Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Save up to 17% by booking Flight + Hotel.

Search 321,000 hotels and 400 airlines worldwide.


Windsor Vacation Packages

Come to Windsor and see its interesting attractions.

Packages in Windsor

Booking your flights and your accommodation is easy with Expedia. Combining your flight and lodging packages is the simplest way for you and your loved ones to save. Extra money on your Windsor stopover means more entertainment!

Save up to 17% when you book your Windsor package deal.

Approximately 400 partner airlines and 321,000 hotels worldwide are ready for you to book on our extensive international database.

The steals at Expedia will make budgeting for your getaway that much easier. It's go time!

You can cancel or change almost any reservation and you will not pay a cancellation fee to us.

Windsor Vacation Packages

The population of this area of Central Vermont- Killington is approximately 2,000.

Montpelier, the state capital, is roughly 55 miles to the north of Windsor, and Brownsville is 4 miles to the southwest.

When the weather is fine, head over to Mt Ascutney State Park, a beautiful green space where the locals come together to spend time outdoors.

The American Precision Museum provides an enlightening experience for inquiring minds. Meander through the halls, check out the different exhibits and be sure to ask someone about any special happenings.

One of the best historic places in Windsor is Old Constitution House. Atmospheric and insightful, it should definitely be on your itinerary.

Whether you're a spiritual person or not, you're bound to uncover something that interests you at South Congregational Church.

Accommodation in Windsor

Don't expect to find a wide range of places to stay in Windsor, so it would be wise to explore the latest listings on Expedia's hotels guide.

The Kedron Valley Inn and Holiday Inn Club Vacations Mount Ascutney Resort are among the best accommodation options in and around Windsor.


Top Hotel Deals

See all 515 Hotels in Windsor
£130
Windsor Mansion Inn

Windsor Mansion Inn

153 Pembroke Road, Windsor
4.6
of 5, from 16 reviews
4.0 out of 5.0

Situated in Windsor, this bed & breakfast is within 2 miles (3 km) of Old Constitution House, South Congregational Church and American Precision Museum. Cornish-Windsor Covered Bridge and Path of Life Garden are also within 3 miles (5 km).

£88
Snapdragon Inn

Snapdragon Inn

26 Main Street, Windsor
4.6
of 5, from 13 reviews
4.0 out of 5.0

Situated in Windsor, this bed & breakfast is within a 10-minute walk of Old Constitution House and South Congregational Church. American Precision Museum and Cornish-Windsor Covered Bridge are also within 1 mile (2 km).

Riverfront Retreat by Cornish-windsor Bridge

Riverfront Retreat by Cornish-windsor Bridge

756 NH Route 12A, Cornish
5.0
of 5, from 1 reviews
0.0 out of 5.0

Situated in a rural location, this holiday home is within a 15-minute walk of American Precision Museum, South Congregational Church and Cornish-Windsor Covered Bridge. Old Constitution House and Saint-Gaudens National Historic Site are also within 3 miles (5 km).

Sunny Mountainview Home Featuring a Fireplace and Spacious Deck

Sunny Mountainview Home Featuring a Fireplace and Spacious Deck

607 Bannister Rd, West Windsor
5.0
of 5, from 1 reviews
0.0 out of 5.0

Situated in Windsor, this holiday home is within 12 miles (20 km) of Old Constitution House, American Precision Museum and South Congregational Church. Mt Ascutney State Park and Cornish-Windsor Covered Bridge are also within 12 miles (20 km).

£109
Killington Mountain Lodge

Killington Mountain Lodge

2617 Killington Rd, Killington
3.7
of 5, from 887 reviews
4.0 out of 5.0

Conveniently near to skiing facilities, this Killington hotel is located in the mountains, within 3 miles (5 km) of Killington Golf Course and Killington Resort, and is convenient for winter sports, such as cross-country skiing and snowshoeing. Pico Mountain at Killington Ski Resort and Green Mountain National Golf Course are also within 6 miles (10 km).

£109
Jackson Gore Inn

Jackson Gore Inn

111 Jackson Gore Road, Ludlow
4.2
of 5, from 240 reviews
3.5 out of 5.0

This Ludlow condo is located in the mountains, offering ski-in/ski-out access within 3 miles (5 km) of Buttermilk Falls and Okemo Mountain Resort, and and is convenient for winter sports, such as snowmobiling. Dorsey Park is 2.6 mi (4.1 km) away.

£123
506 On the River Inn

506 On the River Inn

1653 West Woodstock Road, Woodstock
4.8
of 5, from 214 reviews
4.5 out of 5.0

This family-friendly Woodstock hotel is located in the historical district, within 2 mi (3 km) of Union Arena Community Center, Marsh-Billings-Rockefeller National Historical Park and Woodstock Town Hall Theatre. Dana House Museum and Mount Tom Peak are also within 3 miles (5 km).

£58
Hillside Inn at Killington

Hillside Inn at Killington

375 Killington Rd, Killington
3.4
of 5, from 777 reviews
2.5 out of 5.0

Conveniently near to skiing facilities, this Killington motel is located in the mountains, within 3 miles (5 km) of Gifford Woods State Park and Pico Mountain at Killington Ski Resort, and and is convenient for winter sports, such as cross-country skiing and snowshoeing. Killington Resort and Green Mountain National Golf Course are also within 6 miles (10 km).

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.