more inspiration

