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4-star hotels in Woodstock
Four-star places to stay in Woodstock, Vermont: six in the village itself and two cabins across the line in Bridgewater. This shortlist is for couples, families and drivers who want the prettiest small town in America as a base — and who book months ahead for October.
Staying in Woodstock
Woodstock sits in the Ottauquechee River Valley of central Vermont and is frequently described as the prettiest small town in America. It is almost entirely preserved in its 19th-century form: no overhead utility wires, no commercial neon signs, no big-box retail, with an oval Village Green anchored by the white-picket Woodstock Inn & Resort and Federal and Greek Revival brick homes, covered timber bridges and working Jersey dairy farms around it.
The listed hotels are spread across that valley. Woodstock Inn & Resort is on the Green itself; The Village Inn of Woodstock, The Woodstocker B&B and The Jackson are a short walk from it on Pleasant Street, River St and Senior Lane; On The River Inn and Maple Leaf Inn sit out along West Woodstock Road and VT-12; and the two Bridgewater addresses are quieter, farm-and-cabin country. It suits couples and short-break visitors who want dinner and the Mount Tom trailheads within walking distance, and drivers who prefer space over the green.
The shortlist
Ranked by hotel class, then guest rating and number of reviews.
Maple Leaf Inn
5890 Vt 12 Woodstock Vt 05091 Usa, United States
Best for: Drivers · Breakfast
- Free car parking
- Breakfast
- Air conditioning
Why stay hereThis is the only hotel on the list with a guest rating, and it is high: 4.8 out of 5 across 29 reviews. Maple Leaf Inn sits on Vt 12 and gives guests free wifi and free parking, along with air conditioning, a library and breakfast. Rooms come with a bathrobe, hairdryer and toiletries. It suits travellers who want reliable, well-reviewed comfort and their own car.
See Maple Leaf InnWoodstock Inn & Resort
Fourteen The Green, Woodstock, United States
Why stay hereWoodstock Inn & Resort occupies a 4-star address on The Green, so the village's shops and historic centre are on your doorstep. It is a resort in name as well as scale, suited to guests who would rather stay in the middle of Woodstock than drive in from outside. Pick it if a full-service resort is what you are after.
See Woodstock Inn & ResortThe Village Inn of Woodstock
41 Pleasant Street, Woodstock, United States
Why stay hereThe Village Inn of Woodstock is a 4-star property on Pleasant Street, a residential side street a short step from the village centre. This is the choice for guests who want a small inn rather than a resort, and who value being able to walk out to Woodstock's Green and its surrounding streets without getting in the car.
See The Village Inn of WoodstockOn The River Inn
1653 West Woodstock Road, Woodstock, United States
Why stay hereOn The River Inn is a 4-star hotel on West Woodstock Road, outside the village core and toward the river. It suits travellers who prefer a quieter setting with room to breathe over an address right on the Green, and who do not mind being a short drive from Woodstock's centre.
See On The River InnThe Woodstocker B&B
61 River St, Woodstock, United States
Why stay hereThe Woodstocker B&B is a 4-star bed and breakfast on River St, close to the village centre and the water. It is designed for guests who want the B&B format, with a smaller scale and a personal feel, and who would rather stay in Woodstock itself than on one of the roads leading out of town.
See The Woodstocker B&BThe Jackson
43 Senior Lane, Woodstock, United States
Why stay hereThe Jackson is a 4-star hotel on Senior Lane. Its setting away from the village streets makes it a fit for travellers who want a calm base in the Woodstock area and plan to come and go by car. Choose it for a straightforward hotel stay rather than an inn or a bed and breakfast.
See The JacksonModern Luxury Farmhouse with a Jacuzzi Tub near Woodstock Vermont
3 Gold Coast Road, Bridgewater, United States
Why stay hereThis 4-star farmhouse stands on Gold Coast Road in Bridgewater, outside Woodstock, and comes with a Jacuzzi tub. It is a whole-property style stay for families or groups who want a self-contained base in the countryside and are happy to drive into Woodstock for its Green and village centre. The tub is the standout feature here.
See Modern Luxury Farmhouse with a Jacuzzi Tub near Woodstock VermontBroad Brook Cabin between Woodstock & Killington
19 Broad Brook Drive, Bridgewater, United States
Why stay hereBroad Brook Cabin is a 4-star property on Broad Brook Drive in Bridgewater, positioned between Woodstock and Killington. It suits guests who want a private cabin rather than a hotel room, and who plan to spend their days in the surrounding countryside and use the cabin as a quiet base for both Woodstock and Killington.
