Book Hotels in Monterey, MA

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Top Monterey hotels

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from Jan 5 to Jan 6
$120 total
Jan 5 - Jan 6, 2026
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, ...
I am a cross country traveling nurse. The Berkshire Mountain Lodge was perfect for my needs. A fully functioning well appointed kitchen. Spacious living quarters with excellent views. The best water pressure on a shower that I have ever known. Fantastic after a long day of work or out hiking the ...

Reviewed on Dec 4, 2025

Opens in a new windowBerkshire Mountain Lodge
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Dec 14 to Dec 15
$100 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool ...
The room was spacious and clean, the jetted tub was a nice treat, and the breakfast was fresh.

Reviewed on Dec 3, 2025

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from Dec 8 to Dec 9
$127 total
Dec 8 - Dec 9
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 ...
Enjoyed the Clubhouse before retiring in for the evening. Cozy, comfortable, and relaxing atmosphere.

Reviewed on Nov 10, 2025

Opens in a new windowBerkshires Untold
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
$152 nightly
The price is $169 total per night from Dec 8 to Dec 9
$169 total
Dec 8 - Dec 9
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 loved the room we stayed in, it really gave a townhouse feel. It made you feel like you were staying in a real home. I just wished that the resort's activity center had more to offer in their grab and go eating area. They do not serve breakfast and their menu is very limited for lunch/dinner hours. ...

Reviewed on Dec 5, 2025

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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
$101 nightly
The price is $113 total per night from Dec 16 to Dec 17
$113 total
Dec 16 - Dec 17
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 service. Attentive staff. Great location. Rooms clean and comfortable. Thanks for another great stay!

Reviewed on Nov 29, 2025

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
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
$103 nightly
The price is $115 total per night from Dec 14 to Dec 15
$115 total
Dec 14 - Dec 15
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 ...
Great stay, great breakfast

Reviewed on Nov 30, 2025

Opens in a new windowHampton Inn & Suites Berkshires-Lenox
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
$184 nightly
The price is $206 total per night from Jan 5 to Jan 6
$206 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
Great location, nice rooms, and excellent price n house dining. Next time I go I’ll try to get top floor room, sounded like a basketball team were in room above my 2nd floor room

Reviewed on Dec 1, 2025

Opens in a new windowThe Red Lion Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
Fully refundable
$102 nightly
The price is $114 total per night from Dec 15 to Dec 16
$114 total
Dec 15 - Dec 16
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 ...
Everyone was Curtieus and very helpful !!! Room was very clean and nice!!!! Would be glad to stay again !!!! Thank You for making our stay pleasant and welcoming !!!! To all of the staff, Have A Great. Holiday Season !!!!!

Reviewed on Dec 1, 2025

Opens in a new windowHoliday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $103 total per night from Dec 12 to Dec 13
$103 total
Dec 12 - Dec 13
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
I enjoyed the holiday inn. I enjoyed the staff made me fell at home. I enjoyed the comfortable atmosphere and the room was nice and clean. I enjoyed the breakfast very much. The staff was very friendly.

Reviewed on Dec 4, 2025

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
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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 $100. 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 1,151 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 & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"I enjoyed the holiday inn. I enjoyed the staff made me fell at home. I enjoyed the comfortable atmosphere and the room was nice and clean. I enjoyed the breakfast very much. The staff was very friendly. "
A verified traveler stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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