Book Hotels in Monterey, MA

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Top Monterey hotels

Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $115 total per night from Nov 2 to Nov 3
$115 total
per night
Nov 2 - Nov 3
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 ...
Yes

Reviewed on Oct 17, 2025

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 refundableReserve now, pay when you stay
The price is $119 total per night from Nov 2 to Nov 3
$119 total
per night
Nov 2 - Nov 3
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 ...
Clean room, nice view

Reviewed on Oct 15, 2025

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
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
The price is $144 total per night from Nov 2 to Nov 3
$144 total
per night
Nov 2 - Nov 3
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 ...
Awesome visit to the Berkshires!
The room was spotless and a perfect fit for our needs.

Reviewed on Oct 15, 2025

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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
The price is $141 total per night from Nov 2 to Nov 3
$141 total
per night
Nov 2 - Nov 3
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 ...
Comfy, clean and hot shower. Great location and adequate breakfast. Loved the view from our room and the fireplace.

Reviewed on Oct 18, 2025

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is $126 total per night from Nov 2 to Nov 3
$126 total
per night
Nov 2 - Nov 3
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, ...
Kitchen and parking both very good

Reviewed on Oct 19, 2025

Opens in a new windowBerkshire Mountain Lodge
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
The price is $203 total per night from Nov 23 to Nov 24
$203 total
per night
Nov 23 - Nov 24
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 ...
A Great Weekend
Room was comfortable and clean. The Inn is beautiful. We went to the Lions Den both evenings and had a drink and listened to live music. We couldn’t get a table at the restaurant but there are other good options in walking distance. The only disappointment was that the fireplace in our room was not ...

Reviewed on Oct 12, 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
The price is $114 total per night from Nov 13 to Nov 14
$114 total
per night
Nov 13 - Nov 14
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 ...
This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well.

Reviewed on Oct 18, 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 refundable
The price is $115 total per night from Nov 2 to Nov 3
$115 total
per night
Nov 2 - Nov 3
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 ...
Enjoyed dinner and drinks

Reviewed on Oct 18, 2025

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $88 total per night from Oct 26 to Oct 27
$88 total
per night
Oct 26 - Oct 27
An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden and express check-out are also provided.
We enjoyed our stay. It's basic but clean and comfortable.

Reviewed on Oct 15, 2025

Opens in a new windowHoward Johnson by Wyndham Lenox
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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 $88. 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 1,140 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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Kitchen and parking both very good"
A verified traveler stayed at Berkshire Mountain Lodge
Berkshire Mountain Lodge

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