Search Guest Houses in Benson

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Guest Houses in Benson

No exact matches found, but these alternatives could be just right

Recommended hotels in Benson

Ultimate relaxing vacation

Ultimate relaxing vacation

Orwell
9.8 out of 10, Exceptional, (214)
"Great stay! Right on the lake with a great dock to relax and enjoy the summer days."
United States
Harry S.
$160 nightly
The price is $179
Dec 3 - Dec 4
Total with taxes and fees
Ultimate relaxing vacation
Exterior
Super 8 by Wyndham Ticonderoga

Super 8 by Wyndham Ticonderoga

2.5 star property
Ticonderoga
8.0 out of 10, Very Good, (1001)
"Room was great staff nice gave suggestions where to eat. "
United States
Gary Julio
$76 nightly
The price is $85
Dec 2 - Dec 3
Total with taxes and fees
Super 8 by Wyndham Ticonderoga
Exterior
Middlebury Inn

Middlebury Inn

3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1014)
"Perfect New England Inn right in the heart of town."
United States
LaTascha
$125 nightly
The price is $138
Dec 2 - Dec 3
Total with taxes and fees
Middlebury Inn
Exterior
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 star property
Rutland
8.0 out of 10, Very Good, (1012)
"Clean, great steak house by the hotel"
United States
Caridad
$116 nightly
The price is $128
Dec 10 - Dec 11
Total with taxes and fees
Comfort Inn Rutland - Killington
Exterior
Hampton Inn Rutland

Hampton Inn Rutland

2.5 star property
Rutland
9.0 out of 10, Wonderful, (964)
"Very clean, good location, and super helpful staff!"
United States
Sheryl
$135 nightly
The price is $149
Dec 8 - Dec 9
Total with taxes and fees
Hampton Inn Rutland
Classic Room, 2 Queen Beds | Desk, iron/ironing board, free WiFi, bed sheets
Middlebury Sweets Motel

Middlebury Sweets Motel

2.5 star property
Middlebury
8.6 out of 10, Excellent, (388)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
$98 nightly
The price is $108
Dec 3 - Dec 4
Total with taxes and fees
Middlebury Sweets Motel
Exterior
Brandon Inn

Brandon Inn

3.0 star property
Brandon
8.8 out of 10, Excellent, (563)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
$112 nightly
The price is $124
Dec 2 - Dec 3
Total with taxes and fees
Brandon Inn
Front of property
Cortina Inn

Cortina Inn

3.0 star property
Rutland
6.6 out of 10, (645)
"location is excellent. As this is obviously an abandoned Holiday Inn, hopefully it is a renovation in progress."
United States
DICK
$99 nightly
The price is $109
Dec 2 - Dec 3
Total with taxes and fees
Cortina Inn
Exterior
Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites

2.5 star property
Ticonderoga
8.6 out of 10, Excellent, (750)
"The staff was nice and helpful. Hotel was clean and quiet."
United States
Jean
$119 nightly
The price is $134
Dec 19 - Dec 20
Total with taxes and fees
Best Western Plus Ticonderoga Inn & Suites
Standard Room, 1 Bedroom, Non Smoking (two full) | Free WiFi, bed sheets
Circle Court Motel

Circle Court Motel

2.5 star property
Ticonderoga
8.6 out of 10, Excellent, (366)
"Staff was very friendly and helpful. definitely will stay here again"
United States
Dawn
$89 nightly
The price is $101
Dec 2 - Dec 3
Total with taxes and fees
Circle Court Motel
Exterior
Courtyard Middlebury

