Boutique Hotels in Woodstock

Located in Woodstock (West Woodstock), On The River Inn is within a 5-minute drive of Union Arena Community Center and Five Elm Arches. This family-friendly hotel is 13 mi (20.9 km) from Killington Resort and 1.2 mi (1.9 km) from Ottaquechee River. Enjoy a range of recreational amenities, including an indoor pool, a hot tub, and a sauna. Additional amenities at this hotel include complimentary wireless internet access, an arcade/game room, and a picnic area. Enjoy a satisfying meal at 506 Bistro and Lounge serving guests of On The River Inn. Quench your thirst with your favorite drink at the bar/lounge. Featured amenities include complimentary wired internet access, a 24-hour front desk, and a library. Planning an event in Woodstock? This hotel has 10000 square feet (929 square meters) of space consisting of a conference center and a meeting room. Free self parking is available onsite. Make yourself at home in one of the 45 individually decorated guestrooms, featuring microwaves and LCD televisions. Your pillowtop bed comes with premium bedding. Complimentary wired and wireless internet access keeps you connected, and cable programming provides entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers.

Falcon House is a 2+ bedroom, 2 bath architect designed chalet, accommodating 5 guests in comfort and spa-like style. Located beside a year round brook on 25 acres of private forested property with private hiking, single track biking & snow shoe trails. All just 2.5 miles (5 min) from Woodstock Village; you can easily bike to town on pretty country roads! Just 13 miles to Killington's Skyeship base (19 min).New >>Outdoor Finnish sauna ! This unique and beautiful Scandinavian style spa home is airy, spotlessly clean, peaceful and very comfortable. Locally owner managed and hosted, assuring you have a 5 star experience! Re-connect with nature as you explore the private hiking/snowshoe trails, Enjoy sun salutations on the yoga platform or refresh in the outdoor shower (seasonal). Return home to warm yourself by the fire, dine on the brookside deck and enjoy a wonderful meal prepared in the well equipped kitchen. Large windows all around bring the beauty of the Vermont's outdoors into the home. The house features 2 beautiful bedrooms: The lofted king master suite with en-suite bath on upper level and a queen bedroom on the main floor. Also a quiet den with a private and comfortable full sized futon and TV on the lower level . 2 full baths, one on the main floor plus the bath en-suite to the 2nd floor master. Fully equipped chef's kitchen with stainless steel appliances and a view to woodlands for the chef to enjoy. The living room has a cozy gas fireplace, flat-screen TV and lots of comfy seating and open floor plan. Dining table with seating for 6+, plus (seasonal) deck dining for 6.An elegant spiral staircase leads to the loft style master suite with custom made live edge cherry king bed and spa-like en-suite bath. The main floor bedroom has a pretty queen sleigh bed; main floor full bath is adjacent. Lower level den offers a very comfortable full size futon and TV, adding additional private sleeping for 1 or 2 and living space. Private deck with brook-side dining and BBQ. Wood burning fire-pit just off the deck, we supply your fire wood for and evening fire under the stars!Falcon house is meticulously maintained, fresh and spotlessly clean! The owner will personally and thoughtfully prepare the house for your stay.Owners/Hosts live locally and are available any time, while leaving you in privacy to enjoy the house.Ideal location just across historic Lincoln covered bridge! Falcon House sits on 20 wooded acres accessed by our private hiking/biking/ snowshoe trails, with a year round brook running right past the house. Located 2.5 miles (5 min by car) from lovely Woodstock Village and 15 minutes to Killington ski resort. Woodstock's bike route runs right in front of the house, just a few minutes pedal to the village, also a favorite running route. Follow Falcon House on Instagram & faceBook @Falconhousevt and @GrayBarnsVT for more photos, updates and just some fun.