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Our top choices for Monterey hotels

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (165)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
$164 nightly
The price is $189
Jan 5 - Jan 6, 2026
Total with taxes and fees
Blackberry River Inn

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (347)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
$94 nightly
The price is $105
Dec 28 - Dec 29
Total with taxes and fees
The Central Downtown Inn & Suites

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60)
"Comfortable stay "
United States
Paul
$120 nightly
The price is $135
Dec 27 - Dec 28
Total with taxes and fees
Becket Motel

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (190)
"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
United States
Jenna
$140 nightly
The price is $157
Dec 27 - Dec 28
Total with taxes and fees
the Alander

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1001)
"Very friendly and good Breakfast."
United States
Jesse
$76 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (16)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
$198 nightly
The price is $222
Jan 4 - Jan 5, 2026
Total with taxes and fees
Prospect Berkshires

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (68)
"Extremely impressed by this hotel. The staff was very friendly and professional. The rooms were so comfortable and high quality everything! Check in and check out was easy. Highly recommend!"
United States
Jeanne
$113 nightly
The price is $126
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
$79 nightly
The price is $89
Dec 30 - Dec 31
Total with taxes and fees
Berkshire Inn

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (133)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
$206 nightly
The price is $226
Dec 28 - Dec 29
Total with taxes and fees
Gedney Farm

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
$128 nightly
The price is $143
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811)
"Room spotless and staff helpful."
United States
William
$89 nightly
The price is $99
Dec 26 - Dec 27
Total with taxes and fees
FairBridge Inn Express

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (460)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
$76 nightly
The price is $85
Dec 28 - Dec 29
Total with taxes and fees
Berkshire Travel Lodge

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Dec 26 - Dec 27
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
$336 nightly
The price is $368
Dec 28 - Dec 29
Total with taxes and fees
The Old Inn On The Green

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
$120 nightly
The price is $135
Jan 8 - Jan 9, 2026
Total with taxes and fees
East Rock Inn

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (795)
"Spacious room and loved pool and hot tub!"
United States
Deanna
$108 nightly
The price is $120
Jan 25 - Jan 26, 2026
Total with taxes and fees
Berkshire Mountain Lodge

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (710)
"Great hospitality "
United States
regina maria
$107 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (212)
" Nice"
United States
Katherine
$116 nightly
The price is $130
Dec 26 - Dec 27
Total with taxes and fees
Chatham Travel Lodge

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (809)
"Clean room and staff was super friendly"
United States
Yuen
$149 nightly
The price is $166
Dec 30 - Dec 31
Total with taxes and fees
Hotel On North

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (998)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$88 nightly
The price is $99
Jan 2 - Jan 3, 2026
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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Stay near popular Monterey attractions

Learn more about Monterey

Explore Monterey: its forests, hiking, boating, and more!

Those secluded lakes and those 🍁🍁 reflections. #Berkshires will always have a special place in our hearts. To know more about our last visit in that region, click the link in bio👆. We are sure you'd be inspired to head there soon!

#Fall #VisitMA
Photo by Fun Travelog
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Top Monterey Hotel Reviews

More cheap stays in Monterey

Hotels in Monterey with star-rating

Find out more about Monterey

Top reasons to visit Monterey

  • Scenic Outdoor Adventures: Monterey offers breathtaking landscapes perfect for hiking, skiing, and exploring nearby national and state parks.
  • Charming Accommodations: Choose from cozy agritourism properties and delightful bed and breakfasts that provide a welcoming atmosphere.
  • Rich Local Culture: Discover historic houses, art openings, and museum passes that highlight Monterey's cultural heritage.
  • Picturesque Neighborhoods: Enjoy leisurely walks through scenic neighborhoods and picturesque views of Monterey Bay.
  • Family-Friendly Atmosphere: The friendly environment and amenities like the Monterey Public Library make it ideal for families.

