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Top Monterey hotels

Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $144 total per night from May 24 to May 25
$144 total
May 24 - May 25
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's ...
"We had no expectations- so finding an impeccable hotel was a delight. We had no anticipation of beautiful bucolic views and quiet nature - so their absence didn’t matter. Had read the food was good - so that it was great was a surprise. The room size - if i had arithmetic skill and spatial awareness ..."

Reviewed on May 21, 2026

Opens in a new windowHotel On North
Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Monterey MA
This vacation home features a hot tub and a sauna. A garden, laundry facilities, and barbecue grills are also on offer.
"Host not communicative, we had an issue with the back door not being able to be locked, hot tub would not get hot (just warm), upstairs heating vs AC distribution was very strange (upstairs bedrooms were cold while the upstairs hallway was uncomfortably warm), poor water pressure and loose fixtures ..."

Reviewed on May 11, 2026

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Opens in a new windowLakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $136 total per night from May 28 to May 29
$136 total
May 28 - May 29
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"Very clean, quiet, pleasant staff and a good breakfast."

Reviewed on May 23, 2026

Opens in a new windowHampton Inn & Suites Berkshires-Lenox
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

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

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$134 nightly
The price is $149 total per night from May 26 to May 27
$149 total
May 26 - May 27
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 ...
"Wonderful stay for families."

Reviewed on May 22, 2026

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from May 25 to May 26
$126 total
May 25 - May 26
Total with taxes and fees
This lodge 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 parking, ...
"The stay was great . No complains at all . Definitely will be staying in the near future ."

Reviewed on May 22, 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
$119 nightly
The price is $133 total per night from May 25 to May 26
$133 total
May 25 - May 26
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 ...
"Loved my stay here! The staff is friendly and helpful and the property is clean, comfortable and nicely appointed with a small bar and dining area. My room was spotless with an updated and spacious bathroom. The bed and linens were comfortable and there was a cozy reading chair as well. I loved the ..."

Reviewed on May 23, 2026

Opens in a new windowBerkshires Untold
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
$116 nightly
The price is $130 total per night from Jun 1 to Jun 2
$130 total
Jun 1 - Jun 2
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 ...
"Great location and excellent staff and great room."

Reviewed on May 23, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
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
$187 nightly
The price is $209 total per night from May 31 to Jun 1
$209 total
May 31 - Jun 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 ...
"Every year my sisters and I go to the Red Lion to celebrate our mom’s birthday. It was one of her favorite places! We love the charm, the history and the “old fashioned” feel. Every guest room is different and they kindly upgraded me to a suite the last two times. The food at the restaurant is really ..."

Reviewed on May 23, 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
$85 nightly
The price is $94 total per night from May 26 to May 27
$94 total
May 26 - May 27
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. ...
"The staff was especially nice and helpful. The breakfast was one of the best. The music played in the breakfast room was fantastic. The location was great and very close to everything in Great Barrington. Will definitely stay there again."

Reviewed on May 20, 2026

Opens in a new windowQuality Inn Great Barrington
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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 $94. 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 1,184 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

The Yankee Inn

The Yankee Inn

4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Excellent value, I had a great experience. The breakfast was a cut above, but they didn't include any fresh fruit. Maybe that's nit-picking. I'd recommend it, especially to families. Lots of good restaurants nearby."
A verified traveler stayed at The Yankee Inn
The Yankee Inn

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