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LODGING

Luxury Hotels & Resorts

  • Woodstock Inn & Resort, The
    14 The Green • Woodstock, VT 05091
    802-457-1100, 800-448-7900 (Reservations)
    Founded by Laurance S. Rockefeller, the AAA Four-Diamond Woodstock Inn offers three restaurants, 142 elegant guest rooms and suites that come complete with fashionable hardwood furniture, private baths, Thistle bath amenities and air conditioning, eight separate meeting spaces, an 18-hole Robert Trent Jones, Sr.-designed golf course, the 41,000-square-foot Racquet & Fitness Club with indoor and outdoor tennis, racquetball courts, an indoor lap pool, a seasonal outdoor heated pool, whirlpool, exercise rooms aerobics facilities, spa treatments and more, a Nordic Center with 60 kilometers of cross-country trails and a pro shop and much much more.  map

Bed & Breakfast, Historic Inns & Hotels

  • 1830 Shire Town Inn, The (circa 1830's)
    31 South Street • Woodstock, VT 05091
    802-457-1830
    Listed on the National Register, this historic farmhouse is just four miles from Suicide Six. Three distinctive guestrooms with queen-size beds, private baths, heating and air conditioning are available. A full hearty breakfast is served in the dining room between 8:00 a.m. and 9:00 a.m. more...  map

  • Applebutter Inn Bed & Breakfast (circa 1854)
    Happy Valley Road; P.O. Box 395 • Woodstock, VT 05091
    Located in the Hamlet of Taftsville
    802-457-4158
    A favorite for retreats, family reunions, workshops, small conferences, weddings and other special events, this Federal-style gabled house is listed on the National Historic Registry. Six guest rooms with private baths and a bountiful breakfast are offered at this green Vermont lodging establishment. more...

  • Ardmore Inn, The (circa mid-1800's)
    23 Pleasant Street • Woodstock, VT 05091
    802-457-3887
    This meticulously restored Victorian Greek Revival-style home offers five elegantly appointed rooms with private marble baths and antiques. A full breakfast is served. more...  map

  • Bailey's Mills Bed & Breakfast (circa 1820)
    1347 Bailey's Mills Road • Reading, VT 05062
    Located 10 Miles South of Woodstock
    802-484-7809
    A "green hotel in the Green Mountain State" overlooking a historic cemetery, Bailey's Mills features a two-story porch, fluted columns, pine floors, Rumford fireplaces and windows with ancient bubbly glass. Three guest accommodations with elegant linens and private baths are available. A full breakfast and afternoon and evening refreshments are offered. more...  map

  • Canterbury House Bed & Breakfast (circa 1889)
    43 Pleasant Street • Woodstock, VT 05091
    802-457-3077
    A Victorian townhouse restored to offer modern comfort and convenience, the Canterbury House features seven guest rooms with private baths. A full breakfast is served. more...  map

  • Carriage House of Woodstock Bed & Breakfast, The (circa 1865)
    455 Woodstock Road • Woodstock, VT 05091
    Located 1 Mile West of Woodstock
    802-457-4322
    Eight uniquely decorated guest rooms with queen-size beds, antiques, and private baths are available at the Carriage House of Woodstock Bed & Breakfast, which is listed on the Vermont Register of Historic Places and near Dartmouth College, Quechee, Killington and White River Junction. Most rooms have cable TV and two come complete with whirlpool tubs. The Stowe Hollow Room contains a king-size bed and a fireplace. A full cooked-to-order country breakfast is served. more...

