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Check prices for these dates

Next weekend
14 Rab. I - 16 Rab. I
In two weeks
21 Rab. I - 23 Rab. I
In one month
4 Rab. II - 6 Rab. II
In two months
2 Jum. I - 4 Jum. I

Compare 4 Motels in Winchester with updated reviews, rates, and availability.

Great Wolf Lodge Boston / Fitchburg, MA
4 indoor pools, seasonal outdoor pool, cabanas (surcharge)

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.4 out of 10, Very Good, (907)
"Very kid friendly .water areas are safe and supervised."
The price is SAR 671
SAR 894 total
includes taxes & fees
19 Mar - 20 Mar
Great Wolf Lodge Boston / Fitchburg, MA
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.6 out of 10, Excellent, (1009)
"Very clean and staff very quick and respectful. "
The price is SAR 525
SAR 586 total
includes taxes & fees
9 Mar - 10 Mar
The Colonial Hotel
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (426)
"Tradition ski inn with great common areas. "
The price is SAR 402
SAR 487 total
includes taxes & fees
1 Apr - 2 Apr
Mountaineer Inn
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1008)
"Great service and very clean."
The price is SAR 461
SAR 515 total
includes taxes & fees
1 Apr - 2 Apr
Comfort Inn & Suites
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1003)
"It was nice and quiet!"
The price is SAR 409
SAR 450 total
includes taxes & fees
9 Mar - 10 Mar
Colonial Motel And Spa
Doubletree by Hilton Hotel Leominster
Reception

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1003)
"Decent stay, would stay again"
The price is SAR 561
SAR 627 total
includes taxes & fees
23 Mar - 24 Mar
Doubletree by Hilton Hotel Leominster
Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (186)
"Outdoor pool was great !"
The price is SAR 953
SAR 1,140 total
includes taxes & fees
1 Apr - 2 Apr
Mount Snow Grand Summit Resort
The Black Bear Lodge at Stratton Mountain Resort
Indoor spa tub

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (894)
"I have stayed here a few times. A few notes that drove my rating: - I love having hot/cold breakfast free on-site. - We tried the on-site restaurant for dinner and it was good and reasonably priced. Nice to not have to walk to the Village (where some of the food is not so great and overpriced) on a cold night. - The person who checked us in was a bit rude. I have never experienced that before at the Black Bear. - The fireplace was not working - I am sure not their fault but I did miss that. -...
The price is SAR 535
SAR 647 total
includes taxes & fees
6 Apr - 7 Apr
The Black Bear Lodge at Stratton Mountain Resort
Howard Johnson by Wyndham Amherst Hadley
Property amenity

Howard Johnson by Wyndham Amherst Hadley

2.0 star property
7.2 out of 10, Good, (1005)
"Howard Johnson's is a reliable place to stay when I visit Amherst. It's clean, comfortable, affordable and conveniently located. Nothing posh or fancy about it, but it serves its purpose well. Mini fridge in room is a nice plus. Would be nice if they had in-room microwaves."
The price is SAR 376
SAR 420 total
includes taxes & fees
19 Mar - 20 Mar
Howard Johnson by Wyndham Amherst Hadley
Hampton Inn Brattleboro
Lobby

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (802)
"Stuff was very nice!"
The price is SAR 379
SAR 417 total
includes taxes & fees
12 Mar - 13 Mar
Hampton Inn Brattleboro
Comfort Inn & Suites Brattleboro I-91
Lobby

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (599)
"Everything was good but I would have liked the water to be hotter in the shower."
The price is SAR 409
SAR 450 total
includes taxes & fees
9 Mar - 10 Mar
Comfort Inn & Suites Brattleboro I-91
The Ellery
Lobby

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (621)
"The place is attractive and comfortable. It's in a location convenient for restaurants and Smith College and they offer a good selection for breakfast."
The price is SAR 484
SAR 540 total
includes taxes & fees
17 Mar - 18 Mar
The Ellery
Motel 6 Leominster, MA
Lobby

Motel 6 Leominster, MA

2.0 star property
7.8 out of 10, Good, (1009)
"I was very comfortable staying by myself. The place is well lit and clean. I would definitely recommend "
The price is SAR 354
SAR 403 total
includes taxes & fees
17 Mar - 18 Mar
Motel 6 Leominster, MA
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1002)
" Great property, great staff and management, affordable and clean!"
The price is SAR 344
SAR 375 total
includes taxes & fees
10 Mar - 11 Mar
The Putney Inn
Homewood Suites by Hilton Hadley Amherst
Terrace/patio

Homewood Suites by Hilton Hadley Amherst

3.0 star property
9.4 out of 10, Exceptional, (625)
"Nice location. Clean room "
The price is SAR 571
SAR 637 total
includes taxes & fees
19 Mar - 20 Mar
Homewood Suites by Hilton Hadley Amherst
Quality Inn & Suites Northampton - Amherst
Deluxe Room, 2 Queen Beds, Non Smoking | Desk, iron/ironing board, cribs/infant beds, rollaway beds

