Search Chalets in Monterey

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 July - 12 July
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept
No exact matches found, but these alternatives could be just right

Recommended hotels in Monterey

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is AU$170
includes taxes & fees
29 May - 30 May
The Yankee Inn
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is AU$169
includes taxes & fees
19 May - 20 May
Locust Tree Bed and Breakfast LLC
Exterior

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, (1,003 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is AU$172
includes taxes & fees
20 May - 21 May
Best Western Plus Berkshire Hills Inn & Suites
Exterior

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (855 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is AU$107
includes taxes & fees
25 May - 26 May
Monument Mountain Motel
Exterior

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,006 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is AU$132
includes taxes & fees
25 May - 26 May
Quality Inn Great Barrington
Property entrance

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (938 reviews)
"Clean and great job staffing "
United States
Pedro
The price is AU$168
includes taxes & fees
24 May - 25 May
Berkshire Mountain Lodge
Exterior

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (96 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
The price is AU$198
includes taxes & fees
28 May - 29 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (48 reviews)
"Very comfortable bed, that was mostly what I cared about. I got my beauty sleep)"
United States
Maria
The price is AU$258
includes taxes & fees
20 May - 21 May
Wilder House Berkshires
Exterior

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (950 reviews)
"Great stay!"
United States
Aditya
The price is AU$195
includes taxes & fees
20 May - 21 May
Berkshires Untold
Lobby sitting area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (2 reviews)
"After a little snafu with check-in (we had completed the form in advance and never received the room number text), we were able to get checked in with the virtual front desk. The inn was clean and well appointed and centrally located. The common areas felt inviting and useful for both the adults and kids. We would stay again."
United States
Samantha
The price is AU$179
includes taxes & fees
19 May - 20 May
Hideaway Inn Lenox
Exterior

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (579 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is AU$117
includes taxes & fees
19 May - 20 May
Travelodge by Wyndham Great Barrington Berkshires
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (455 reviews)
"Everything was excellent"
United States
Barbara
The price is AU$152
includes taxes & fees
25 May - 26 May
Shaker Mill Inn
Front of property

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (178 reviews)
"Great staff. "
United States
wesley
The price is AU$223
includes taxes & fees
25 May - 26 May
Blackberry River Inn
Exterior

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (44 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is AU$209
includes taxes & fees
31 May - 1 June
East Rock Inn
Exterior

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,001 reviews)
"Great location "
United States
Edith
The price is AU$174
includes taxes & fees
15 June - 16 June
Quality Inn Lee - Lenox South
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (853 reviews)
"Great value"
United States
Ralph
The price is AU$123
includes taxes & fees
19 May - 20 May
Howard Johnson by Wyndham Lenox
Exterior detail

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (36 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
The price is AU$677
includes taxes & fees
19 May - 20 May
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Front of property

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (561 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
The price is AU$148
includes taxes & fees
11 June - 12 June
The Little Lion
Property grounds

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (855 reviews)
"Clean comfortable room. Very nice staff. Close to everything in downtown Pittsfield. This is the only place I stay when I’m in Pittsfield. Very peaceful. Excellent place to relax. "
United States
Jennifer
The price is AU$121
includes taxes & fees
25 May - 26 May
Berkshire Inn
Exterior

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is AU$261
includes taxes & fees
25 May - 26 May
Element by Marriott Lenox Berkshires
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monterey Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Nice for families, has kitchen facilities for cooking. Door to room needs attention. Had to slam hard to close. Nice big bathroom. Thought we were getting 2 beds but had king bed and pull out couch. Wouldn’t always work for everyone. Could hear dog barking in nearby room. Price was right"
Diane 2-night trip
Posted 3 hours ago
Berkshire Mountain Lodge

Find out more about Monterey

Monterey Chalets information

Number of reviews
8,063
Accommodation
4 Chalets
Lowest Price
AU$107
Highest Price
AU$677

Explore a world of travel with Expedia