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aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Chester
Vermont
United States of America
North America
Hotwire.com

Chester Flight + Hotel Packages

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

The Covered Bridge Inn

2.5 out of 5

Price was $593, price is now $446 per person

$446

per person

Apr 30 - May 3

found 1 day ago

Roundtrip non-stop flight included

Knoxville (TYS) to Springfield (VSF)

Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.

Latchis Hotel

2.5 out of 5

Price was $589, price is now $504 per person

$504

per person

May 28 - May 31

found 1 day ago

Roundtrip flight included

Baltimore (BWI) 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.

Jackson Gore Village, A Vail Resorts Property

3 out of 5

Price was $650, price is now $560 per person

$560

per person

May 28 - May 31

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Springfield (VSF)

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 our reviews. Popular attractions Okemo Mountain Resort and Timber Ripper Mountain Coaster are located nearby.

Stone Hearth Inn and Eatery

3 out of 5

Price was $1,000, price is now $871 per person

$871

per person

May 22 - May 25

found 18 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Springfield (VSF)

Stay at this 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.

Windham Hill Inn

4 out of 5

Price was $1,051, price is now $950 per person

$950

per person

May 22 - May 25

found 18 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Springfield (VSF)

Stay at this B&B in West Townshend. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hot Glass Works and Ball Mountain State Park are located nearby.

Chalet 239

2 out of 5

Price was $901, price is now $815 per person

$815

per person

May 22 - May 25

found 18 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Springfield (VSF)

Stay at this motel in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.

Deerfield Valley Inn

3 out of 5

Price was $773, price is now $717 per person

$717

per person

May 22 - May 25

found 18 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Springfield (VSF)

Stay at this 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.

Mount Snow Lodging by Vail Resorts

3 out of 5

Price was $900, price is now $844 per person

$844

per person

May 22 - May 25

found 18 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Springfield (VSF)

Book a stay at this ski hotel in West Dover. Enjoy free WiFi, free parking, and ski-in/ski-out access. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.