Quality Inn & Suites Northampton - Amherst

2.5 star property
7.2 out of 10, Good, (1003)
"Some of the sidewalks were crumbling. The shower head only had one spray, a strong, narrow blast. The desk attendant was very pleasant, and the breakfast was very nice."
The price is SAR 411
SAR 459 total
includes taxes & fees
19 Mar - 20 Mar
Quality Inn & Suites Northampton - Amherst
Big Bears Lodge
Outdoor spa tub

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (179)
"Outdoor hot tub!"
The price is SAR 625
SAR 688 total
includes taxes & fees
20 Mar - 21 Mar
Big Bears Lodge
Latchis Hotel
Interior

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (717)
"Was neat, clean and comfortable. While there were more historic amenities that remained in place and made it unique, there were still several current amenities as well including a fridge, microwave and plenty of outlets including usb outlets. The location was close to restaurants and things to see and do. The only downside I had read about in a previous review is the road traffic when facing the mountain/street is more than I expected over night. Everything else was great….even enjoyed a show in...
The price is SAR 473
SAR 520 total
includes taxes & fees
18 Mar - 19 Mar
Latchis Hotel
Inn on Boltwood
Balcony

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (633)
"Great"
The price is SAR 634
SAR 709 total
includes taxes & fees
10 Mar - 11 Mar
Inn on Boltwood
Fairfield Inn & Suites Springfield Northampton/Amherst
Exterior

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (932)
"Perfect place for an overnight business stay. Staff was wonderful, the room was nice, clean and quiet."
The price is SAR 476
SAR 532 total
includes taxes & fees
23 Mar - 24 Mar
Fairfield Inn & Suites Springfield Northampton/Amherst
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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Other property types in Winchester

Secluded Lakefront Vacation Home
Smart TV, fireplace, books, printers

Secluded Lakefront Vacation Home

9.8 out of 10, Exceptional, (69)
"Once again I was placed into a state of memories starting from childhood when I used to swim in Lake Sunshine(now lake Contoocook! The scenery is mesmerizing and I love staring at the trees and lake which takes me back to days of freedom and wonderment. The sunrises are spectacular and make me begin a new day with energy and hope for this unsettled world."
Secluded Lakefront Vacation Home
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Outdoor dining

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (46)
"The cabin is cozy and sweet- we have a dog and small family and wanted to ski at Mt Snow. Cabin is short 20 minute drive to ski. Super cute town of Wilmington just a few minutes away. Go to Dots or Alpen Glow! Shaws grocery 2 minutes away. House has Pottery Barn vibes. Decent sized kitchen sitting and dining area. 2Bedroom 2 bath. This is not a house for a large crew but for a family getaway it was perfect. Street is quiet and residential. Neighbors seem really friendly. We would love to come...
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Cozy 2-bedroom Unit with private backyard
Fridge, microwave, oven, stovetop

Cozy 2-bedroom Unit with private backyard

10.0 out of 10, Exceptional, (21)
"Small but very clean and had everything we needed for our stay "
Cozy 2-bedroom Unit with private backyard
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.

Frequently asked questions

What can I expect from a motel trip to Winchester?
If you’re having trouble locating a motel in Winchester, let us help you find a motel or similar property from over 376 accommodations in the larger area. Simply filter using our search tools by nightly room rate or cost-effective amenities such as free parking and free airport transportation.
What are motels like?
Motels often have free parking, and many also feature an outdoor pool. Often one or two stories tall, motels usually have exterior corridors overlooking the parking lot or an outdoor pool. In the U.S., motels became more commonplace after World War II with the popularity of car travel and road trips, peaking in the 1960s with over 60,000 properties.
What are the best motels in Winchester?
Here you’ll find some of our customers’ top motels in the larger area. Colonial Motel And Spa is located 11.5 mi (18.5 km) from the heart of Winchester. Enjoy access to the 2 indoor pools, and freebies including WiFi and parking. The Putney Inn: A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Central Winchester is 14.9 mi (23.9 km) away. Travelodge by Wyndham Brattleboro VT: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 11.8 mi (19 km) from the heart of Winchester. Econo Lodge Brattleboro: Central Winchester is 10.3 mi (16.5 km) away. A seasonal outdoor pool along with freebies like breakfast, WiFi, and parking are available during your stay.
What things can I to do in Winchester?
Those who’ve visited Winchester like the lakeside. As you’re sightseeing around the area, be sure to enjoy all there is to see and do. These are some of the parks and outdoorsy places: Barden State Wildlife Management Area, Rhododendron State Park, and Ashuelot River. You’ll find these family-friendly sights in the area: Northern Illusion, Brattleboro Bowl, and Scott Farm Orchard. During your trip, here are some other places to visit: Bennett Gorge, Pisgah State Park, and Richmond Town Hall.
What's the weather like in Winchester?
Weather can make or break a roadtrip, so here’s some data about year-round temperatures in Winchester to help you plan yours: The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.