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Book Your Chester, Central Vermont- Killington Vacation

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Chester Hotels

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Chester

Welcome to Chester! You'll definitely discover a lot of great things about Central Vermont during your time here.

Accommodation in Chester

If you're travelling to Chester, you will be glad discover that Travelocity's Chester hotels page has 5 accommodation options for you to choose from.

The offerings at the Hugging Bear Inn and Shoppe and the Rose Arbour Bed & Breakfast may arouse your interest, if you're after a superior experience. If those aren't right for your taste and budget, think about the Chester House Inn, at 266 Main St, or the Inn Victoria, at 321 Main St.

Chester Vacation Packages

The nation's capital city of Washington lies approximately 380 miles (612 kilometers) to the southwest of Chester.

You should enjoy a trip to see Okemo Mountain Ski Resort in Ludlow, a location only 10 miles (16 kilometers) Northwest.

In order to experience a live sporting event at Windham County's TimberQuest Park, travel 10 miles (16 kilometers) southwest of Chester. Meet some of the locals while you cheer in the stands.

Vermont Institute of Contemporary Arts is a place to add to your itinerary.

If you want to discover more of the area, take a drive out to the Mt Ascutney State Park and Old Constitution House in nearby Windsor. You will find them about 18 miles (29 kilometers) to the northeast.

About 25 miles (40 kilometers) north of Chester is where you'll find Woodstock, a regional center that has the Suicide Six Ski Area, the Billings Farm and Museum and the Long Trail Brewing Company. The Marsh-Billings-Rockefeller National Historical Park and the Woodstock Town Hall Theatre are also worth checking out.

Awaken your adventurous side while you're vacationing in Central Vermont, where you can partake in snowmobiling and mountain biking.

Take all the time in the world to try out one of the many pastimes available in Central Vermont, like cycling and shore fishing.

Visit the canoeing and fishing locations in Central Vermont. It's one of the best ways to let your dilemmas drift away while splashing around with your friends.

It's a good idea to pack your layers for this getaway! This region offers a handful of fun winter sports, such as snowboarding and skiing.

Food is an important part of traveling, so to fully experience a place is to sample its local flavors.

Try a few of the popular meals here, such as fried clams and hot dogs.

Cinnabon rolls is a delightful dessert that no visitor should skip.

Packages in Chester

How much cash would you like to save by booking a Chester flight and accommodation package via Travelocity?

What would you say if we let you know that you can save up to $588 if you book your package with us now? “*Savings based on all vacation package bookings with Flight + Hotel on Travelocity.com from July 1, 2015 through June 30, 2016, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.”

Imagine being presented with 400 airlines and 250,000 hotels to choose from. That is precisely what you get courtesy of our database.

Are you after a stress-free journey? Our Customer 1st Guarantee offers 24/7 personal assistance on all our services. If you happen to find a better price elsewhere, we'll refund the difference plus give you $50 towards your next vacation. Just provide us with an image of the cheaper price.

We will never charge you if you cancel or change your hotel reservation. And so long as it's at least 3 days prior to your stay many accommodations won't charge you either. Terms and Conditions apply.

Top Chester Hotels Deals

See all 77 Hotels in Chester
Jackson Gore Inn

Jackson Gore Inn

111 Jackson Gore Road, Ludlow
3.0 out of 5.0
4.0 out of 5 (2 reviews)

This Ludlow condo is in the mountains, offering ski-in/ski-out access within 3 mi (5 km) of Okemo Valley Golf Club and Okemo Mountain Ski Resort and close to ...

$139

$139
Chester House Inn

Chester House Inn

266 Main St, Chester
3.0 out of 5.0

Situated in Chester, this bed & breakfast is within a 10-minute walk of DaVallia Art & Accents and Vermont Institute of Contemporary Arts. Bonnie's Bundles Dolls ...

$127

$127
Hugging Bear Inn and Shoppe

Hugging Bear Inn and Shoppe

244 Main Street, Chester
2.5 out of 5.0

Situated in Chester, this bed & breakfast is within a 10-minute walk of DaVallia Art & Accents and Vermont Institute of Contemporary Arts. Bonnie's Bundles Dolls ...

$139

$139
The Karass Inn

The Karass Inn

225 Pleasant Street, Chester
3.0 out of 5.0

Situated in a state park, this bed & breakfast is within 1 mi (2 km) of Vermont Institute of Contemporary Arts and DaVallia Art & Accents. Bonnie's Bundles Dolls ...

$87

$87
Rose Arbour Bed & Breakfast

Rose Arbour Bed & Breakfast

55 School Street, Chester
2.5 out of 5.0

Situated in the historical district, this bed & breakfast is within a 5-minute walk of DaVallia Art & Accents and Vermont Institute of Contemporary Arts. Bonnie's ...

$85

$85
Inn Victoria

Inn Victoria

321 Main St, Chester
4.0 out of 5.0

Situated in Chester, this bed & breakfast is within a 10-minute walk of DaVallia Art & Accents and Vermont Institute of Contemporary Arts. Bonnie's Bundles Dolls ...

$130

$130
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road, Londonderry
2.5 out of 5.0
4.0 out of 5 (5 reviews)

Located in the mountains, this Londonderry motel offers ski-in/ski-out access within 3 mi (5 km) of TimberQuest Park, Magic Mountain Ski Resort, and Viking Nordic ...

$42

$42
Holiday Inn Express Springfield

Holiday Inn Express Springfield

818 Charlestown Rd, Springfield
2.5 out of 5.0
4.0 out of 5 (3 reviews)

Situated in a rural location, this hotel is within a 15-minute walk of Baltimore Covered Bridge and Eureka Schoolhouse. The Fort at No.4 Open Air Museum is 1.3 ...

$121

$121
Motel in the Meadow

Motel in the Meadow

936 VT Route 11 West, Chester
2.5 out of 5.0

Situated in Chester, this motel is within 3 mi (5 km) of DaVallia Art & Accents, Vermont Institute of Contemporary Arts, and Bonnie's Bundles Dolls. Vermont ...

$77

$77
Fullerton Inn

Fullerton Inn

40 The Common, Chester
2.5 out of 5.0

Situated in Chester, this inn is within a 10-minute walk of DaVallia Art & Accents and Vermont Institute of Contemporary Arts. Bonnie's Bundles Dolls is 0.8 ...

$114

$114

Top Flight Deals

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