  • Charleston House Bed & Breakfast, The (circa 1835)
    21 Pleasant Street • Woodstock, VT 05091
    802-457-3843
    Furnished with antiques, this Greek Revival-style house offers nine guest rooms with private baths. Some contain fireplaces and Jacuzzis. Candlelit breakfasts and late afternoon refreshments are served at the Charleston House Bed & Breakfast. Wireless Internet is available. more...  map

  • Deer Brook Inn (circa 1820)
    535 Woodstock Road • Woodstock, VT 05091
    802-672-3713
    This historic farmhouse surrounded by spacious lawns and gardens offers intimate accommodations with five guestrooms that all have antiques, fine linens, full private baths and Internet access. A three-course candlelit breakfast prepared using local ingredients is served in the dining room or outside on the stone patio. more...  map

  • Farmhouse Inn at Robinson Farm
    543 Woodstock Road • Woodstock, VT 05091
    Located 6 Miles West of Woodstock on Route 4
    802-672-5433
    Fronting the Ottauquechee River, this 13-acre homestead is listed on the Vermont Register of Historic Places. The historic 20-room, over 100 year old Robinson Farmhouse features accommodations on the second and third floors that come complete with private baths, allergy-free feather pillows and comforters, Turkish cotton towels, alarm clocks, heating and air conditioning with in-room controls, and high-quality bath and shower products that are blended with essential oils. more...  map

  • Grist Mill House Bed & Breakfast (circa 1779)
    Route 106 South • Woodstock, VT 05071
    Located in South Woodstock
    802-457-3326
    Built to grind grain for local settlers, the Grist Mill House is an intimate lodging establishment that is listed on the National Register of Historic Places. Three guest rooms share a very large bathroom with a skylight, slate floor, deep, old-fashioned tub, and a separate shower. Enjoy breakfast selections prepared fresh in the country kitchen with local ingredients. more...  map

  • Inn at Clearwater Pond
    984 Quechee-Hartland Road • Quechee, VT 05059
    802-295-0606
    Inn at Clearwater Pond is a beautiful gentleman's farm and inn catering to the discerning traveler and family visits. Available accommodations include two guest rooms, two suites and a cottage. All feature large private baths, cable television, wireless Internet access and more. Amenities include a breakfast each morning, swimming pool, fitness center, and a game room. more...  map

  • Jackson House Inn & Restaurant, The (circa 1890)
    114-3 Senior Lane • Woodstock, VT 05091
    802-457-2065
    Named one of the "World's Best Places to Stay" by Condé Nast Traveler, this AAA Four-Diamond Woodstock, Vermont Inn is located on three and a half-acres of landscaped gardens with a private pond. A Victorian mansion, the Jackson House is listed on the National Register of Historic Places. 15 luxurious guest rooms and suites, a full gourmet breakfast, and evening wine, beer, or champagne are offered. more...

  • Juniper Hill Inn Bed & Breakfast (circa 1902)
    153 Pembroke Road • Windsor, VT 05089
    Less Than 15 Miles South-Southeast of Woodstock
    802-674-5273, 800-359-2541
    Juniper Hill Inn is a historic restored 28-room Vermont bed and breakfast that listed on the National Register of Historic Places. Situated in Windsor, a village sitting on the banks of the Connecticut River, Juniper Hill Inn is just a short drive from Woodstock, Dartmouth College in Hanover, New Hampshire, Quechee Gorge, Okemo Ski Resort, Ascutney Mountain and Lake Runnemede. The 16 guest rooms are individually decorated with period wallpapers, four-poster or canopy beds, and antiques. Many of the rooms offer working fireplaces, private balconies, and antique, claw-footed soaking tubs. Its on-site gourmet eatery, Madelyn’s Restaurant, is well-known for its upscale cuisine, prepared using only the freshest New England ingredients. Juniper Hill Inn is a perfect spot for an intimate wedding. more...  map

  • Kedron Valley Inn, The (circa early 1800's)
    Route 106; P.O. Box 145 • Woodstock, VT 05071
    802-457-1473
    One of Vermont's oldest inns, the Kedron Valley Inn has been welcoming guests to South Woodstock for more than 185 years. Located five miles south of Woodstock in the foothills of the Green Mountains, the Inn offers 27 rooms and a cottage, all with private baths. Several rooms have private decks or terraces, fireplaces or wood-burning stoves, and Jacuzzis. A full breakfast is served. A pub-style restaurant, tavern, and a two-acre spring-fed pond are also on the property. more...

