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Aug 29 - Aug 31
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Sep 5 - Sep 7
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Sep 19 - Sep 21
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Oct 17 - Oct 19

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Recommended hotels in Monterey

Big farmhouse in the foothills of the Berkshires
Property grounds

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (139)
"Lovely old farmhouse with authentic yet comfortable furnishings. Would recommend!"
The price is CA $276
CA $502 total
includes taxes & fees
Aug 19 - Aug 20
Big farmhouse in the foothills of the Berkshires
Home in the Woods
Private kitchen

Home in the Woods

10.0 out of 10, Exceptional, (3)
"Jessica's spot is adorable and tidy, at the end of a quiet, shady lane, with lots of peace and privacy. It was a hot, muggy weekend but there were 2 window units and extra fans to keep us comfortable. The house is well-appointed—we had a busy schedule and were sad we didn't have a chance to use the lovely outdoor fire pit area. Good communication after a minor mixup. Would definitely stay again!"
The price is CA $234
CA $444 total
includes taxes & fees
Aug 19 - Aug 20
Home in the Woods
Charming 3-bedroom Modern cottage with lakeside views
Property grounds

Charming 3-bedroom Modern cottage with lakeside views

2.0 star property
The price is CA $1,244
CA $2,054 total
includes taxes & fees
Aug 21 - Aug 22
Charming 3-bedroom Modern cottage with lakeside views
Woodland Dream House on private pond with forest and fields- Warm and Cozy
Interior

Woodland Dream House on private pond with forest and fields- Warm and Cozy

2.0 star property
The price is CA $1,382
CA $1,986 total
includes taxes & fees
Aug 22 - Aug 23
Woodland Dream House on private pond with forest and fields- Warm and Cozy
Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is CA $135
CA $198 total
includes taxes & fees
Aug 19 - Aug 20
Becket Motel
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Smart TV, books

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

9.8 out of 10, Exceptional, (7)
"My wife, two kids, and chocolate lab spent a few days at the cottage to enjoy the snow and hot tub. Everything was set up exactly as described and Nicole was very friendly and proactive. We had a great time and would do it again "
The price is CA $221
CA $544 total
includes taxes & fees
Sep 1 - Sep 2
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Outdoor dining

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
The price is CA $224
CA $551 total
includes taxes & fees
Sep 1 - Sep 2
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Manor House Inn
Interior detail

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (136)
"Excellent bed and breakfast, room was clean and comfortable."
The price is CA $397
CA $441 total
includes taxes & fees
Sep 18 - Sep 19
Manor House Inn
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (126)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is CA $227
CA $261 total
includes taxes & fees
Sep 2 - Sep 3
Blackberry River Inn
Gedney Farm
Front of property

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (128)
"Great property"
The price is CA $317
CA $394 total
includes taxes & fees
Aug 20 - Aug 21
Gedney Farm
The Old Inn On The Green
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (88)
"Beautiful room and property. Perfect weekend getaway!"
The price is CA $401
CA $484 total
includes taxes & fees
Aug 19 - Aug 20
The Old Inn On The Green
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (400)
"A positively delightful B&B in a beautiful town. "
The price is CA $145
CA $167 total
includes taxes & fees
Aug 19 - Aug 20
Locust Tree Bed and Breakfast LLC
Bungalow in the Berkshires
Exterior

Bungalow in the Berkshires

10.0 out of 10, Exceptional, (1)
"Renting this house was very last minute because the place we initially booked fell through - and we're so glad it did! The house was charming, cozy, up-to-date, and beautifully decorated. The neighborhood was nice and quiet, and the drive to downtown was short. I highly recommend this house!"
The price is CA $518
CA $715 total
includes taxes & fees
Aug 24 - Aug 25
Bungalow in the Berkshires
Pilgrim Inn
Lobby

Pilgrim Inn

2.5 star property
5.8 out of 10, (313)
"Great location but no staff at check-in or checkout!"
The price is CA $107
CA $120 total
includes taxes & fees
Sep 16 - Sep 17
Pilgrim Inn
Deluxe Queen Room with 2 Queen Beds
Property grounds

Deluxe Queen Room with 2 Queen Beds

2.0 star property
2.0 out of 10, (4)
"Pool is caving in with pool cover partly pulled away. Gate to access pool area was unlocked. Hazard for children. Staff is not onsite. Room was clean, but sheets had stains. Used bar of soap left on bathroom sink. "
The price is CA $137
CA $184 total
includes taxes & fees
Sep 1 - Sep 2
Deluxe Queen Room with 2 Queen Beds
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is CA $152
CA $169 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (400)
"No frills but it was a great stay!"
The price is CA $134
CA $150 total
includes taxes & fees
Aug 25 - Aug 26
Sunset Inn
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is CA $98
CA $110 total
includes taxes & fees
Aug 19 - Aug 20
FairBridge Inn Express
Spacious 5-bedroom house in charming Lee with WiFi
5 bedrooms, iron/ironing board, WiFi, bed sheets

Spacious 5-bedroom house in charming Lee with WiFi

The price is CA $587
CA $1,102 total
includes taxes & fees
Aug 25 - Aug 26
Spacious 5-bedroom house in charming Lee with WiFi
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
The price is CA $311
CA $347 total
includes taxes & fees
Aug 19 - Aug 20
Chambery 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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Top Monterey Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Enjoyed the room, towels and kitchen. I can recommend. "
daniel 3-night trip
Posted 5 hours ago
Berkshire Mountain Lodge