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Guesthouses in Woodstock You’ll Love

Top-Rated Woodstock Guesthouses for Every Budget and Style!

Looking for a guesthouse in Woodstock (Vermont)? Discover and compare a wide selection of cozy guesthouses, bed & breakfast and inns in Woodstock – perfect for solo travelers, couples, or families. Whether you’re planning a weekend getaway or an extended stay, you’ll find charming, affordable options starting at just $87.00 per night. From centrally located guesthouses near downtown to peaceful retreats close to the beach, explore accommodations that match your style and budget.

Easily browse photos, read guest reviews, and book the ideal guesthouse in Woodstock today.

We found 10 Guest-houses in Woodstock and the surrounding area (within 40 miles)

Sleep Woodstock Motel

Motel in Woodstock, Vermont , 4324 West Woodstock Road
This Vermont motel, located off Route 4, West Woodstock Road, is 8 minutes’ drive from Woodstock town center and just 15 minutes drive from the Skye...
  • Parking
  • Pets allowed

Fabulous 209 Reviews 9.0

from $112.20 Show details »

The Village Inn of Woodstock

B&B in Woodstock, Vermont , 41 Pleasant Street
Featuring mountain views, The Village Inn of Woodstock in Woodstock features accommodations and a bar.
  • Parking
  • Restaurant
  • Bar
  • Family rooms

Superb 145 Reviews 9.3

from $257.57 Show details »

The Woodstocker B&B

B&B in Woodstock, Vermont , 61 River Street
The Woodstocker B&B offers accommodations in Woodstock, 1.7 miles from Mount Tom and 20 miles from Gifford Woods State Park.
  • Parking
  • Breakfast in the room

Exceptional 10 Reviews 9.5

from $289.19 Show details »

Woodbridge Inn Bed & Breakfast

B&B in Woodstock, Vermont , 5763 West Woodstock Road
Offering mountain views, Woodbridge Inn Bed & Breakfast in Woodstock provides accommodations, a garden, barbecue facilities, and a shared lounge. 17 m...
  • Parking
  • Family rooms
  • Kid meals

Superb 88 Reviews 9.4

from $436.64 Show details »

The Vesper Woodstock

B&B in Woodstock, Vermont , 21 Pleasant Street
The Vesper Woodstock offers accommodations in Woodstock, 20 miles from Dartmouth College and 21 miles from Gifford Woods State Park.
  • Parking

Very good 194 Reviews 8.1

from $137.50 Show details »

Stay At Jimmys

B&B in Woodstock, Vermont , 45 Pleasant Street
Providing garden views, Stay At Jimmys in Woodstock provides accommodations and a garden.
  • Parking
  • Pets allowed

Superb 75 Reviews 9.4

from $218.90 Show details »

Kedron Valley Inn

Inn in Woodstock, Vermont , 4778 South Road
Located 23 miles from Killington Peak, Kedron Valley Inn offers 2-star accommodations in Woodstock and features a terrace, a restaurant and a bar.
  • Parking
  • Restaurant
  • Bar
  • Family rooms

Fabulous 29 Reviews 8.6

from $242.00 Show details »

506 On the River Inn Woodstock

Inn in Woodstock, Vermont , 1653 West Woodstock Road
Featuring rooms with panoramic river and garden views, 506 On the River Inn is located in Woodstock, Vermont.
  • Parking
  • Restaurant
  • Bar
  • Sauna
  • Fitness centre

Fabulous 334 Reviews 8.8

from $177.32 Show details »

The Quechee Inn at Marshland Farm

Inn in Quechee near Woodstock, Vermont , 1119 Quechee Main Street
The Quechee Inn at Marshland Farm offers accommodations in Quechee.
  • Parking
  • Restaurant
  • Bar
  • Family rooms
  • Kid meals

Very good 98 Reviews 8.4

from $140.80 Show details »

The Jackson

Inn in Woodstock, Vermont , 43 Senior Lane
Located in Woodstock, 21 miles from Killington Peak, The Jackson has accommodations with a garden, free private parking, a terrace and a bar.
  • Parking
  • Bar

Very good 81 Reviews 8.1

from $192.50 Show details »

Number of Guesthouses in Woodstock 10
Number of guest ratings 1,769
Average price per night $177.00
Lowest price per night $87,00
Highest price per night $436,64

Guesthouses in Woodstock (Vermont), small and cozy

Guesthouses are small, cozy accommodations that offer a more personal and authentic experience than larger hotels. Often family-owned and operated, guesthouses provide a home-away-from-home atmosphere for travelers seeking a warm and welcoming environment. Typically located in residential areas or rural settings, guesthouses offer a peaceful and relaxing escape from the hustle and bustle of the city. With a focus on personalized service and attention to detail, guests can expect comfortable rooms, authentic food, and insider tips on local attractions and activities. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, guesthouses in Woodstock offer a unique and memorable way to experience a new destination.

Find the best guesthouse in Woodstock for your needs

When looking for the best guesthouse for your next stay in Woodstock, there are a few key factors to consider. First and foremost, location is important - choose a guesthouse that is conveniently located to the attractions and activities that you want to experience. Next, read reviews from previous guests to get a sense of the guesthouse's quality, cleanliness, and hospitality. Look for guesthouses that have consistently positive reviews and a high rating. Additionally, consider the amenities offered, such as free Wi-Fi, breakfast, and on-site parking. Finally, don't forget to consider the price - guesthouses can vary widely in price, so be sure to choose one that fits within your budget. With these factors in mind, you can find the best guesthouse in Woodstock for your next vacation and enjoy a memorable and comfortable stay.


Accommodation data and pictures provided by Booking.com