  • Lincoln Inn at the Covered Bridge, The
    530 Woodstock Road • Woodstock, VT 05091
    Located on Route 4 West
    802-457-3312
    A lovingly restored Victorian farmhouse, the Lincoln Inn at the Covered Bridge offers six second-floor guest rooms, each with a private bath. A hearty country breakfast is included in your stay. Mangowood Restaurant is usually open to the public Tuesday through Saturday evenings from 6:00 p.m. to 9:00 p.m. more...

  • Maple Leaf Inn, The
    5890 Vermont Route 12; P.O. Box 273 • Barnard, VT 05031
    802-234-5342
    Situated on 16 acres filled with maple and birch trees, this AAA Four-Diamond Victorian-style farmhouse offers seven guestrooms with private baths and individually controlled air-conditioning and heating. A homemade breakfast is included with your stay at the intimate Maple Leaf Inn. more...

  • October Country Inn Bed & Breakfast
    362 Upper Road; P.O. Box 66 • Bridgewater Corners, VT 05035
    802-672-3412, 800-648-8421
    October Country Inn Bed & Breakfast is a Select Registry New England property found between Killington and Woodstock, Vermont. Most of the 10 guest accommodations of this country bed & breakfast inn feature the original farmhouse wide-plank pine floors. A full hearty country breakfast, served family-style, is offered. more...  map

  • Pond House, The
    Shattuck Hill Road • Brownsville, VT 05089
    Located 13 Miles South of Woodstock
    802-484-0011
    Situated in the heart of Vermont horse country on 10 stone-walled acres, the Pond House's three guest accommodations have private baths. Wireless internet and i-Pod docks in all rooms. Stabling available for guests horses and chlorine free swimming. A full or buffet breakfast is served. Enjoy Northern Italian cuisine, including hand-cut fresh pastas, for dinner at the Pond House. more...

  • Village Inn of Woodstock Bed & Breakfast, The (circa 1899)
    41 Pleasant Street • Woodstock, VT 05091
    802-457-1255
    Near many art galleries, stores and dining establishments, this Victorian bed & breakfast offers seven romantic guest rooms and a two-room suite, all with elegant period antiques, private bathrooms, extended cable television, luxurious linens, Gilchrist & Soames bath products and wireless Internet access. Some guest accommodations have spa tubs and fireplaces. A three-course gourmet breakfast is served between 8:00 a.m. and 9:30 a.m. more...  map

  • Woodbridge Inn, The (circa 1870)
    546 Woodstock Road • Woodstock, VT 05091
    802-672-1800
    Included in the "Official Guide to American Historic Inns," the Victorian Woodbridge Inn is set atop the banks of the historic Ottauquechee River and surrounded by the beautiful Green Mountains, near the historic "Marketplace at the Bridgewater Mill." Choose from six guestrooms. A full country-style breakfast is served. more...  map

  • Woodstocker Inn Bed & Breakfast, The
    61 River Street • Woodstock, VT 05091
    Located on the North Side of Route 4
    802-457-3896
    This green boutique inn offers nine comfortable air-conditioned accommodations that come complete with organic duvets, flat-screen TVs, private baths, organic soaps, Turkish cotton towels, wireless Internet access, hairdryers, fresh flowers and more. A bountiful breakfast prepared using organic ingredients is served and a 24-hour guest refreshment station is available. more...  map

Bed & Breakfast Guides and Directories

  • BedandBreakfast.com
    is a leading directory of bed and breakfasts, inns, and boutique lodgings throughout Woodstock and neighboring Vermont towns. Shop, compare, and book from their large selection of Woodstock B&B properties with many exclusive deals offered. Gift certificates are also available. BedandBreakfast.com has nearly 7,000 property listings throughout the United States with 50,000 reviews, 80,000 property photos, and interactive maps.

Condos & Vacation Rentals

  •   Woodstock, VT,Vacation Rentals By Owner on VRBO® Woodstock, VT,Vacation Rentals By Owner on VRBO®
    Renting a private vacation home offers the affordability, exceptional value, and personal attention that you deserve. Most private vacation homes offer considerably more space than you will find in the typical hotel room often at a reduced cost. Now, families can vacation together and still have room to breathe. View their list of vacation rentals now...