-House amenities include 2 flat screen TVs with Satellite and DVD players, fast Wifi & internet.-A full laundry area is available for guest use, brand new machines; lower level. -Private spa amenities include a yoga platform at the edge of the woods, outdoor shower (seasonal) and outdoor Finnish sauna. -Miles of forested trails to explore as a forest bathing experience, or a serene hike or snow shoe..-Plan your Vermont nature retreat! You could your day with a few sun salutations on the yoga platform or take a hike on your private woodland trails on the 60 acre private property. BBQ and dine on the deck then complete your day with an evening campfire by the brook or a relaxing sauna bath. We've provide bikes (4), yoga mats and outdoor seating for your convenience and enjoyment. Please also visit our other Woodstock VT vacation properties: Dana Road House Vrbo #223034 is a 3BR / 2BA for 6 guests, just 1.7 mi. to village and Vrbo# 2603052. Windfall at Quechee Lakes resort accommodates 4 guests.Explore beautiful Woodstock Vermont! Go skiing, biking, hiking, horseback riding or walk around the village and enjoy the fine shops and restaurants. Voted 'the prettiest town in Vermont' Woodstock is truly a special place. Visit Marsh-Billings National Park, shop and dine in beautiful Woodstock village or take a short drive to nearby Quechee to hike Quechee gorge, explore VINS raptor center or enjoy a great meal and glassblowing at Simon Pearce. And so much more! Please ask us about our online guest guide with our curated list of local favorites.Vermont rooms & Meals Tax license # MRT10094275001About pets:No pets allowed.No pets please.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.No smoking..About minBookingAge:Minimum age to rent: 29.About events:No events allowed.All events must be pre-approved by owner (Kat).

Our recently renovated1860’s farmhouse, on 95 acres abutting the banks of the Ottauquechee River, is 3 miles from historic Woodstock Village across the Lincoln Covered Bridge on a dead end dirt road. We have a small vineyard in the front field and it's a 2 minute saunter to our family's self-serve organic produce farm stand in the lower field. The vineyard produces organic method verjus. A five minute stroll across the covered bridge will bring you to The Lincoln Inn & Restaurant, considered a culinary destination. There are many excellent restaurants within easy driving distance: Simon Pearce, Cloudland Farm, Prince & Pauper, Woodstock Inn, Sante, Mangalista, 506 on the River, Worthy Kitchen, Melaza Bistro, Quechee Club, Kedron Inn, Barnard Inn and many more, including a cute little cocktail bar, Au Comptoire in downtown Woodstock.Woodstock Village provides great shopping, with spa and fitness options at the Woodstock Inn & Resort. Numerous outdoor activities nearby include walking, hiking, biking, tubing, swimming, kayaking, hunting, fishing, golfing, tennis, paddle and pickle ball, riding, skating, sledding, snowshoeing, snowmobiling, cross country and downhill skiing. The farmhouse is 20 minutes to the Killington Skyeship, 40 minutes to Okemo, and 15 minutes to Saskadena Six (formerly Suicide Six). A 10 minute drive to the Marsh-Billings-Rockefeller National Park provides trails for walking and cross country skiing, wagon and sleigh rides, as well as educational activities at the Billings Farm Museum (great for kids). There are multiple music and theater venues within easy driving distance, including Feast & Field in Barnard, Artistree in Pomfret, concerts on The Green and East End Park in Woodstock, Comedy in Bridgewater, Northern Stage in White River Jct, Lebanon Opera House and several theaters at HOP in Hanover, to name a few.Beer, spirits and wine lovers can explore the local craft breweries, distilleries, wineries and cider makers in the area: Long Trail