A winding road through a forest with autumn foliage.

Best Resorts in Monterey

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13
No exact matches found, but these alternatives could be just right

Recommended hotels in Monterey

A modern hotel lobby with seating areas, tables, and a reception desk.

1. 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, (839 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
$83 nightly
The price is $93
Nov 17 - Nov 18
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

2. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"good location, friendly helpful staff"
United States
Scott Patterson
$76 nightly
The price is $85
Nov 8 - Nov 9
Total with taxes and fees
Quality Inn Great Barrington
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

3. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (925 reviews)
"Super clean and cozy and safe"
United States
Andrea
$67 nightly
The price is $74
Nov 1 - Nov 2
Total with taxes and fees
Monument Mountain Motel
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

4. 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, (817 reviews)
"Nice view and location for fall color."
United States
Md
$144 nightly
The price is $160
Nov 2 - Nov 3
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

5. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (621 reviews)
"The owners and staff are very helpful. The rooms are comfortable and clean."
United States
Mark
$79 nightly
The price is $88
Oct 18 - Oct 19
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
A large house with a balcony and a grassy yard.

6. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (628 reviews)
"What a beautiful spot and the views! Pool and hot tub access is a plus!"
United States
Lidia
$115 nightly
The price is $128
Oct 18 - Oct 19
Total with taxes and fees
The Little Lion
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

7. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (57 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
$109 nightly
The price is $122
Nov 17 - Nov 18
Total with taxes and fees
East Rock Inn
A hotel room with a bed, a desk, and two wall-mounted lamps.

8. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (704 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
$65 nightly
The price is $73
Nov 7 - Nov 8
Total with taxes and fees
Econo Lodge Lee - Great Barrington
A building with a porch and multiple windows, surrounded by purple flowers.

9. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,003 reviews)
"Nice place to stay"
United States
Michael
$135 nightly
The price is $150
Oct 20 - Oct 21
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

10. 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, (1,005 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
$114 nightly
The price is $127
Nov 15 - Nov 16
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

11. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"Great staff, clean room and quiet."
United States
Stephan
$191 nightly
The price is $214
Nov 4 - Nov 5
Total with taxes and fees
The Red Lion Inn
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

12. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,001 reviews)
"Had a comfortable stay."
United States
Lucinda
$93 nightly
The price is $103
Nov 8 - Nov 9
Total with taxes and fees
Quality Inn Lee - Lenox South
A dining area with round tables set for two, a fireplace, and a mural on the wall.

13. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (94 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
$319 nightly
The price is $350
Nov 1 - Nov 2
Total with taxes and fees
The Old Inn On The Green
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

14. 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
$80 nightly
The price is $89
Nov 8 - Nov 9
Total with taxes and fees
Sunset Inn
A calm lake at dusk with a wooden dock and two chairs facing the water.

15. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (25 reviews)
"excellent lakeside view"
United States
mike
$126 nightly
The price is $141
Nov 16 - Nov 17
Total with taxes and fees
Berkshire Lake Lodge
A hotel room with two beds, a nightstand, a lamp, and a patterned floor.

16. Pilgrim Inn

Pilgrim Inn
2.5 star property
Lee
5.8 out of 10, (334 reviews)
"can’t get in touch with the front desk after six. If you don’t check in at 6 go find an other place to stay"
United States
james
$89 nightly
The price is $99
Oct 28 - Oct 29
Total with taxes and fees
Pilgrim Inn
Interior detail

17. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (70 reviews)
"Perfect little b&b."
United States
Mark
$197 nightly
The price is $220
Oct 27 - Oct 28
Total with taxes and fees
Wilder House Berkshires
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

18. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (452 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
$105 nightly
The price is $121
Oct 18 - Oct 19
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
A dining table with pastries, a coffee pot, and a vase of sunflowers.

19. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (108 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
$254 nightly
The price is $284
Oct 25 - Oct 26
Total with taxes and fees
Granville House
A group of people performing yoga in an outdoor setting with grass and trees.

20. 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
$69 nightly
The price is $76
Oct 18 - Oct 19
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
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

Hotel On North

Hotel On North

10/10 Excellent
"This was an excellent hotel. Super convenient right in the middle of town, clean, huge rooms, historic, and comfortable, I would love to stay here again I would recommend it to anyone!"
Devon 1-night trip
Posted 1 hour ago
Hotel On North

Find out more about Monterey

Monterey Resorts information

Number of reviews
8,865
Accommodation
4 Resorts
Lowest Price
$73
Highest Price
$350

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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