Book Weston Bed & Breakfast

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Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Weston bed & breakfast

Lounge
Bromley View Inn

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (404)
"Clean and great location with fun lounge area."
United States
Marshall
$93 nightly
The price is $103
Dec 17 - Dec 18
Total with taxes and fees
Bromley View Inn
Porch
Harvest Barn Inn

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (244)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
$158 nightly
The price is $172
Jan 4 - Jan 5, 2026
Total with taxes and fees
Harvest Barn Inn
Garden
Four Columns Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (14)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
$145 nightly
The price is $158
Dec 16 - Dec 17
Total with taxes and fees
Four Columns Inn
Property grounds
The Inn at Manchester

The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (280)
"Great establishment "
United States
Brenda
$165 nightly
The price is $182
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Inn at Manchester
Mountain view
Windham Hill Inn

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (37)
"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "
United States
Brandon
$179 nightly
The price is $196
Jan 12 - Jan 13, 2026
Total with taxes and fees
Windham Hill Inn
Kayaking
Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (112)
"Lovely pleasant stay. "
United States
Heather
$179 nightly
The price is $197
Jan 4 - Jan 5, 2026
Total with taxes and fees
Blue Gentian Lodge at Magic Mountain
Front of property
The Inn at Ormsby Hill

The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (150)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
$185 nightly
The price is $204
Dec 17 - Dec 18
Total with taxes and fees
The Inn at Ormsby Hill
Front of property
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (107)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
$223 nightly
The price is $244
Jan 3 - Jan 4, 2026
Total with taxes and fees
Stone Hearth Inn and Eatery
Front of property
Hill Farm Inn

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (173)
"This Inn is spectacular! The rooms, grounds, decor, staff and restaurant all were the best for stops on our vacation."
United States
Kenneth
$395 nightly
The price is $431
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hill Farm Inn
Property grounds
Room 7 - family room sleeps 4

Room 7 - family room sleeps 4

Room 7 - family room sleeps 4
Manchester
10.0 out of 10, Exceptional, (1)
"Nice spot, good location. Towels could be better, but overall a great spot. "
United States
Kuan-Chung
$117 nightly
The price is $130
Dec 16 - Dec 17
Total with taxes and fees
Room 7 - family room sleeps 4
Terrace/patio
Room in Historic Inn! 20 Minutes to Okemo!

Room in Historic Inn! 20 Minutes to Okemo!

Room in Historic Inn! 20 Minutes to Okemo!
Chester Depot
9.2 out of 10, Wonderful, (18)
"The Chester Inn was beautiful and located in downtown Chester. "
United States
Peter C.
$171 nightly
The price is $192
Dec 16 - Dec 17
Total with taxes and fees
Room in Historic Inn! 20 Minutes to Okemo!
Front of property
Snowed Inn

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (372)
"The inn truly stands out for it's naturally beautifully decorated all bright wooden interior. Their recent breakfast area expansion is wonderfully bright and cheery, as are the hosts. Thank you and we are looking forward to seeing you again!"
United States
Bradford
$241 nightly
The price is $265
Dec 16 - Dec 17
Total with taxes and fees
Snowed Inn
Outdoor pool
Echo Lake Inn

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (98)
"Old fashioned inn with wonderful hosts."
United States
James
$268 nightly
The price is $293
Jan 5 - Jan 6, 2026
Total with taxes and fees
Echo Lake Inn
Dining
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Chester Depot
9.0 out of 10, Wonderful, (2)
"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "
United States
Jacque
$198 nightly
The price is $222
Jan 4 - Jan 5, 2026
Total with taxes and fees
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free WiFi
Deer Brook Inn

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
$273 nightly
The price is $301
Dec 16 - Dec 17
Total with taxes and fees
Deer Brook Inn
Property grounds
Zen 10, relax and retreat in the heart of Vermont

Zen 10, relax and retreat in the heart of Vermont

Zen 10, relax and retreat in the heart of Vermont
Manchester
10.0 out of 10, Exceptional, (1)
"Very nice and relaxing location"
United States
Jennifer C.
$117 nightly
The price is $130
Dec 16 - Dec 17
Total with taxes and fees
Zen 10, relax and retreat in the heart of Vermont
TV
Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
$117 nightly
The price is $130
Dec 16 - Dec 17
Total with taxes and fees
Alpine 5, cozy Vermont retreat
Interior
King & Queen Suite in Historic Inn Circa 1780

King & Queen Suite in Historic Inn Circa 1780

King & Queen Suite in Historic Inn Circa 1780
Chester Depot
9.8 out of 10, Exceptional, (16)
"Central for our needs. easy check in process. Lovely large room with comfy beds. "
United States
HIlary H.
$221 nightly
The price is $248
Dec 16 - Dec 17
Total with taxes and fees
King & Queen Suite in Historic Inn Circa 1780
1 bedroom, desk, iron/ironing board, free WiFi
Honeymoon Suite with Jacuzzi Tub in Historic Inn

Honeymoon Suite with Jacuzzi Tub in Historic Inn

Honeymoon Suite with Jacuzzi Tub in Historic Inn
Chester Depot
8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
United States
Sharon S.
$193 nightly
The price is $216
Dec 16 - Dec 17
Total with taxes and fees
Honeymoon Suite with Jacuzzi Tub in Historic Inn
1 bedroom, desk, iron/ironing board, travel crib
Oceans 8 minutes to Manchester Vermont

Oceans 8 minutes to Manchester Vermont

Oceans 8 minutes to Manchester Vermont
Manchester
$117 nightly
The price is $130
Dec 17 - Dec 18
Total with taxes and fees
Oceans 8 minutes to Manchester Vermont
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.
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Top Weston Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Yea"
Robert Miller 1-night trip
Posted 3 days ago
Pointe at Castle Hill Resort

Find out more about Weston

Weston B&B information

Number of reviews
1,928
Accommodation
38 B&B
Lowest Price
$103
Highest Price
$431

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Weston?
Prices for B&Bs in Weston often vary, but you can find a great deal from $103 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Weston 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 Bed and Breakfast in Weston?
The best time to book a B&B in Weston is during the enchanting fall months of September, when the region showcases its vibrant autumn colors in full glory. This time of year draws travelers who appreciate the serene beauty of nature, making it ideal for those seeking a peaceful retreat or leisurely outdoor activities such as hiking and wine tasting.

From July to September, Weston experiences its peak tourist season, with visitors flocking to enjoy the pleasant weather and local festivals. The warm days, often in the mid-70s to low 80s Fahrenheit, create a delightful atmosphere for exploring the charming downtown area, sampling local cuisine, and participating in various outdoor events. Wine enthusiasts will especially appreciate the harvest season, which brings the opportunity to tour vineyards and savor seasonal tastings.

If you're looking for a more budget-friendly option, consider visiting in February. During this quieter month, you can relish the tranquility of Weston without the crowds, allowing for a more intimate experience while enjoying the cozy charm of the town.
What is the difference between a Weston B&B and a hotel?
Every Weston 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 Weston B&Bs.

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