A red barn with a white fence in a green field with a white RV parked in front.

Book Readsboro Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Readsboro bed & breakfast

A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

1. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (442 reviews)
"Location and Friendly staff"
United States
David
$191 nightly
The price is $210
Oct 22 - Oct 23
Total with taxes and fees
The Nutmeg
A large white building with a stone wall and a lawn covered in fallen leaves.

2. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (359 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
$158 nightly
The price is $173
Sep 23 - Sep 24
Total with taxes and fees
Colonel Williams Inn
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

3. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (207 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
$236 nightly
The price is $259
Sep 28 - Sep 29
Total with taxes and fees
The Wilmington Inn
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

4. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (217 reviews)
"Welcoming host with great customer service"
United States
Alfred
$173 nightly
The price is $190
Sep 23 - Sep 24
Total with taxes and fees
Big Bears Lodge
A room with wooden paneling, a piano, a chair, and a door leading to another room.

5. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (134 reviews)
"Probably the best and most romantic place in Bennington"
United States
Jorge
$217 nightly
The price is $237
Sep 24 - Sep 25
Total with taxes and fees
South Shire

6. Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
Rowe
10.0 out of 10, Exceptional, (2 reviews)
"The piano, large spaces, and fireplace were all much appreciated."
United States
Benjamin B.
$150 nightly
The price is $151
Sep 23 - Sep 24
Total with taxes and fees
Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

7. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (157 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
$181 nightly
The price is $202
Sep 28 - Sep 29
Total with taxes and fees
The Trail in Adams - Berkshires’ Art Hotel
A bedroom with a bed, a dresser, a television, and an air conditioning unit.

8. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
$133 nightly
The price is $147
Oct 22 - Oct 23
Total with taxes and fees
Doveberry Inn
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

9. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (56 reviews)
"Nice place for a weekend away."
United States
Gregory
$233 nightly
The price is $246
Sep 24 - Sep 25
Total with taxes and fees
Harbour House Inn
A blue house with a porch, a sign reading "The One Cat", and a garden with various plants and flowers.

10. The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.8 out of 10, Exceptional, (81 reviews)
"Breakfast was fantastic Did not need any shops Hosts were super friendly We enjoyed our short stay"
United States
marjie
$300 nightly
The price is $330
Sep 25 - Sep 26
Total with taxes and fees
The One Cat B&B
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

11. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (133 reviews)
"We returned to this place on a quick 2-day/last minute get away. Owner is new from last time. Nice people; helpful and made a very good breakfast. Only issue we really had was the plumbing. Our room had some kind of venting issue with the sink/toilet/shower. Toilet bubbled and would go down at times; sink would go slow/stop at times; shower also stopped up and went down very slow. Told the owner about it and hopefully they can get it fixed. But overall, pleasant stay."
United States
Andrew
$131 nightly
The price is $144
Sep 29 - Sep 30
Total with taxes and fees
Deerfield Valley Inn
A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

12. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (55 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
$141 nightly
The price is $154
Sep 29 - Sep 30
Total with taxes and fees
Four Columns Inn

13. Cozy Retreat in historic Farmhouse - Tranquility Room

Cozy Retreat in historic Farmhouse - Tranquility Room
Rowe
$150 nightly
The price is $151
Sep 23 - Sep 24
Total with taxes and fees
Cozy Retreat in historic Farmhouse - Tranquility Room
A table with various food items and a bottle of wine, overlooking a lush garden.

14. Private bedroom in the Green River Bridge Inn. A full breakfast is included.

Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Guilford
$315 nightly
The price is $353
Sep 29 - Sep 30
Total with taxes and fees
Private bedroom in the Green River Bridge Inn. A full breakfast is included.

15. Cozy Farmhouse Retreat - Ram Dass Room

Cozy Farmhouse Retreat - Ram Dass Room
Rowe
$110 nightly
The price is $111
Sep 23 - Sep 24
Total with taxes and fees
Cozy Farmhouse Retreat - Ram Dass Room
A swimming pool with a view of a barn and mountains in the background.

16. Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (179 reviews)
"Our favorite place to stay!!"
United States
Jennifer
$505 nightly
The price is $551
Sep 23 - Sep 24
Total with taxes and fees
Hill Farm Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Readsboro Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Our third time there and the kids love it.. is quiet, love the pool and the kids love grilling food and sitting by the fire pit after."
Rosario 2-night trip
Posted 11 hours ago
Vacation Village in the Berkshires

Find out more about Readsboro

Readsboro B&B information

Number of reviews
2,024
Accommodation
35 B&B
Lowest Price
$111
Highest Price
$551

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Readsboro?
Prices for B&Bs in Readsboro often vary, but you can find a great deal from $111 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Readsboro B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Readsboro?
The best time to book a B&B in Readsboro is during the vibrant fall months, particularly in September and October. This period showcases the stunning autumn foliage that Vermont is renowned for, attracting travelers who appreciate breathtaking landscapes and outdoor activities. The crisp air and comfortable temperatures, which typically range from the low 40s to mid-60s Fahrenheit, create an inviting environment for hiking and exploring the picturesque surroundings.

As the leaves change color, visitors can enjoy the serene beauty of nearby trails and scenic drives, with the added bonus of fewer crowds compared to the summer peak. October, in particular, offers a charming atmosphere with harvest festivals and local events that highlight the region's rich culture and agricultural heritage.

For those looking for a more budget-friendly option, February presents a wonderful opportunity to experience the peaceful winter wonderland of Readsboro. While this month sees a dip in tourist activity, it also allows for a cozy retreat with opportunities for cross-country skiing and snowshoeing amidst a tranquil snowy landscape.
What is the difference between a Readsboro Bed and Breakfast and a hotel?
Every Readsboro B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Readsboro B&Bs.

Explore a world of travel with Expedia