Windsor Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Windsor Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Sinclair Inn Bed and Breakfast
Price was $1,123, price is now $1,001 per person
$1,001
per person
Jan 4 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Springfield (VSF)
Stay at this B&B in Jericho. Enjoy free breakfast, free WiFi, and in-room massages. Our guests praise the breakfast in our reviews. Popular attractions Veterans' Park and Mills Riverside Park are located nearby.
Top Hotel Deals
Fat Sheep Farm & Cabins
122 Best Rd Windsor VT
9.54 km from city center
Stay at this cabin in Windsor. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartland Public Library and Path of Life Garden are located ...
Fireside Inn & Suites West Lebanon
25 Airport Road West Lebanon NH
17.54 km from city center
Book a stay at this business-friendly hotel in West Lebanon. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the pool in ...
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
37.03 km from city center
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. ...
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
19.16 km from city center
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Jackson Gore Village, A Vail Resorts Property
111 Jackson Gore Road Ludlow VT
27.39 km from city center
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 ...
Courtyard by Marriott Hanover Lebanon
10 Morgan Drive Lebanon NH
23.98 km from city center
Book a stay at this business-friendly hotel in Lebanon. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the ...
White River Inn and Suites
91 Ballardvale Drive White River Junction VT
18.65 km from city center
Book a stay at this business-friendly hotel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
Mountain Meadows Lodge
285 Thundering Brook Road Killington VT
39.41 km from city center
Book a stay at this family-friendly hotel in Killington. Enjoy free breakfast, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Holiday Inn Express Hotel & Suites White River Junction by IHG
121 Ballardvale Dr White River Junction VT
18.52 km from city center
Book a stay at this business-friendly hotel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
36.77 km from city center
Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Hideaway Inn Mt.Sunapee
1403 New Hampshire Rte 103 Newbury NH
30.13 km from city center
Book a stay at this family-friendly hotel in Newbury. Enjoy free WiFi, free parking, and a business center. Popular attractions State Park Beach and Mountainview ...
Hilton Garden Inn Hanover Lebanon
35 Labombard Rd Lebanon NH
22.77 km from city center
Book a stay at this business-friendly hotel in Lebanon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
On The River Inn
1653 West Woodstock Road Woodstock VT
19.49 km from city center
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Feb 1 - Sun, Feb 21
FLL
Fort Lauderdale - Hollywood Intl.
RUT
Rutland Southern Vermont Regional
$615 Roundtrip, found 1 day ago
$615
Roundtrip
found 1 day ago
Mon, Feb 1 - Sun, Feb 21
FLL
Fort Lauderdale - Hollywood Intl.
RUT
Rutland Southern Vermont Regional
$635 Roundtrip, found 1 day ago
$635
Roundtrip
found 1 day ago
Mon, Feb 1 - Sun, Feb 21
FLL
Fort Lauderdale - Hollywood Intl.
RUT
Rutland Southern Vermont Regional
$645 Roundtrip, found 1 day ago
$645
Roundtrip
found 1 day ago
Mon, Feb 1 - Sun, Feb 21
FLL
Fort Lauderdale - Hollywood Intl.
RUT
Rutland Southern Vermont Regional
$645 Roundtrip, found 1 day ago
$645
Roundtrip
found 1 day ago