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Budget to luxury Bennington, Vermont travel and vacations. Search all the best vacation options in Bennington including accommodations, adventure travel, unique tours and much more.


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Featured Listings

1 - 20 of 28 within 100 miles of Bennington, Vermont
Relaxing Vermont Getaway at the Alexandra B&B Inn Bennington, Vermont Bed & Breakfasts

Relaxing Vermont Getaway at the Alexandra B&B Inn

Bennington, Vermont Bed & Breakfasts
Welcoming 1859 southern Vermont inn. Located close to downtown and historic Old Bennington; near the covered bridges and Bennington College. Restful and well appointed B&B lodging and delicious food i...
From USD $105 per night
Arcady at the Sunderland Lodge Arlington, Vermont Bed & Breakfasts

Arcady at the Sunderland Lodge

Arlington, Vermont Bed & Breakfasts - 17.2 miles away
Charming country setting, nestled on 16 acres. Hospitality starts with a warm welcome. Excellent cuisine, full breakfast service,immaculately clean rooms, sparkling pool,near shopping and sports and a...
From USD $95 per night

Eddington House Inn North Bennington , Vermont Bed & Breakfasts

Eddington House Inn

North Bennington , Vermont Bed & Breakfasts - 8.6 miles away
Clean, luxurious Vermont Inn. Gourmet breakfasts, top-notch amenities. Short walk to Bennington College, restaurants and waterfalls in historic North Bennington Village in Southern Vermont. ...
From USD $139 per night
Serenity Motel Shaftsbury , Vermont Hotels & Resorts

Serenity Motel

Shaftsbury , Vermont Hotels & Resorts - 8.9 miles away
Historic cottages in a country setting offering the amenities of a modern motel room nestled in the mountains of Southern Vermont. Pets welcome....
From USD $70 per night
Inn to Inn - Country Inns Along the Trail Brandon, Vermont Hiking & Trekking

Inn to Inn - Country Inns Along the Trail

Brandon, Vermont Hiking & Trekking - 64.7 miles away
Custom self-guided hiking, walking, bicyclig, and ski/snowshoe vacations centered around classic Vermont country inns. All-inclusive meals and lodging, tax and gratuity, maps, luggage transfer for cy...
From USD $175 per night
Inn at Baldwin Creek & Mary's Restaurant Bristol, Vermont Bed & Breakfasts

Inn at Baldwin Creek & Mary's Restaurant

Bristol, Vermont Bed & Breakfasts - 89.4 miles away
Mary's at Baldwin Creek is a food-lover's dream. Awarded Slow Food Snail of Approval designation, it combines Chef-owner Doug Mack's farm to table cuisine with cozy lodging. On-site farm, nearby walk...
From USD $115 per night
Old Town Farm Inn Chester, Vermont Bed & Breakfasts

Old Town Farm Inn

Chester, Vermont Bed & Breakfasts - 41.0 miles away
A family friendly country Inn in the heart of Vermont's Green Mountains. 5 Beautifully landscaped acres of yard feature a pristine pond filled with rainbow trout. Ski and stay and golf and stay packag...
Contact For Rates & Specials!
Leading Romantic Vermont Country Inn Brandon, Vermont Bed & Breakfasts

Leading Romantic Vermont Country Inn

Brandon, Vermont Bed & Breakfasts - 64.7 miles away
The Lilac Inn is a leading romantic luxury Vermont Country Inn Bed and Breakfast known for romantic getaways, Vermont Country Inn Dining, Vermont weddings, New England wedding receptions, family reun...
From USD $135 per night
Hiking Adventures in Vermont Killington, Vermont Photography

Hiking Adventures in Vermont

Killington, Vermont Photography - 58.6 miles away
Here are a few pictures from avacation at a hiking spa located in vermont, its a beatiful state to visit....
Contact For Rates & Specials!
Killington Mountain Lodge Killington, Vermont Hotels & Resorts

Killington Mountain Lodge

Killington, Vermont Hotels & Resorts - 55.7 miles away
Surrounded by the scenic Green Mountains. Our Lodge is the perfect place to enjoy year-round recreation. Enjoy our 20 person outdoor hot tub and fire pit....
From USD $99 per night
Getaways for Foodies - Red Clover Inn & Restaurant Killington, Vermont Bed & Breakfasts

Getaways for Foodies - Red Clover Inn & Restaurant

Killington, Vermont Bed & Breakfasts - 43.4 miles away
A haven for foodies, sports’ enthusiasts, and destination weddings, the Inn and Restaurant are acclaimed for local food with European flair; stylish, comfortable lodging with mountain views; firesid...
From USD $100 per night
Discover Killington Vermont Killington, Vermont Hiking & Trekking

Discover Killington Vermont

Killington, Vermont Hiking & Trekking - 58.6 miles away
Killington, Vermont is best known for the best skiing/riding. But Killington is a true hikers mecca: The Long and Appalachian trails intersect in the town of Killington....
Contact For Rates & Specials!

Hill Farm Inn - Hidden Treasure in the Green Mtns Arlington, Vermont Bed & Breakfasts

Hill Farm Inn - Hidden Treasure in the Green Mtns

Arlington, Vermont Bed & Breakfasts - 17.1 miles away
Spectacular views from fifty acres along the Battenkill River. Walking trails, fly fishing, canoeing, farm animals, winter sports in peaceful country setting just two miles south of Manchester. Roma...
From USD $140 per night
The Chalet Motel Manchester Center, Vermont Hotels & Resorts

The Chalet Motel

Manchester Center, Vermont Hotels & Resorts - 21.9 miles away
Welcome to the Chalet Motel where you will find affordable,friendly, family oriented lodging right in the heart of Vermont's beautiful Green Mountains. One mile away from Manchester renowned for it's ...
From USD $85 per night
Inn on the Green Middlebury, Vermont Hotels & Resorts

Inn on the Green

Middlebury, Vermont Hotels & Resorts - 79.4 miles away
The Inn on the Green occupies a Federal style house originally built in 1803 that was faithfully renovated in 1995-1997 to create the beautiful inn that now sits proudly on a small hill overlooking th...
From USD $149 per night
Wonder Walks Snowshoe Tours Bristol, Vermont Snowshoeing

Wonder Walks Snowshoe Tours

Bristol, Vermont Snowshoeing - 91.0 miles away
Snowshoe in the heart of Vermont's Green Mountains and Forests....
Contact For Rates & Specials!
The Woods Lodge, a Great Getaway any size Group Northfield, Vermont Hotels & Resorts

The Woods Lodge, a Great Getaway any size Group

Northfield, Vermont Hotels & Resorts - 88.5 miles away
Bedrooms: 2  Sleeps: 4  Bathrooms: 1  
Retreat Center with Cottages, Cabins, Bunkhouses and Tent Camping available on the site of a 36-acre historic former summer camp. Rustic and charming, with a woodland setting, The Woods is a unique an...
From USD $35 per night
The Governor's Inn Ludlow, Vermont Bed & Breakfasts

The Governor's Inn

Ludlow, Vermont Bed & Breakfasts - 42.2 miles away
Step back into the late 19th century, but with 21st century amenities! Eight antique furnished bedchambers – six with gas fireplaces & cable TV (all private baths). Afternoon tea, beer & wine avai...
From USD $164 per night


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