Find great hotels near Monterey

Discover the charm of Monterey, Massachusetts, with a variety of lodging options that cater to every adventurer’s desire. Choose from cozy agritourism properties or delightful bed and breakfasts, perfect for families and pet lovers alike. Enjoy unique amenities such as library spaces for relaxation and a welcoming atmosphere that makes for an unforgettable vacation experience.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Embrace adventure and family fun at the Holiday Inn Club Vacations Oak n’ Spruce Resort, conveniently located 7 miles from Monterey. This 3.5-star resort is perfect for those seeking an inclusive environment, welcoming LGBTQIA travelers. Guests can enjoy a range of exciting activities, including snow tubing, skiing, and hiking. On-site amenities cater to children with a mini-golf course, an arcade game room, and a shared playground. The resort’s spacious accommodations make it an ideal choice for families looking to create lasting memories in a vibrant, recreational setting.
  • Quality Inn: Situated 8 miles from Monterey, Quality Inn is a business-friendly hotel that also caters to adventurous spirits. This property offers a blend of professional services and recreational activities, making it an excellent choice for business travelers who want to unwind after meetings. Guests can explore nearby hiking trails and enjoy skiing and snowboarding options. The hotel's comfortable rooms and essential amenities ensure a pleasant stay while providing easy access to the region's outdoor attractions, making it a versatile option for both work and play.
  • The Black Swan Lee - Lenox, Ascend Hotel Collection: Located 10 miles from Monterey, The Black Swan Lee - Lenox is a charming 3-star hotel that welcomes families and pets alike. The hotel's focus on adventure is evident with activities such as fishing, snow tubing, and mountain climbing readily available. Families will appreciate the thoughtful amenities for children, including cribs and safety features. The pet-friendly policy allows guests to travel with their furry companions, ensuring a comfortable stay for all. This welcoming atmosphere makes The Black Swan a delightful retreat for those seeking both adventure and relaxation.

Where to stay near Monterey

Monterey, Massachusetts, offers a delightful blend of outdoor adventures and romantic scenery, perfect for a memorable getaway. Explore the charming Monterey Public Library and immerse yourself in the friendly, family-friendly atmosphere. Venture to nearby attractions like the picturesque Monterey Bay for stunning views, or enjoy leisurely walks in the scenic neighborhoods. Whether you're seeking relaxation or adventure, Monterey provides an inviting escape filled with natural beauty and warm hospitality.

  • Lenox: Nestled 13 miles away from Monterey, Lenox is a charming city known for its vibrant cultural scene and beautiful landscapes. The area experiences a moderately seasonal influx of visitors, with the busiest months from June to August. Travelers flock to Lenox for its entertainment offerings, romantic settings, and family-friendly activities. Highlights include captivating music concerts, engaging theater performances, and opportunities for skiing in the winter. The surrounding natural beauty is accentuated by picturesque lakes and mountains, making it an ideal spot for both relaxation and adventure.
  • The Berkshires: Located a mere 3 miles from Monterey, The Berkshires is a stunning region that offers year-round appeal with its outdoor adventures and breathtaking scenery. Although visitor numbers peak in the summer months of June to August, the area maintains a steady stream of travelers throughout the year. Guests can enjoy skiing at local resorts and immerse themselves in the scenic beauty of the mountains and lakes. The Berkshires is perfect for those looking to connect with nature while experiencing a variety of outdoor activities.
  • Great Barrington: Just 8 miles away from Monterey, Great Barrington is a lively city that caters to adventure seekers and sports enthusiasts. With a consistent flow of visitors, especially during the summer, this area is renowned for its skiing opportunities and proximity to national and state parks. The thrilling ski fields and resorts are a major draw, providing ample opportunities for winter sports. Great Barrington combines outdoor excitement with a quaint town atmosphere, making it an excellent destination for an active and engaging vacation.

Things to do near Monterey

Monterey, Massachusetts, is perfect for outdoor and romantic getaways, offering stunning scenery and a variety of activities. Visitors can enjoy skiing at local ski resorts and explore art openings and museum passes. Whether you seek adventure on the slopes or a relaxing day surrounded by nature, Monterey provides a charming backdrop for your vacation.

Shopping

In Monterey, enjoy shopping at the Lee Premium Outlets, located 8 miles away, offering a variety of brands and entertainment. Also, visit the Berkshire Mountain Country Store, just 9 miles from town. If you're up for a drive, The Bookstore is located 13 miles away, perfect for book lovers.

Recreation

Experience the vibrant world of dance at Jacob's Pillow, where culture and romance come alive. For a tranquil escape, visit Tyringham Cobble, perfect for relaxation amidst nature. If you enjoy sports, the Greenock Country Club offers a fantastic golf experience with beautiful outdoor scenery.

Adventure

Ski Butternut, located 6 miles from Monterey, offers thrilling skiing experiences with its well-groomed slopes and vibrant sports atmosphere. For hiking enthusiasts, the Housatonic River Walk, 8 miles away, presents beautiful scenery amidst adventure-filled trails. Otis Ridge, also 6 miles from Monterey, provides an exciting ski environment for all levels.

