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Find hotels in Monterey, MA from 2.199.829 ₫

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13 Dec - 14 Dec
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14 Dec - 15 Dec
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19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for Monterey hotels

Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is 2.664.495 ₫
2.976.241 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is 1.969.409 ₫
2.199.829 ₫ total
includes taxes & fees
24 Dec - 25 Dec
The Yankee, Trademark Collection by Wyndham
Interior
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (815)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is 2.884.484 ₫
3.221.968 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Berkshires Untold
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (800)
"Place was great!"
United States
Benjamin
The price is 2.696.730 ₫
3.526.549 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
The price is 3.923.021 ₫
5.558.315 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
The Red Lion Inn
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (986)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is 2.438.659 ₫
2.723.982 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Front of property
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, (1001)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is 4.395.753 ₫
5.057.357 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Cornell Inn, Lenox & The Berkshires
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is 2.974.006 ₫
3.321.965 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (788)
"This place is so peaceful and the staff is always helpful "
United States
Leona
The price is 2.596.107 ₫
3.487.549 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Berkshire Mountain Lodge
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (707)
"Great hospitality "
United States
regina maria
The price is 2.814.849 ₫
3.144.186 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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
Front of property – evening/night
Hotel On North

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"Clean room and staff was super friendly"
United States
Yuen
The price is 3.919.743 ₫
4.378.353 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hotel On North
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (590)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is 3.551.445 ₫
3.966.965 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Courtyard by Marriott Lenox Berkshires
Egyptian cotton sheets, premium bedding, down duvets, minibar
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 5.581.748 ₫
7.116.992 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Prospect Berkshires
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is 3.551.445 ₫
3.966.963 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is 2.480.487 ₫
2.770.704 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus Berkshire Hills Inn & Suites
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is 1.973.025 ₫
2.204.000 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Travelodge by Wyndham Great Barrington Berkshires
Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (437)
"Nice place, easy check in"
United States
Robert
The price is 2.867.463 ₫
3.145.607 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Shaker Mill Inn
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is 2.349.215 ₫
2.624.123 ₫ total
includes taxes & fees
28 Dec - 29 Dec
The Central Downtown Inn & Suites
Standard Room, 1 King Bed | Desk, iron/ironing board, free cots/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (650)
"The room was clean and the service adequate"
United States
David
The price is 1.656.094 ₫
1.849.856 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Econo Lodge Lee - Great Barrington
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

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 2 weeks ago
Prospect Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent
"I visited Berkshire area for Thanksgiving and stayed at the brand new Holiday Inn Express. It was fantastic! The hotel is beautiful and pet friendly but also in a great location. The staff were amazing and professional. Over all 10/10 stay. Will definitely stay there again "
Kristina 2-night trip
Posted 2 weeks ago
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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 1.969.409 ₫ per night from 24 Dec to 25 Dec
1.969.409 ₫
2.199.829 ₫ total
24 Dec - 25 Dec
includes taxes & fees
9/10 Wonderful! (1,002 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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