  •   HomeAway Vacation Rentals in Woodstock, VT HomeAway Vacation Rentals in Woodstock, VT
    Forget ordinary hotel rooms! Finding the perfect vacation getaway in Woodstock, VT is easy on HomeAway.com. Choose from 75,000 homes, condos, guesthouses, cottages, and cabins worldwide, and inquire directly with property owners through the site. HomeAway.com vacation rentals offer a unique local experience, often less expensive and more spacious than hotel rooms.

  •   Rentalo.com Rentalo.com
    saves you time! Click to inquire & compare offers from Vacation Rentals, Hotels, and Bed & Breakfasts in Woodstock, VT. Find the best deals on short term accommodations using this award-winning, traveler-tested website. Browse our extensive inventory offering leisure and business travelers a wide variety of lodging options; from a budget studio to a luxury villa on a private island, from a small boutique hotel or bed and breakfast to a 5 star resort. Find the perfect place to stay for every occasion including family vacations, romantic getaways, business trips, ski, beach or golf vacations.

  • Woodstock, VT Vacation Rentals by AlwaysOnVacation.com
    Find the perfect vacation rental to match your budget without compromising on luxury and comfort. Search from a wide selection of vacation homes, villas, condos and other property types. Browse photos, rates, availability and book properties directly from owner in Woodstock and surrounding areas.

  • Woodstock, VT, Vacation Rentals on Vacation Rentals.com Woodstock, VT, Vacation Rentals on Vacation Rentals.com
    Are you still making hotel reservations? At VacationRentals.com, customize your next vacation and take advantage of off-season discounts, last minute deals, and freebies! No matter what destination or property type or number of bedrooms you’re looking for, you can find an affordable vacation rental that will suit the needs of you and your fellow travelers. So, what are you waiting for? No matter how tight your budget, you can book your dream vacation on VacationRentals.com today!

  • Lakeshore House
    North Road • Barnard, VT 05091
    802-234-5547
    Situated at the western end of Silver Lake, this beautifully restored 18th century house features two fully furnished two-bedroom apartments that are available to rent on a weekly basis. more...

Motels/Hotels

  • Braeside Motel, The
    432 Woodstock Road • Woodstock, VT 05091
    802-457-1366
    One mile from Woodstock's historic downtown, the affordable Braeside Motel offers 12 rooms with full or queen-size beds, private entrances, air conditioning, refrigerators and full baths. This property does have an in-ground pool. more...

  • Farmbrook Motel
    706 Route 100 A • Plymouth, VT 05056
    802-672-3621
    A romantic Vermont motel near the historic Coolidge Homestead and Woodstock, Vermont's fine restaurants, antique shops and galleries, Farmbrook Motel offers 12 comfortable, individually decorated rooms with private baths, air conditioning, color TV and individual heat. Some rooms have balconies and there are two kitchenette units. Farmbrook Motel is open from Memorial Day weekend through October. more...

  • Ottauquechee Motor Lodge, The
    529 Woodstock Road (Route 4) • Woodstock, VT 05091
    802-672-3404
    Located on the Ottauquechee River, four miles from Woodstock, the Ottauquechee Motor Lodge's rooms come standard with king-size or double beds, cable TV, air conditioning, private baths, coffeemakers, phones and refrigerators. more...

  • Pond Ridge Motel, The
    506 Route 4 West • Woodstock, VT 05091
    802-457-1667
    Set on six acres with private frontage on the beautiful Ottauquechee River, the family-operated Pond Ridge Motel offers motel rooms and housekeeping units. more...

  • Shire Riverview Motel, The
    46 Pleasant Street • Woodstock, VT 05091
    802-457-2211
    Overlooking the Ottaquechee River, Marsh-Billings-Rockefeller National Park and rolling hills, the Shire has 42 immaculate New England-style rooms and suites with full baths, individual air conditioning and heating, voicemail and data ports. Some come complete with fireplaces, refrigerators, and Jacuzzis. more...  map

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