Search Resort Hotels in Monterey from CA $102

  • 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

Next weekend
May 8 - May 10
In two weeks
May 15 - May 17
In one month
May 29 - May 31
In two months
Jun 26 - Jun 28
No exact matches found, but these alternatives could be just right

Recommended hotels in Monterey

Property grounds

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (145 reviews)
"The house is absolutely charming and cozy. It was very clean as well. "
United States
Amanda C.
The price is CA $251
CA $474 total
includes taxes & fees
May 4 - May 5
Big farmhouse in the foothills of the Berkshires
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (927 reviews)
"Great stay!"
United States
Aditya
The price is CA $113
CA $126 total
includes taxes & fees
May 6 - May 7
Berkshires Untold
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

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, (1,000 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is CA $144
CA $161 total
includes taxes & fees
May 6 - May 7
Best Western Plus Berkshire Hills Inn & Suites
Room, 2 Queen Beds, Non Smoking

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (847 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is CA $93
CA $104 total
includes taxes & fees
May 7 - May 8
Monument Mountain Motel
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is CA $141
CA $157 total
includes taxes & fees
May 7 - May 8
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 CA $143
CA $164 total
includes taxes & fees
May 6 - May 7
Locust Tree Bed and Breakfast LLC
Exterior

Best Outdoors near the Berkshires

Best Outdoors near the Berkshires
Winchester
9.8 out of 10, Exceptional, (16 reviews)
"Great stay and wonderful house. "
United States
Rachel B.
The price is CA $147
CA $196 total
includes taxes & fees
May 4 - May 5
Best Outdoors near the Berkshires
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,003 reviews)
"Very friendly staff and conviently located"
United States
Dawn
The price is CA $103
CA $115 total
includes taxes & fees
May 25 - May 26
Quality Inn Great Barrington
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (922 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is CA $119
CA $164 total
includes taxes & fees
May 24 - May 25
Berkshire Mountain Lodge
Exterior

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, (758 reviews)
"Nice clean room, clean and well maintained breakfast was tasteful each day. Desk Clerk very helpful in giving out direction, Breaksfast person, very friendly. Hotel is centrally located, shop and restaurant nearby"
United States
Berdest
The price is CA $162
CA $181 total
includes taxes & fees
May 18 - May 19
Holiday Inn Express Hotel & Suites Great Barrington by IHG
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (577 reviews)
"Clean"
United States
Brian
The price is CA $102
CA $114 total
includes taxes & fees
May 4 - May 5
Travelodge by Wyndham Great Barrington Berkshires
Smart TV, books

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (14 reviews)
"Very nice cabin, responsive host."
United States
Nick R.
The price is CA $218
CA $536 total
includes taxes & fees
May 4 - May 5
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Property grounds

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 CA $247
CA $607 total
includes taxes & fees
May 5 - May 6
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Desk, laptop workspace, blackout drapes, iron/ironing board

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is CA $93
CA $102 total
includes taxes & fees
May 16 - May 17
Pleasant Valley Motel West Stockbridge
Interior

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is CA $198
CA $511 total
includes taxes & fees
May 4 - May 5
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (449 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
United States
Patrick
The price is CA $142
CA $156 total
includes taxes & fees
May 6 - May 7
Shaker Mill Inn
Lobby lounge

Element Lenox Berkshires

Element 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 CA $242
CA $270 total
includes taxes & fees
May 10 - May 11
Element Lenox Berkshires
Lobby

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 CA $146
CA $163 total
includes taxes & fees
May 17 - May 18
Quality Inn Lee - Lenox South
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (852 reviews)
"Great value"
United States
Ralph
The price is CA $107
CA $120 total
includes taxes & fees
May 4 - May 5
Howard Johnson by Wyndham Lenox
Indoor pool

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, (92 reviews)
"Room was clean, bed was comfortable, pool was nice, breakfast and coffee were good!"
United States
Haley
The price is CA $177
CA $197 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"I loved my stay."
Helen 1-night trip
Posted 5 hours ago
Berkshires Untold

Find out more about Monterey

Monterey Resorts information

Number of reviews
10,457
Accommodation
8 Resorts
Lowest Price
CA $102
Highest Price
CA $607

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 top-rated resort near Monterey: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 7.3 mi (11.7 km) from Monterey. Enjoy the sauna, fitness center, and terrace.
What can I do in Monterey?
Bidwell House Museum, Lake Buel, and Ski Butternut are a few interesting places to visit nearby. In the area, other attractions include Otis Ridge and Goose Pond Reservation.
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.

Explore a world of travel with Expedia