See Broad Brook Cabin between Woodstock & Killington
How to choose
For walkable stays
Woodstock Inn & Resort, The Village Inn of Woodstock, The Woodstocker B&B and The Jackson all have Woodstock addresses close to the Village Green, so dinner, the Norman Williams library and the Mount Tom trailheads are reachable without moving the car. This pocket is small and sells out first.
Woodstock Inn & Resort · The Village Inn of Woodstock · The Woodstocker B&B · The Jackson
For quieter, rural stays
Maple Leaf Inn, On The River Inn and the two Bridgewater properties — Modern Luxury Farmhouse with a Jacuzzi Tub near Woodstock Vermont and Broad Brook Cabin between Woodstock & Killington — sit outside the village core, trading the walkable green for quiet and farm views.
Maple Leaf Inn · On The River Inn · Modern Luxury Farmhouse with a Jacuzzi Tub near Woodstock Vermont · Broad Brook Cabin between Woodstock & Killington
For the top-rated pick
Maple Leaf Inn carries the only guest rating in this list, 4.8 out of 5 from 29 reviews, and pairs it with breakfast, free car parking and free wifi — useful when you are arriving by car and want the essentials settled before you unpack.
For business travellers
Maple Leaf Inn is the one listed hotel with a business center, alongside free internet access in the lounge, free wifi and non smoking rooms — the practical choice if you need to work between days in the valley.
Plan your stay
Getting there and around
Woodstock sits on US-4 in the Ottauquechee Valley, about 20 minutes west of I-91 and I-89 at White River Junction. The nearest airports are Lebanon, New Hampshire for regional flights and Burlington International (BTV) roughly two hours away, with Boston and Manchester also common arrival points; the Amtrak Vermonter stops at White River Junction, from where you will need a taxi or rental. A car is essential for anything beyond the village itself — the covered bridges, the outlying farms and Quechee Gorge all need wheels.
When to go
Central Vermont at Woodstock's elevation usually peaks in the first half of October, with the hills above the village turning a week or so before the valley floor. Book rooms for October months ahead, and expect US-4 and the back roads to be slow with leaf traffic on weekends. Winter is arguably the prettiest season, with snow on the greens and no leaf-season crush, and there is the week between Christmas and New Year to reserve for as well.
Things to do near Woodstock
Questions, answered
Which of these hotels is closest to the centre of Woodstock?
Woodstock Inn & Resort is on Fourteen The Green, right on the Village Green itself. The Village Inn of Woodstock, The Woodstocker B&B and The Jackson are also Woodstock addresses, while Maple Leaf Inn and On The River Inn sit further out and the two Bridgewater cabins are outside the village.
Do any of the listed hotels have parking?
Maple Leaf Inn is the one hotel in this list whose facilities include free car parking. Since a car is essential for anything beyond the village itself, that matters if you plan to drive out to the covered bridges, the farms or Quechee Gorge.
Which is the highest rated hotel here?
Maple Leaf Inn, rated 4.8 out of 5 from 29 reviews. The other listed properties do not carry a guest rating in this data, so this is the only score available to compare.
Where can I stay with a Jacuzzi tub?
Modern Luxury Farmhouse with a Jacuzzi Tub near Woodstock Vermont, at 3 Gold Coast Road in Bridgewater. It is one of the two Bridgewater addresses here, so it suits travellers with a car who prefer a rural setting to a room on the Village Green.
Which hotels serve breakfast?
Maple Leaf Inn lists breakfast among its facilities. No other hotel in this shortlist has breakfast listed, and the Woodstocker B&B's name is the only other indication of that kind in the data.
Are any of these hotels suitable for business travellers?
Maple Leaf Inn is the one with a business center, alongside free internet access in the lounge, free wifi, air conditioning and non smoking rooms — the practical option if you need to work during a stay in the valley.
When should I book a room in Woodstock?
Reserve months ahead for October and for the week between Christmas and New Year. The preservation that makes the village beautiful also caps how many rooms exist, and demand in foliage season and over holidays is relentless.
Can I see Woodstock without a car?
You can spend a whole weekend on foot inside the village: green, shops, restaurants, the national park and the Mount Tom trails all start within walking distance. But the covered bridges, the outlying farms and Quechee Gorge all need wheels.