Photo by Elizabeth Massa Peroulakis

Search Resorts in Monterey

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Compare 6 Resorts in Monterey with updated reviews, rates, and availability.

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Pool

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

10.0 out of 10, Exceptional, (1)
"We loved everything about this place! It was quiet, centrally located, and everyone was friendly and helpful. We will stay here again for sure!"
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Canyon Ranch Lenox
Room

Canyon Ranch Lenox

3.0 star property
Canyon Ranch Lenox
Mountain Lodge Apt!
Interior

Mountain Lodge Apt!

Mountain Lodge Apt!
Holiday Inn Club Vacations Oak 'n Spruce Resort
Pool

Holiday Inn Club Vacations Oak 'n Spruce Resort

2.0 star property
Holiday Inn Club Vacations Oak 'n Spruce Resort
Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
Living area

Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC

2.0 star property
Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
Miscellaneous

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the 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.
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Other property types in Monterey

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Great Room with lake view

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow

10.0 out of 10, Exceptional, (91)
"Great location and beautifully appointed house. Cindy is very helpful and responsive."
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (232)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is SAR 563
SAR 856 total
includes taxes & fees
5 Jan - 6 January 2025
Berkshire Village Carriage House - Super Private!!
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.8 out of 10, Exceptional, (38)
"We had a wonderful stay. The cabin was clean and comfortable! "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
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.

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. Amenities include a sauna, a fitness center, and a terrace.
What can I do in Monterey?
Beartown State Forest and Bidwell House Museum 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.