Nightlife

In Monterey, you can enjoy a vibrant nightlife with performances at the Mahaiwe Performing Arts Center, only 8 miles away, or catch a show at the Berkshire Theatre Festival, located 9 miles away. For classic plays, Shakespeare and Company, 12 miles away, offers a charming atmosphere filled with culture and romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Monterey

Monterey, Massachusetts, offers various ways to save on your visit. Enjoy free attractions like the National Shrine of the Divine Mercy, Lake Buel, and Ashintully Gardens. Opt for walking or biking to save on transportation costs. For budget-friendly stays, visit from March to April or November, avoiding the pricier summer months. Tuesdays are the cheapest nights to book, while Saturdays are the most expensive. Use Expedia to find the best deals by filtering prices from lowest to highest, and consider bundling your hotel, flights, and activities for additional savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Monterey are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Monterey is Tuesday. The most expensive day to stay in Monterey is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. To find the best prices and deals, be sure to arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Monterey hotel reservations with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Monterey

Monterey, Massachusetts, is perfect for outdoor enthusiasts and couples seeking a scenic getaway. Explore historic houses, serene lakes, and nearby national and state parks that offer a blend of culture and adventure. Whether you're hiking, enjoying the views, or diving into local history, there's something for everyone. Don't forget to check in with the Monterey Police Department for any local updates or information during your visit.

  • National Shrine of the Divine Mercy: Located 9 miles from Monterey, this serene shrine offers a peaceful atmosphere perfect for reflection and prayer. Its beautiful architecture and lush surroundings make it a cultural gem that invites visitors to experience spirituality and tranquility.
  • Lake Buel: Just 3 miles from Monterey, Lake Buel is a picturesque destination ideal for outdoor enthusiasts. Enjoy a day at the beach, take in stunning scenery, or share a romantic picnic while surrounded by nature’s beauty.
  • Norman Rockwell Museum: Situated 10 miles from Monterey, this art museum showcases the iconic works of Norman Rockwell. Dive into American culture through his storytelling art, making it a must-visit for art lovers and history buffs alike.

Best time to go to Monterey

The best time to visit Monterey is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.2°F (-4.9°C)Light RainMostly CloudyAverageAverage
February24.8°F (-4.0°C)Light RainMostly CloudyAverageAverage
March32.5°F (0.3°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
June63.7°F (17.6°C)Light RainMostly SunnySlightly HighAverage
July69.8°F (21.0°C)Light RainMostly SunnySlightly HighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnySlightly HighSlightly High
September60.8°F (16.0°C)Light RainMostly SunnyAverageAverage
October49.8°F (9.9°C)Light RainMostly SunnySlightly LowSlightly High
November37.8°F (3.2°C)Light RainMostly SunnySlightly LowSlightly Low
December29.7°F (-1.3°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Monterey

When visiting Monterey, Massachusetts, you have several airport options to consider. Hartford, CT (BDL-Bradley Intl.) is 32 miles away, with nearby hotels such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport, and the Marriott Hartford Downtown, located 12 miles away. Albany, NY (ALB-Albany Intl.) is 50 miles from Monterey, featuring hotels like the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 8 miles from the airport. Closer still, Pittsfield, MA (PSF-Pittsfield Municipal) is 17 miles away, with accommodations including The Central Downtown Inn & Suites, only 2 miles from the airport.

Frequently asked questions

What is the best area to stay in Monterey?
The best area to stay in Monterey, Massachusetts is generally near Lake Garfield, as it offers the most comprehensive experience for visitors.

This area is the heart of Monterey, providing access to the town's primary natural attraction. Accommodations here often feature direct lake access or are within a short walk of public beaches and boat launches. The general layout is rural and scenic, with winding roads and views of the Berkshire landscape.

Couples seeking a tranquil and nature-focused retreat will find this area ideal. They can enjoy activities like kayaking, paddleboarding, or simply relaxing by the water. The serene environment offers a peaceful escape with opportunities for scenic walks and enjoying the natural beauty of the Berkshires.

Families will also appreciate staying near Lake Garfield due to the recreational opportunities it provides. Children can swim, build sandcastles, or explore the outdoors.
When is the best time to go to Monterey?
The best time to go to Monterey, Massachusetts is during the late spring, summer, and early fall months, specifically from May through October.

This period offers the most pleasant weather for outdoor activities, with warmer temperatures and less rainfall. The natural beauty of the Berkshires is at its peak, making it ideal for exploring the numerous hiking trails, enjoying water sports on Lake Garfield, and visiting local farms and orchards.

Couples seeking a relaxing getaway will appreciate the tranquil environment and opportunities for scenic drives, winery visits, and enjoying farm-to-table dining.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Monterey.
How can I save on a Monterey hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Monterey hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Monterey hotel?
Prices for hotels in Monterey often vary, but you can find a great deal from $74 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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