Courtyard Middlebury

3.0 star property
Middlebury
8.8 out of 10, Excellent, (542)
"Great hotel, fairly centered , great staff!"
United States
Angelo
$118 nightly
The price is $130
Dec 7 - Dec 8
Total with taxes and fees
Courtyard Middlebury
Room, 1 King Bed, Non Smoking | Desk, blackout drapes, iron/ironing board, free cribs/infant beds
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
Rutland
6.4 out of 10, (1003)
"I would rate this place as a B hotel. The hotel is over priced. "
Canada
Brett
$118 nightly
The price is $130
Dec 3 - Dec 4
Total with taxes and fees
Days Inn by Wyndham Rutland/Killington Area
Lobby
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 star property
Rutland
8.8 out of 10, Excellent, (1001)
"Was very nice the staff especially Jesica in front desk Talk me about alls the restaurants around the area "
United States
SANTIAGO
$161 nightly
The price is $177
Dec 8 - Dec 9
Total with taxes and fees
Best Western Inn & Suites Rutland-Killington
Room, Lake View (Lodge) | Premium bedding, iron/ironing board, bed sheets
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 star property
Bomoseen
9.4 out of 10, Exceptional, (859)
"The Lodge was excellent from check in to check out. The staff at the Lodge was very friendly and answered our questions. The room was very clean and comfortable and the staff and the restaurant was excellent as well. Very helpful and accommodating. Definitely would stay here again and would recommend to family and friends."
United States
Pamela
$146 nightly
The price is $159
Dec 7 - Dec 8
Total with taxes and fees
Lake Bomoseen Lodge
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services
Trout House Village Resort

Trout House Village Resort

3.0 star property
Hague
9.8 out of 10, Exceptional, (18)
"Very friendly owner and beautiful views"
United States
Anthony
$189 nightly
The price is $210
Dec 2 - Dec 3
Total with taxes and fees
Trout House Village Resort
Exterior
Inn at Neshobe River

Inn at Neshobe River

3.0 star property
Brandon
9.4 out of 10, Exceptional, (16)
"Great little BAnd B just outside town. Shares property with a brewery and also offers a small food menu for dinner Fantastic view of the golf course 5 th hole Great hospitality and crazy good breakfast "
United States
Keith
$189 nightly
The price is $208
Dec 5 - Dec 6
Total with taxes and fees
Inn at Neshobe River
Private beach, beach volleyball, sailing, kayaking
Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center

3.0 star property
Silver Bay
8.8 out of 10, Excellent, (136)
"Awesome place"
United States
Kevin
$109 nightly
The price is $121
Jan 1 - Jan 2, 2026
Total with taxes and fees
Silver Bay YMCA Inn and Conference Center
Property grounds
Swift House Inn

Swift House Inn

3.0 star property
Middlebury
9.4 out of 10, Exceptional, (321)
"Great place!! Excellent breakfast. Great restaurant with Friendly staff.Quaint Vermont Inn with nice rooms. "
United States
Doug
$199 nightly
The price is $219
Dec 2 - Dec 3
Total with taxes and fees
Swift House Inn
Front of property
The Vermont Inn

The Vermont Inn

3.0 star property
Rutland
9.2 out of 10, Wonderful, (415)
"Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. "
United States
Jodie
$225 nightly
The price is $245
Dec 3 - Dec 4
Total with taxes and fees
The Vermont Inn
Fridge, microwave, oven, stovetop
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

2.0 star property
Mendon
9.8 out of 10, Exceptional, (11)
"Very clean, and just the perfect getaway. Private and quaint, but close enough to amenities. A very pleasant stay indeed."
United States
Linda B.
$383 nightly
The price is $429
Dec 2 - Dec 3
Total with taxes and fees
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
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

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Benson Hotel Reviews

Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"care"
Agnes 1-night trip
Posted 2 days ago
Courtyard Middlebury

Find out more about Benson

Benson Guest Houses information

Number of reviews
11,206
Accommodation
1 Guest Houses
Lowest Price
$85
Highest Price
$429

Frequently asked questions

What is the nightly rate for a guest house in Benson?
Rates for Benson guest houses vary, but travelers can find great-value prices from $85 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Benson guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Benson guest house and a B&B?
A guest house in Benson is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

Explore a world of travel with Expedia