Book Hotels in Monterey, Massachusetts

Wander wisely with the Travelocity Price Match Guarantee

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Monterey

Tonight
Check prices in Monterey for tonight, May 28 - May 29
May 28 - May 29
Tomorrow night
Check prices in Monterey for tomorrow night, May 29 - May 30
May 29 - May 30
Next weekend
Check prices in Monterey for next weekend, Jun 2 - Jun 4
Jun 2 - Jun 4

Most frequently booked Monterey hotels

Yankee Inn, Trademark Collection by Wyndham

Yankee Inn, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA, 01240
Free Cancellation
Reserve now, pay when you stay
15.73 mi from city center
The price is $114 per night
$114
per night
Jun 4 - Jun 5
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 the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA, 01262
Free Cancellation
Reserve now, pay when you stay
8.75 mi from city center
The price is $180 per night
$180
per night
Jun 1 - Jun 2
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 in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA, 01238
Free Cancellation
Reserve now, pay when you stay
10.13 mi from city center
The price is $118 per night
$118
per night
Jun 5 - Jun 6
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a picnic area, and laundry facilities are also on offer.
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA, 01240
14.63 mi from city center
The price is $142 per night
$142
per night
May 29 - May 30
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. Express check-in is provided and the front desk is staffed around-the-clock.
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA, 01240
Free Cancellation
Reserve now, pay when you stay
15.57 mi from city center
The price is $135 per night
$135
per night
Jun 4 - Jun 5
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 appreciate freebies like buffet breakfast and free self parking.
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA, 01201
Free Cancellation
18.7 mi from city center
The price is $137 per night
$137
per night
May 30 - May 31
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 10 conference rooms, as well as the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA, 01230
Free Cancellation
Reserve now, pay when you stay
7.16 mi from city center
The price is $76 per night
$76
per night
May 29 - May 30
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA, 01201
Free Cancellation
Reserve now, pay when you stay
18.32 mi from city center
The price is $124 per night
$124
per night
May 29 - May 30
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. There's a gym on site, and laundry facilities and free newspapers are also offered.
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA, 01230
Free Cancellation
7.21 mi from city center
The price is $132 per night
$132
per night
Jun 4 - Jun 5
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 appreciate freebies like buffet breakfast and free self parking.
Don't see what you're looking for?
See all available properties in Monterey
View all properties
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.

Top family friendly Monterey hotel deals

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

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

Monterey, MA
Get rates
9.8/10 Exceptional! (72 reviews)

Top hotels in Monterey for Extended Stay

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.

Seize your some day

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?
Settle in at Historic Home by Butternut Ski Mountain, Great Barrington and Appalachian Trails and make vacationing with the youngsters child’s play. This popular option in Monterey comes with amenities that make family trips easier, such as a barbecue grill.
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 $76. 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 988 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 . If you’d prefer the peace of off-season, book a stay during quieter months, such as .
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

  • Yankee Inn, Trademark Collection by Wyndham

    Yankee Inn, Trademark Collection by Wyndham

    5 out of 5
    Posted 2 days ago
    Travelocity Verified Review
    "I always come here one to two times a year just to relax and getaway. Love the pool and spa, never to packed at this time of the year, which I love."
    A verified traveler stayed at Yankee Inn, Trademark Collection by Wyndham
    Yankee Inn, Trademark Collection by Wyndham

Types of hotels

Hotels near…

Hotels by star rating

Areas of Monterey