A snow-covered town with a river running through it, surrounded by mountains and trees.

Find Winchester motels from $67

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Winchester motels

A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

1. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (698 reviews)
"I asked him on the front desk if I get a coffee machine but hi said no wen i order online they said breakfast is available but is not the guy in front desk was rude"
United States
Luis
$105 nightly
The price is $116
Nov 11 - Nov 12
Total with taxes and fees
Econo Lodge Brattleboro South
A cozy living room with a fireplace, a coffee station, and a view of the outside.

2. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.4 out of 10, (113 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
$95 nightly
The price is $105
Nov 5 - Nov 6
Total with taxes and fees
Colonial Motel
A reception area with a counter, a computer, and various informational posters on the wall.

3. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (843 reviews)
"If you are looking for a clean place to rest your head for the night this place is it!"
United States
Cara
$61 nightly
The price is $67
Nov 5 - Nov 6
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

4. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,000 reviews)
"Great location and wonderful staff! I love staying here every year!"
United States
Kristen
$91 nightly
The price is $100
Dec 5 - Dec 6
Total with taxes and fees
The Putney Inn
A modern outdoor lounge area with two lounge chairs and a wooden deck.

5. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (233 reviews)
"Love the Nordik style accommodations and very comfortable bed!"
United States
Debi
$144 nightly
The price is $157
Nov 5 - Nov 6
Total with taxes and fees
Otherland Hotel
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 Winchester Hotel Reviews

The Putney Inn

The Putney Inn

10/10 Excellent
"Quiet, clean, safe area. Good breakfast- fruit, yogurt, waffles plus all the usual cereal, toast etc."
Martha 1-night trip
Posted 18 hours ago
The Putney Inn

Find out more about Winchester

Winchester Motels information

Number of reviews
1,956
Accommodation
6 Motels
Lowest Price
$67
Highest Price
$157

Frequently asked questions

What is the nightly rate for a motel in Winchester?
You can find a great deal from $67 on Winchester motels with Expedia. Typically, prices are higher during popular times – like weekends and holidays – while staying midweek is often cheaper. To find the best nightly rates on Winchester motels, try to be flexible with travel dates, and sort search results by price from low to high.
Is it better to stay in a Winchester motel or hotel?
Motels and Hotels have different perks. When you stay at a motel, you're likely to find free parking and an outdoor pool. Staying overnight at a motel, can be handy when requiring easy road access. You'll often have access to your room from outside, and directly from the parking lot. Hotels generally have room access from inside the building. Motels are also often less expensive than hotels. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.

Explore a world of travel with Expedia