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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

Compare Lodges in Winchester with updated reviews, rates, and availability.

Great Wolf Lodge Boston / Fitchburg, MA
Exterior

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.4 out of 10, Very Good, (887)
"Fantastic "
The price is SAR 671
SAR 894 total
includes taxes & fees
4 Mar - 5 Mar
Great Wolf Lodge Boston / Fitchburg, MA
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (407)
"Food choice limited for continental breakfast. staff friendly. pool table had torn felt and 2 sets of balls."
The price is SAR 435
SAR 528 total
includes taxes & fees
3 Mar - 4 Mar
Mountaineer Inn
The Black Bear Lodge at Stratton Mountain Resort
Room

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (891)
"The place was very nice but a little dated"
The price is SAR 671
SAR 812 total
includes taxes & fees
6 Mar - 7 Mar
The Black Bear Lodge at Stratton Mountain Resort
Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.8 out of 10, Excellent, (179)
"Older, air drying in the locker rooms odd . Moisture. "
The price is SAR 1,050
SAR 1,257 total
includes taxes & fees
10 Mar - 11 Mar
Mount Snow Grand Summit Resort
The Colonial Hotel
Front of property

The Colonial Hotel

3.0 star property
8.6 out of 10, Excellent, (1000)
"Nice oka e always our go-to for volleyball tournament as it is not far from Game On athletic center "
The price is SAR 525
SAR 586 total
includes taxes & fees
23 Feb - 24 Feb
The Colonial Hotel
Doubletree by Hilton Hotel Leominster
Exterior

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1002)
"Great property overall! The breakfast buffet is so good! "
The price is SAR 492
SAR 550 total
includes taxes & fees
16 Feb - 17 Feb
Doubletree by Hilton Hotel Leominster
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1003)
"Great stop-over for northern Vermont skiing. Nice pool, friendly staff, and tasty breakfast :)"
The price is SAR 409
SAR 450 total
includes taxes & fees
13 Feb - 14 Feb
Colonial Motel And Spa
Big Bears Lodge
Front of property

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (169)
"very friendly"
The price is SAR 625
SAR 688 total
includes taxes & fees
23 Feb - 24 Feb
Big Bears Lodge
The Putney Inn
Front of property

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1001)
"Great hotel for the price. Nice and quiet. "
The price is SAR 333
SAR 363 total
includes taxes & fees
13 Feb - 14 Feb
The Putney Inn
Comfort Inn & Suites
Exterior

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Good for what we needed. "
The price is SAR 475
SAR 531 total
includes taxes & fees
16 Feb - 17 Feb
Comfort Inn & Suites
Comfort Inn & Suites Brattleboro I-91
Exterior

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (580)
"We stayed here twice this snow season, and both times, breakfast was delayed. The first time (Saturday), the cook was late, causing a 20-minute delay. The second time (also Saturday), the cook disappeared, and there was no hot food at all. We frequently stay at different Comfort Inns during our ski trips, and this is the ONLY one where we've encountered such issues with breakfast service. If you rely on a timely breakfast, especially for a busy morning, you may want to consider other options."
The price is SAR 388
SAR 427 total
includes taxes & fees
9 Mar - 10 Mar
Comfort Inn & Suites Brattleboro I-91
Hampton Inn Brattleboro
Breakfast area

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (1000)
"Check in staff were super helpful. We did not know the hot tub and pool were not open, which bummed us out. We loved that all the rooms were animal friendly. The cookies were also Faboo!"
The price is SAR 389
SAR 428 total
includes taxes & fees
10 Mar - 11 Mar
Hampton Inn Brattleboro
Chalet 239
Room

Chalet 239

2.0 star property
9.6 out of 10, Exceptional, (57)
"Great boutique hotel! Lots of carefully thought details for family stay! Would definitely rebook! "
The price is SAR 695
SAR 764 total
includes taxes & fees
25 Feb - 26 Feb
Chalet 239
Best Western Springfield Hotel
Exterior

Best Western Springfield Hotel

2.5 star property
8.8 out of 10, Excellent, (741)
"Very nice hotel, close to okemo. Nice breakfast! "
The price is SAR 604
SAR 659 total
includes taxes & fees
9 Mar - 10 Mar
Best Western Springfield Hotel
The Ellery
Exterior

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (597)
"The staff were informative, helpful and very friendly. The room was clean comfortable and quiet. The breakfast was great. "
The price is SAR 521
SAR 582 total
includes taxes & fees
13 Feb - 14 Feb
The Ellery
Fullerton Inn
Front of property - evening/night

Fullerton Inn

2.5 star property
8.0 out of 10, Very Good, (326)
"Nice place to stay. Very drivable to other areas. Only negative was our bed room 6 needs a new mattress. "
The price is SAR 484
SAR 527 total
includes taxes & fees
2 Mar - 3 Mar
Fullerton Inn
Austrian Haus Lodge
Exterior

Austrian Haus Lodge

2.5 star property
8.6 out of 10, Excellent, (48)
"Great stay weather caused slippery driveway "
Austrian Haus Lodge
Howard Johnson by Wyndham Amherst Hadley
Room

Howard Johnson by Wyndham Amherst Hadley

2.0 star property
7.2 out of 10, Good, (1002)
"Overall it was good customer service."
The price is SAR 357
SAR 399 total
includes taxes & fees
25 Feb - 26 Feb
Howard Johnson by Wyndham Amherst Hadley
Inn on Boltwood
Terrace/patio

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (627)
"We had a room with fireplace, and it was perfect for a snowy night."
The price is SAR 672
SAR 750 total
includes taxes & fees
13 Feb - 14 Feb
Inn on Boltwood
Motel 6 Leominster, MA
Property entrance

Motel 6 Leominster, MA

2.0 star property
7.8 out of 10, Good, (1003)
"The room gave us exactly what we needed. Warm, comfortable, quiet and plenty of space. "
The price is SAR 321
SAR 366 total
includes taxes & fees
25 Feb - 26 Feb
Motel 6 Leominster, MA
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

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
Winter wonderland!

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

9.8 out of 10, Exceptional, (113)
"Great place to stay with friends and family. Will be visiting again!"
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Plenty of private open space to explore with the whole family!

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

10.0 out of 10, Exceptional, (51)
"This place was just about perfect with excellent hosts that were easy to communicate to. My only ask would be to get shades to block the sun in the morning in the bedroom to the left of the upstairs bathroom. We did not use that bedroom because of this reason. That being said, we loved this place so much that we already booked again for next year. "
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Outdoor dining

Beautiful Adirondack Cabin with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (15)
"Host was incredibly friendly and accommodating and the cabin was nothing short of beautiful"
The price is SAR 634
SAR 1,111 total
includes taxes & fees
24 Feb - 25 Feb
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
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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