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Search Guest Houses in Winchester

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Compare 9 Guest Houses in Winchester with updated reviews, rates, and availability.

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (862)
"Impressed with water park and little stores like the magic quest. Arcade is SOOOO EXPENSIVE. should’ve just bought a $200 package when I got there."
The price is SAR 672
SAR 895 total
includes taxes & fees
12 Jan - 13 Jan
Great Wolf Lodge Boston / Fitchburg, MA

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (881)
"Wonderful Lodge style place. Rustic and humble but very well priced with standard amenties and great location"
The price is SAR 732
SAR 886 total
includes taxes & fees
27 Jan - 28 Jan
The Black Bear Lodge at Stratton Mountain Resort

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (375)
"."
The price is SAR 539
SAR 654 total
includes taxes & fees
21 Jan - 22 Jan
Mountaineer Inn

Doubletree by Hilton Hotel Leominster

4.0 star property
8.8 out of 10, Excellent, (1001)
"Everything was great!"
The price is SAR 448
SAR 500 total
includes taxes & fees
26 Jan - 27 Jan
Doubletree by Hilton Hotel Leominster

Howard Johnson by Wyndham Amherst Hadley

2.0 star property
7.2 out of 10, Good, (1000)
"High quality, responsive staff and clearly above average included breakfast This is an older hotel that is a true value. It's a hidden gem."
The price is SAR 361
SAR 403 total
includes taxes & fees
27 Jan - 28 Jan
Howard Johnson by Wyndham Amherst Hadley

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Very clean and convenient!"
The price is SAR 475
SAR 531 total
includes taxes & fees
14 Jan - 15 Jan
Comfort Inn & Suites

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1006)
"I I would happily stay there again. "
The price is SAR 368
SAR 405 total
includes taxes & fees
12 Jan - 13 Jan
Colonial Motel And Spa

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (576)
"I thought I might have left something behind. House keepimng did not report finding it but they were willing to go back and check. Appreciate it even though they did not find it."
The price is SAR 522
SAR 583 total
includes taxes & fees
16 Jan - 17 Jan
The Ellery

Motel 6 Leominster, MA

2.0 star property
7.8 out of 10, Good, (1002)
"Love this location"
The price is SAR 311
SAR 355 total
includes taxes & fees
14 Jan - 15 Jan
Motel 6 Leominster, MA

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (592)
"Great place!"
The price is SAR 634
SAR 709 total
includes taxes & fees
12 Jan - 13 Jan
Courtyard by Marriott Hadley Amherst

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (1001)
"Room with 2 queens was very spacious. "
The price is SAR 375
SAR 413 total
includes taxes & fees
28 Jan - 29 Jan
Hampton Inn Brattleboro

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (929)
"Friendly staff and good selection for continental breakfast "
The price is SAR 507
SAR 575 total
includes taxes & fees
19 Jan - 20 Jan
Hotel UMass

The Colonial Hotel

3.0 star property
8.6 out of 10, Excellent, (1003)
"Great stay and service."
The price is SAR 525
SAR 587 total
includes taxes & fees
13 Jan - 14 Jan
The Colonial Hotel

Mount Snow Grand Summit Resort

3.0 star property
8.8 out of 10, Excellent, (173)
"👍"
The price is SAR 1,051
SAR 1,258 total
includes taxes & fees
22 Jan - 23 Jan
Mount Snow Grand Summit Resort

The Covered Bridge Inn

2.5 star property
8.0 out of 10, Very Good, (1000)
"Everything is right there I mean literally everything was right there"
The price is SAR 511
SAR 562 total
includes taxes & fees
13 Jan - 14 Jan
The Covered Bridge Inn

Homewood Suites by Hilton Hadley Amherst

3.0 star property
9.4 out of 10, Exceptional, (610)
"Wonderful hotel! My family and I always stay at this hotel while we travel different locations!"
The price is SAR 571
SAR 638 total
includes taxes & fees
22 Jan - 23 Jan
Homewood Suites by Hilton Hadley Amherst

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (618)
"Beautiful property with kind and attentive staff. Library with huge open hearth was a focal point for the family. "
The price is SAR 635
SAR 709 total
includes taxes & fees
13 Jan - 14 Jan
Inn on Boltwood

Hotel Northampton

3.5 star property
9.2 out of 10, Wonderful, (1000)
"Front desk staff was kind and helpful. Maids enjoyed knocking on the door early in the morning and waking everyone up. Room was clean and spacious and comfortable."
The price is SAR 698
SAR 780 total
includes taxes & fees
12 Jan - 13 Jan
Hotel Northampton

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (915)
"Stayed for First Night in Northampton so we didn't spend much time at the hotel but the room was clean, spacious, and quiet. Beautiful walk in shower. Walkable to downtown though we chose to drive. Would definitely recommend this Fairfield Inn. "
The price is SAR 507
SAR 566 total
includes taxes & fees
22 Jan - 23 Jan
Fairfield Inn & Suites Springfield Northampton/Amherst

The Putney Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Very nice"
The price is SAR 347
SAR 379 total
includes taxes & fees
13 Jan - 14 Jan
The Putney Inn
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

VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac

10.0 out of 10, Exceptional, (6)
"Everything about this property was beautiful. The home itself being located right on the water was perfect for kayaking, fishing, evenings by the fire, relaxing and reconnecting. The house is gorgeous, comfortable, and had everything you might need/want. We enjoyed the game room - jenga and family air hockey tournaments. A lovely experience and we hope to return at some point. Thank you for sharing your beautiful home with us!"
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac

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

8.8 out of 10, Excellent, (43)
"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Charming Waterfront Log Cabin

9.6 out of 10, Exceptional, (37)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin
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.