A lake surrounded by autumn-colored trees reflecting on the water.

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22
No exact matches found, but these alternatives could be just right

Recommended hotels in Monterey

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

1. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (915 reviews)
"Great place. Staff, property , parking, location"
United States
Victor
The price is CA $96
CA $108 total
includes taxes & fees
Oct 25 - Oct 26
Monument Mountain Motel
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

2. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (616 reviews)
"Front desk was very pleasant. Room was awful!"
United States
Kevin
The price is CA $106
CA $118 total
includes taxes & fees
Sep 27 - Sep 28
Travelodge by Wyndham Great Barrington Berkshires
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

3. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"
United States
Kimberly
The price is CA $142
CA $159 total
includes taxes & fees
Oct 20 - Oct 21
Quality Inn Great Barrington
A modern hotel lobby with seating areas, tables, and a reception desk.

4. 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, (827 reviews)
"The location is very convenient. We have been going and staying at this hotel for the past 6 years every time we come to the Berkshire area."
United States
Maria Dulce
The price is CA $182
CA $203 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A large house with a balcony and a grassy yard.

5. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (613 reviews)
"Great location. Functional and affordable. Pet friendly."
United States
Anne
The price is CA $146
CA $163 total
includes taxes & fees
Oct 18 - Oct 19
The Little Lion
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

6. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (699 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
The price is CA $98
CA $109 total
includes taxes & fees
Sep 30 - Oct 1
Econo Lodge Lee - Great Barrington
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

7. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (811 reviews)
"No extra amenities…just an average hotel"
United States
Bruce
The price is CA $238
CA $266 total
includes taxes & fees
Sep 28 - Sep 29
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

8. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,000 reviews)
"A very clean and lovely property!"
United States
Ann M
The price is CA $180
CA $201 total
includes taxes & fees
Sep 30 - Oct 1
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A building with a porch and multiple windows, surrounded by purple flowers.

9. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
3.5 star property
South Lee
9.2 out of 10, Wonderful, (990 reviews)
"The facilities and property made for a wonderful family visit to the Bershires."
United States
Jared
The price is CA $165
CA $211 total
includes taxes & fees
Sep 28 - Sep 29
Holiday Inn Club Vacations Oak 'n Spruce Resort
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

10. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,005 reviews)
"this grand old hotel is warm and welcoming — a real hub of Bershires life and history"
United States
James
The price is CA $218
CA $313 total
includes taxes & fees
Sep 30 - Oct 1
The Red Lion Inn
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

11. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (55 reviews)
"great place!"
United States
ERIK
The price is CA $194
CA $217 total
includes taxes & fees
Oct 25 - Oct 26
East Rock Inn
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

12. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (448 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is CA $148
CA $170 total
includes taxes & fees
Sep 26 - Sep 27
Locust Tree Bed and Breakfast LLC
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

13. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,005 reviews)
"Great location for a trip to Tanglewood! Clean room, decent bedding, free breakfast, workout room, close to good restaurants. Would stay again"
United States
Wendy
The price is CA $154
CA $172 total
includes taxes & fees
Oct 20 - Oct 21
Quality Inn Lee - Lenox South
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

14. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
"The room was spacious, clean and comfortable. I will definitely stay there again."
United States
William
The price is CA $148
CA $166 total
includes taxes & fees
Sep 28 - Sep 29
The Yankee Inn
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

15. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (446 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
The price is CA $119
CA $133 total
includes taxes & fees
Oct 5 - Oct 6
Sunset Inn
A calm lake at dusk with a wooden dock and two chairs facing the water.

16. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (19 reviews)
"excellent lakeside view"
United States
mike
The price is CA $190
CA $212 total
includes taxes & fees
Sep 27 - Sep 28
Berkshire Lake Lodge
A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.

17. Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (143 reviews)
"Beautiful location with a fantastic chef and meal options. Lee the bartender was great, too!"
United States
Terri
The price is CA $332
CA $364 total
includes taxes & fees
Oct 20 - Oct 21
Gedney Farm
A group of people performing yoga in an outdoor setting with grass and trees.

18. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
The price is CA $90
CA $99 total
includes taxes & fees
Oct 8 - Oct 9
Pleasant Valley Motel West Stockbridge

19. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (66 reviews)
"Perfect little b&b."
United States
Mark
The price is CA $271
CA $303 total
includes taxes & fees
Sep 27 - Sep 28
Wilder House Berkshires
A hotel room with two beds, a nightstand, a lamp, and a patterned floor.

20. Pilgrim Inn

Pilgrim Inn
2.5 star property
Lee
5.8 out of 10, (333 reviews)
"We got there and had to call the number, no one was at the desk. They called me back and said they notified Expedia they canceled all reservations, I did not receive any communication from Expedia. Do NOT book this hotel, it should not be on Expedia listing. I went to Tanglewood to see Carrie Underwood there was no other place that was in Expedia listings that were reasonable price. I drove home after the concert. A long night."
United States
Anne
The price is CA $113
CA $126 total
includes taxes & fees
Oct 7 - Oct 8
Pilgrim 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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Everything, delicious free breakfast, hot showers, plenty of room, outdoor patio w Adirondack chairs, pleasant staff, very clean place. Fabulous price! I would not hesitate to return to this place."
Joyce 2-night trip
Posted 14 hours ago
The Yankee Inn

Find out more about Monterey

Monterey Resorts information

Number of reviews
7,548
Accommodation
4 Resorts
Lowest Price
CA $99
Highest Price
CA $364

Frequently asked questions

What is Monterey like for a resort vacation?
You deserve a vacation, and a resort is just the place to pamper yourself with the amenities and services you need for a relaxing stay in Monterey. One of the comfortable resorts in the area might be just what you're looking for, whether you're hoping for great restaurants on site, a state-of-the-art fitness center, or nightly entertainment options.
What's a favorite resort for my stay in Monterey?
Our highest-rated resorts around Monterey: Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 7.2 mi (11.6 km) from Monterey. Has a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 7.2 mi (11.6 km) from Monterey. Enjoy the fitness center. July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires - 7.5 mi (12.1 km) from Monterey. Amenities include a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 7.2 mi (11.6 km) from Monterey. Access to a fitness center.
What can I do in Monterey?
Lake Garfield, Bidwell House Museum, and Mount Wilcox are a few of the interesting sights to visit. In the area, other attractions include Lake Buel and Ski Butternut.
What's the weather like in Monterey?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Monterey are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Monterey?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 17.5 mi (28.1 km) from the heart of the city. Otherwise, look for flights into Westfield, MA (BAF-Barnes Municipal), which is 25.3 mi (40.7 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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