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Our top choices for Monterey hotels

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,839 reviews)
"It's a good place with beautiful views. The for a family or romantic get away."
United States
fritzgerald
5 days ago
$122 nightly
The price is $136
Dec 10 - Dec 11
Total with taxes and fees
Vacation Village in the Berkshires

2. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,013 reviews)
"Great location hotel has an excellent dining room."
United States
Lisabeth
4 days ago
$195 nightly
The price is $218
Nov 29 - Nov 30
Total with taxes and fees
The Red Lion Inn

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,266 reviews)
"Very centrally located. Right next to a good little market."
United States
Holly
4 days ago
$104 nightly
The price is $116
Dec 10 - Dec 11
Total with taxes and fees
Berkshire Mountain Lodge

4. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,070 reviews)
"Staff was very nice. Common areas are very nice. Room are very nice."
United States
Lauren
5 days ago
$118 nightly
The price is $132
Nov 17 - Nov 18
Total with taxes and fees
Berkshires Untold

5. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
17 days ago
$319 nightly
The price is $350
Nov 11 - Nov 12
Total with taxes and fees
The Old Inn On The Green

6. Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (143 reviews)
"Beautiful location with a fantastic chef and meal options."
United States
Terri
September 15th, 2026
Gedney Farm

7. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,004 reviews)
"It was close to the venue and shopping."
United States
Sandy
3 days ago
$76 nightly
The price is $85
Nov 30 - Dec 1
Total with taxes and fees
Quality Inn Great Barrington

8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (822 reviews)
"Very clean room. Great hot breakfast. We were very impressed with this hotel."
United States
Janis U.
7 days ago
$161 nightly
The price is $179
Nov 15 - Nov 16
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

9. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"Super clean room. The hot tub was amazing."
United States
Debora
8 days ago
$111 nightly
The price is $124
Nov 15 - Nov 16
Total with taxes and fees
The Yankee Inn

10. 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, (857 reviews)
"Thanks for a wonderful visit. Quiet location in the mountains."
United States
Richard
13 days ago
$83 nightly
The price is $93
Dec 8 - Dec 9
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

11. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,004 reviews)
"Just perfect lodging place for short time travelers."
United States
Bernardo Jr
3 days ago
$86 nightly
The price is $96
Dec 8 - Dec 9
Total with taxes and fees
Quality Inn Lee - Lenox South

12. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.4 out of 10, Exceptional, (120 reviews)
"Breakfast was absolutely wonderful. My stay at Diane s bed."
United States
Lisa
August 21st, 2026
$414 nightly
The price is $462
Nov 26 - Nov 27
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

13. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (942 reviews)
"Easy access to everywhere we went."
United States
Phillip
4 days ago
$67 nightly
The price is $74
Nov 11 - Nov 12
Total with taxes and fees
Monument Mountain Motel

14. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great."
United States
Sebastien
September 14th, 2026
$369 nightly
The price is $412
Nov 13 - Nov 14
Total with taxes and fees
Devonfield Inn B&B

15. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place clean. Delightful location near Norman Rockwell museum."
United States
Kimberly
20 days ago
$255 nightly
The price is $285
Nov 15 - Nov 16
Total with taxes and fees
The Inn at Stockbridge

16. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"The room was clean. The bed was comfortable. The breakfast was adequate."
United States
Susan
13 days ago
$107 nightly
The price is $120
Dec 6 - Dec 7
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

17. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (640 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn."
United States
Linda
4 days ago
$115 nightly
The price is $128
Nov 11 - Nov 12
Total with taxes and fees
The Little Lion

18. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 reviews)
"Self check in was new experience at BNB. The housekeeping staff was amazing."
United States
Monica
21 days ago
$201 nightly
The price is $225
Nov 11 - Nov 12
Total with taxes and fees
Chambery Inn

19. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
"Granville House is an amazing place. The bathroom was well appointed great lighting."
United States
Karen
17 days ago
$254 nightly
The price is $284
Nov 20 - Nov 21
Total with taxes and fees
Granville House
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.

Where to stay near Monterey

Monterey offers a perfect blend of outdoor adventures, romantic scenery, and family-friendly activities. Visitors can enjoy a relaxing atmosphere while exploring nearby cities and neighborhoods that cater to sports, entertainment, and adventure, ensuring a memorable getaway for every type of traveler.

Great Barrington

For travelers seeking a memorable trip, Great Barrington offers a charming blend of family-friendly activities and outdoor adventures. Nestled near scenic destinations such as the National Shrine of the Divine Mercy and the tranquil Lake Buel, visitors can enjoy everything from hiking in the national state park to skiing at nearby resorts. Located about 8 miles away from Monterey, Great Barrington makes for an ideal base to explore the beauty of the Berkshires while enjoying a welcoming community atmosphere.

Lenox

Experience the charm of Lenox, an excellent hub for travelers seeking family-friendly activities, cultural experiences, and natural beauty. This vibrant city offers access to highlights like the National Shrine of the Divine Mercy, The Mount historic house, and the Norman Rockwell Museum. With a moderate seasonal visitor flow, Lenox provides a welcoming atmosphere year-round. Conveniently located about 14 miles by car from Monterey, it’s a smart choice for your next getaway, blending relaxation with enriching experiences.

Stockbridge

If you are a culture enthusiast or a family traveler, look no further than Stockbridge, known for its rich artistic heritage and beautiful natural surroundings. Just a short drive from Monterey, this charming town offers access to the Norman Rockwell Museum and the Naumkeag Museum, perfect for exploring art and history. With opportunities for outdoor activities and local concerts, Stockbridge provides a delightful retreat year-round, making it a smart choice for your vacation accommodations.

Lee

Lee stands out as a prime spot for travelers seeking family-friendly experiences while exploring the beauty of Massachusetts. With its rich cultural offerings, including the Norman Rockwell Museum and The Mount, as well as outdoor adventures near local lakes and mountains, Lee provides a perfect blend of relaxation and entertainment. Located about 10 miles by car from Monterey, this charming city is an ideal choice for a getaway, ensuring a memorable stay filled with diverse activities.

Otis

Travelers visiting the area often choose Otis, especially those seeking a weekend getaway or family adventure amidst nature. This charming town offers easy access to the stunning Otis Reservoir for boating and fishing, the serene Tolland State Forest for hiking, and the tranquil National Shrine of the Divine Mercy for reflection. Located about 6 miles by car from Monterey, Otis provides a perfect blend of outdoor activities and scenic beauty, making it a smart choice for your vacation stay.

Stay near popular Monterey attractions

Nestled in scenic beauty, Monterey is perfect for outdoor enthusiasts and romance seekers alike. Explore historic homes, wander through nature reserves, and unwind by the tranquil lake. With adventure and culture around every corner, your stay promises unforgettable experiences in this charming destination.

Learn more about Monterey

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

A winding road through a forest with autumn foliage.

Top Monterey Hotel Reviews

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
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 much is the nightly rate at a Monterey hotel?

Prices for hotels in Monterey often vary, but you can find a great deal from $62 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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