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Find hotels in Monterey, MA from 2.223.645 ₫

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22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Monterey hotels

Suite, Private Bathroom (RedBird Suite) | View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is 10.050.225 ₫
12.157.914 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property
Becket Motel

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60)
"Comfortable stay "
United States
Paul
The price is 2.552.555 ₫
3.733.020 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Becket Motel
Front of property – evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is 2.368.350 ₫
2.645.447 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Sunset Inn
Exterior
The Whitlock

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (281)
"great location"
United States
Brian
The price is 3.394.635 ₫
3.791.807 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Whitlock
Exterior
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is 2.763.075 ₫
3.177.536 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Locust Tree Bed and Breakfast LLC
Aerial view
Inn at Silver Maple Farm

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
"Great stay, comfortable place"
United States
barry
The price is 3.394.635 ₫
3.801.991 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Inn at Silver Maple Farm
Breakfast, lunch, dinner served; American cuisine
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is 8.026.075 ₫
9.685.236 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Old Inn On The Green
Exterior
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is 5.578.780 ₫
7.113.208 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Prospect Berkshires
Exterior
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is 4.397.090 ₫
5.058.897 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Cornell Inn, Lenox & The Berkshires
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (165)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is 4.324.870 ₫
4.973.600 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Blackberry River Inn
Front of property
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is 6.599.802 ₫
7.740.820 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Inn at Stockbridge
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (89)
"Outstanding all around!"
United States
Jonathan
The price is 5.894.560 ₫
6.584.276 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Granville House
Front of property
Gedney Farm

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (132)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is 4.881.170 ₫
5.354.644 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Gedney Farm
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds
9 Academy

9 Academy

9 Academy
4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10)
"Nice room. "
South Korea
JeongHoon
The price is 12.993.031 ₫
14.941.986 ₫ total
includes taxes & fees
23 Dec - 24 Dec
9 Academy
Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (438)
"Nice place, easy check in"
United States
Robert
The price is 3.052.540 ₫
3.348.636 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Shaker Mill Inn
Interior detail
Wilder House Berkshires

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (40)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
The price is 4.263.030 ₫
4.761.805 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Wilder House Berkshires
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is 4.841.960 ₫
5.678.893 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Lakehouse Inn
Exterior
the Alander

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (189)
"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
United States
Jenna
The price is 3.131.485 ₫
3.507.265 ₫ total
includes taxes & fees
23 Dec - 24 Dec
the Alander
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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Stay near popular Monterey attractions

Bidwell House Museum

You can spend an afternoon exploring the galleries in Bidwell House Museum in Monterey. While you're in the area, stroll along the lakeside.
See properties

Learn more about Monterey

Explore Monterey: its forests, hiking, boating and more!

See all hotels in Monterey
Those secluded lakes and those 🍁🍁 reflections. #Berkshires will always have a special place in our hearts. To know more about our last visit in that region, click the link in bio👆. We are sure you'd be inspired to head there soon! #Fall #VisitMA
Photo by Fun Travelog
Open Photo by Fun Travelog

Top Monterey Hotel Reviews

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent
"Comfortable, quiet, clean, great breakfast "
Elizabeth 3-night trip
Posted 2 weeks ago
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Prospect Berkshires

Prospect Berkshires

10/10 Excellent
"Wow, just wow! My high school friend and I met up at Prospect Berkshires for a girls weekend. We had an incredible time relaxing by using all the amenities. The staff are so helpful and profession. "
Kate 2-night trip
Posted 3 weeks ago
Prospect Berkshires

More cheap stays in Monterey

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA
The price is 1.990.730 ₫ per night from 4 Jan to 5 Jan
1.990.730 ₫
2.223.645 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
9/10 Wonderful! (1,000 reviews)

Hotels in Monterey with star rating

Frequently asked questions

What's the seasonal weather like in Monterey?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Monterey are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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