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Top Monterey hotels

The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Oct 25 to Oct 26
$122 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
"The staff was friendly and approachable. They were also very accommodating. I requested a room change upon check-in and a late check-out, and they made it happen. They do have a hiking trail and a pond behind the property, which was nice. While I was there, they were celebrating their housekeeping ..."

Reviewed on Sep 25, 2026

Opens in a new windowThe Yankee Inn
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$135 nightly
The price is $150 total per night from Sep 28 to Sep 29
$150 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
"I stayed in a townhouse, an upgrade from the room I booked. It was quiet and private, which I enjoyed, and more room than I needed. If my family's schedule had been different, I could have invited them over for a cookout (they live nearby). The townhouse was rather dated and I am afraid a bit dreary, ..."

Reviewed on Sep 25, 2026

Opens in a new windowHoliday Inn Club Vacations Oak 'n Spruce Resort
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
Fully refundable
$138 nightly
The price is $154 total per night from Sep 28 to Sep 29
$154 total
Sep 28 - Sep 29
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
"Excellent location. Clean and comfortable room. Excellent onsite restaurant built into the hotel."

Reviewed on Sep 25, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $121 total per night from Oct 1 to Oct 2
$121 total
Oct 1 - Oct 2
Total with taxes and fees
This aparthotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
"One of the most important aspects of a good hotel is the smell of it when I first walk in the door. This lodge smelled clean and was clean. The second important thing is the customer service. This place was just okay. Polite but not very friendly. The third important aspect is the plumbing and that ..."

Reviewed on Sep 23, 2026

Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $160 total per night from Sep 28 to Sep 29
$160 total
Sep 28 - Sep 29
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
"On my first evening there I pulled the sheets back and found a bunch of hair. The person on staff was apologetic and promptly changed my sheets which I appreciated. By the way when the sheets came up I saw a lot more hair right on top of the mattress. At this point it was past midnight and I was ..."

Reviewed on Sep 24, 2026

Opens in a new windowBerkshires Untold
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $214 total per night from Sep 30 to Oct 1
$214 total
Sep 30 - Oct 1
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
"A most amazing place to stay! Has everything a hotel should have - we had a very large room! Great porch! We have stayed there several times."

Reviewed on Sep 25, 2026

Opens in a new windowThe Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
$101 nightly
The price is $113 total per night from Oct 18 to Oct 19
$113 total
Oct 18 - Oct 19
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
Opens in a new windowQuality Inn Great Barrington
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

2.5 out of 5
1055 South Street Pittsfield MA
Fully refundable
$118 nightly
The price is $132 total per night from Oct 20 to Oct 21
$132 total
Oct 20 - Oct 21
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
Opens in a new windowHoliday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
$69 nightly
The price is $77 total per night from Sep 27 to Sep 28
$77 total
Sep 27 - Sep 28
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. The front ...
Opens in a new windowFairBridge Inn Express
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See all available properties in Monterey
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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.

Monterey Hotel & Travel Guide\n

Planning on exploring The Berkshires? To experience it like the locals do, research places to base you adventure which are within an easy drive from the heart of Monterey. 5 hotels listed on Travelocity lie within 6 miles (10 kilometers).

If you and your family would like to book a Travelocity-listed hotel not far from the middle of Monterey, the Lakeside Terrace Bed and Breakfast is a great Travelocity-listed hotel.

The Rock Hall Luxe Lodging is about 15 miles (25 kilometers) from the downtown precinct of Monterey. Also, the Rookwood Inn can be found approximately 11 miles (18 kilometers) away. More options worth checking out are the Gateways Inn & Restaurant along with the Hampton Terrace Inn.

The greater Western Massachusetts district is certainly well worth checking out as well. Fall in love with Western Massachusetts's mountains and rolling hills. On top of that, venture to a few of the area's history museums. Daring visitors can delve into skiing in the area.

25 miles (38 kilometers) to the north of Monterey, you'll reach Lanesborough, where you can spend the day enjoying Mount Greylock State Reservation Visitor Center and Skyline Country Club. Some Travelocity-listed Lanesborough rooms include the The Weathervane Motel and Lanesborough Country Inn. For another option, head to Williamstown, 30 miles (51 kilometers) to the north of Monterey, where you'll find the The Spring's Inn and Berkshire Hills Country Inn. While in Williamstown, you might like to visit the Williams College and Williams College Museum of Art.

If watching sport is your passion, be sure to visit Times Union Center, which is situated 40 miles (67 kilometers) to the northwest of Monterey. Modern visitors who enjoy the ease of finding a hotel nearby, book in the Hilton Albany or TownePlace Suites by Marriott Albany Downtown/Medical Center.

For travelers traveling through Bradley International Airport, you can book some accommodation at Sheraton Hartford Hotel at Bradley Airport, or Holiday Inn Express & Suites Bradley Airport, which are both located a short distance away.

Frequently asked questions

What are the top kid-friendly hotels in Monterey?
From unique amenities to bigger rooms, kid-friendly hotels are equipped with features that can help transform a good family vacation into an amazing one. These Monterey properties make getting away with young ones easy: Spacious Lakeside Berkshire Home Close to Tanglewood and Jacobs Pillow will help make your adventure the most memorable one yet. It features a host of nice touches, such as a nearby beach and a king bed. Also check out Cozy Monterey Home w/ Porch: Walk to Lake Garfield. It offers a fireplace, a barbecue grill and lots of opportunities to hang out as a family.
Where can I find cheap hotels in Monterey?
At Travelocity you'll find really nice hotels in Monterey at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Monterey rather than in Monterey. We may find you even better rates, too.
How do I find the best Monterey hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Monterey then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Monterey?
The cheapest hotel in Monterey is $77. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Monterey?
There are 1,163 hotels in Monterey on Travelocity.
What are the best hotels in Monterey?
Monterey has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Monterey for you!
When is the best time to visit Monterey?
If you want the joy of a fun-filled trip in peak season, visit Monterey during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Monterey?
Based on historic data is usually the cheapest month to visit Monterey. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Monterey?
There are multiple hotels in Monterey that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Monterey. We have plenty of kid-friendly hotels in Monterey to choose from on Travelocity!
Why book a hotel in Monterey through Travelocity?
Because we have the top hotels in Monterey! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Monterey on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Monterey hotel reviews by fellow wanderers

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"I stayed in a townhouse, an upgrade from the room I booked. It was quiet and private, which I enjoyed, and more room than I needed. If my family's schedule had been different, I could have invited them over for a cookout (they live nearby). The townhouse was rather dated and I am afraid a bit dreary, with a lot of browns and beiges. But well-outfitted and convenient."
A verified traveler stayed at Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce Resort

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