Ale, Harpoon, Upper Pass, Vermont Spirits, Whistlepig, Silo, La Garagista, and Fable Farm Fermentory to list a few.Our farmhouse features a kitchen with updated appliances including a new double oven with a 5 burner stove top, original wide board floors, a two person soaking tub, an antique dining table that can expand from seating 4 to seating 8 or more, a sitting porch and fire pit overlooking the vineyard and several acres of field, perfect for star gazing. Guests may walk, snow shoe (we have 4 pair for your use), or cross country ski the fields and old logging roads up the hill, hunt the property during legal seasons, or tour the produce garden and explore or fish along the banks of the Ottauquechee River. The upstairs middle bedroom and bath each boast a slanted Vermont window (aka witch windows in folklore). The downstairs bedroom french doors open onto the lawn and provide vineyard views. We support solar panels in an array monthly through SunCommon to offset our carbon footprint; we use ecologically safe cleaning products and are always on the lookout for alternatives to single use containers such as laundry soap sheets vs large plastic tubs for detergent. We have a system set up for composting, recycling and separating food scraps from the landfill (per VT law). Please note: The farm and vineyard are worked by me and my family and occasionally we have outside assistance. There will be days when people will be in the vineyard, accessing the basement and the barn, to carry out tasks. Guests should consider this a "Farm Stay" and are welcome to learn about our operations and join in or just observe agricultural activities if desired. Classes in cooking with verjus and basic organic methods will be offered by appointment. Guests at the vineyard house are asked to be cautious when walking through the vineyard: uneven ground, rocks and holes, trellis wires and anchor wires extending from the trellis end posts are trip hazards. Wires are marked with bright yellow for safety, but walking in the vineyard after dusk is discouraged.If you wish to bring dogs to the property, you will need to bring a crate. Your pup must stay in the crate anytime you leave it alone in the house. If you take your pet outside, it is wise to keep them on a leash. In addition to the circumstance that people walk the road with their dogs, there are numerous temping scents to follow everywhere (hedgehogs, porcupines, skunks, raccoons, deer, moose and bear). Deer may be dropping fawns in spring. If dogs chase deer anytime of the year, the game warden may shoot the dog. Protect your wonderful pets and help them be less anxious by following these rules.About pets:Pets allowed: limit 2 total.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Pets must be crate trained and remain in crate anytime the owner leaves them unsupervised..Keep on a leash to protect your pet from wildlife encounters that may result in a visit to the vet.,Always keep pets off of furniture and beds..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski Area. This golf resort is 4.9 mi (7.8 km) from Sugarbush Farm and 7.1 mi (11.5 km) from Simon Pearce Mill. Relax at the full-service spa, where you can enjoy massages, body treatments, and facials. After practicing your swing on the golf course, you can dip into one of the 2 hot tubs. This resort also features complimentary wireless internet access, concierge services, and an arcade/game room. Enjoy American cuisine at Red Rooster Restaurant, one of the resort's 4 restaurants, or stay in and take advantage of the room service (during limited hours). Need to unwind? Take a break with a tasty beverage at one of the 2 bars/lounges. Full breakfasts are available daily from 7 AM to 10:30 AM for a fee. Featured amenities include a business center, dry cleaning/laundry services, and a 24-hour front desk. Free valet parking is available onsite. Make yourself at home in one of the 142 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers.

Welcome to one of Woodstock's most iconic houses — Where history, elegance, and nature meet.Step into a piece of cinematic and architectural history in this beautiful home—once the set of the classic film Dr. Cook’s Garden staring Bing Crosby and Blythe Danner (Gwyneth Paltrow's mom). This elegant, thoughtfully appointed home offers a truly unique Vermont experience. From its timeless design to its peaceful riverfront garden setting, every detail invites you to relax, explore, and immerse yourself in the rich heritage of one of Vermont’s most beloved towns.Spend quality time together enjoying the riverside fire pit, relaxing and dinning on the back porch overlooking the river, or playing corn hole or classic board games, and let the youngest guests explore the tiny fairy houses at the front of the home - magical little touches that spark imagination and smiles.This home spans over 5,000 square feet, but during your stay, you’ll enjoy exclusive access to a fully self-contained 3-bedroom, 2.5-bath portion of the property. This private space includes its own kitchen, laundry, living areas, and a separate entrance—everything you need for a comfortable and independent stay. The remaining portion of the home is securely closed off and unoccupied while guests are present. No shared spaces, no other occupants—just peace, privacy, and plenty of room to relax. The house is more house than most people need, so we’ve made sure you have exactly what you needHere, you’ll discover not just comfort, but a place where unforgettable memories are made!We offer convenient door codes for self-check-in, details will be provided 2 weeks (or less) prior to arrival by email and text message. Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 3pm check-in time on the day of your arrival, we are happy to offer an early arrival option. Late check-outs must be confirmed 2 day prior to the date of departure.Your comfort is my priority! I’m always here to help make your stay comfortable and memorable. Guests are welcome to contact me anytime between 8:00 AM and 8:00 PM, 7 days a week—you’ll receive my personal cell number before your arrival for easy communication.I always check in to ensure everything is going smoothly, but I also respect your privacy and space. Whether you’d like local recommendations, assistance during your stay, or simply peace and quiet, I’m happy to follow your lead.Prime Location:This home is ideally situated to make the most of everything Woodstock has to offer. A 5-minute walk over the iconic Middle Covered Bridge brings you to the village’s shops, restaurants, and the Woodstock Inn. Outdoor enthusiasts will love the proximity to the Billings Farm and Museum and Marsh-Billings-Rockefeller National Historical Park, both just steps away. Hiking trails up Mount Tom and through the Park begin right across the street.For winter sports lovers, the Saskadena Six ski area is just a 7-minute drive, while the Killington Skyeship Base Lodge is a quick 20-minute trip. Okemoand Pico ski areas are also within easy reach.House Rules: - Sadly, the stone fireplace cannot be used- Reservation holder must be minimum 25 years of age- Please report any damage incurred during your stay to us so we can fix it before our next guests- Check-in time is 3:00 p.m. Check-out time is 11:00 a.m.- This is a No Pets property- This is a No Smoking property- Please contact us for commercial photography and filming useTown of Woodstock registration #002018About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:The stone fireplace in the family room cannot be used for fire safety reasons (per chimney inspection) Please use the fire pit in the warm months!.Treat our home as you would treat your own home. If something breaks or there is damage, let us know so we can fix it before our next guests.,All guests must be counted in the reservation..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:Events allowed: weddings.Maximum event attendees: 99,Please contact us for information for weddings.

The kitchen is designed to cook meals and entertain guests in an ultra-cozy barn setting. The table seats 10, with 4 barstools surrounding the oversized island for friends who want to chat with the chef. With two large-screen TVs on the first floor, take a break from the kitchen party, you can sneak in a nap in front of a movie on the large sectional. Three bedrooms have queen-sized beds, plus we have a third-floor sleeping nest that offers four twin beds, and three full bathrooms.Step inside, and you'll find a stunning, ultra-cozy barn-style kitchen designed for making memories. Whether you're cooking up a feast or just sipping wine while someone else does the work, the oversized island (with 4 comfy barstools) makes the perfect gathering spot. The farmhouse table seats 10, making it easy to host lively dinners or intimate brunches. And when the kitchen party winds down, two large screen TVs on the first floor mean you can curl up on a sectional for a movie or sneak away for a power nap.With three queen bedrooms and a dreamy third-floor "sleeping nest" featuring four twin beds, there's plenty of space for everyone to unwind. Three full bathrooms mean no waiting in line for a morning shower, and if you need a quiet space to catch up on work, two of the bedrooms even have desks.Outside the magic continues. Cozy up around the firepit in Adirondack chairs, watch the snow fall, or cheer for your family as they zoom down our private sledding hill. In the warmer months, explore the nearby trails, sip coffee on the porch, or take a stroll to the Ranscom Tavern or General Store.If adventure is calling, you are just 30 minutes from Killington, Okemo, and Pico Mountains and only 10 minutes from Saskadena Six and Quechee Ski Areas. Whether you're here for skiing, leaf-peeping, or just slowing down, this home is the perfect place to make Vermont memories.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.