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Our top choices for Monterey hotels

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 star property
South Lee
9.2 out of 10, Wonderful, (892 reviews)
"Great place for a family vacation. Lots of activities for kids and peaceful location in the Berkshires. "
United States
Khary
$145 nightly
The price is $162
May 18 - May 19
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (931 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
$113 nightly
The price is $126
May 24 - May 25
Total with taxes and fees
Berkshire Mountain Lodge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (938 reviews)
"Great stay!"
United States
Aditya
$108 nightly
The price is $120
May 13 - May 14
Total with taxes and fees
Berkshires Untold

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, (780 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
$178 nightly
The price is $198
May 17 - May 18
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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, (764 reviews)
"Nice clean room, clean and well maintained breakfast was tasteful each day. Desk Clerk very helpful in giving out direction, Breaksfast person, very friendly. Hotel is centrally located, shop and restaurant nearby"
United States
Berdest
$124 nightly
The price is $139
May 19 - May 20
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (136 reviews)
"Beautiful property and rooms."
United States
Kara
$175 nightly
The price is $192
May 17 - May 18
Total with taxes and fees
Gedney Farm

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,013 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
$85 nightly
The price is $94
May 17 - May 18
Total with taxes and fees
Quality Inn Great Barrington

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,010 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
$188 nightly
The price is $210
May 18 - May 19
Total with taxes and fees
The Red Lion Inn

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
$363 nightly
The price is $398
May 13 - May 14
Total with taxes and fees
The Old Inn On The Green

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, (1,003 reviews)
"The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly."
United States
Sharon
$118 nightly
The price is $132
May 17 - May 18
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
$269 nightly
The price is $300
May 13 - May 14
Total with taxes and fees
Devonfield Inn B&B

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
$99 nightly
The price is $111
May 13 - May 14
Total with taxes and fees
The Yankee Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
$185 nightly
The price is $207
May 13 - May 14
Total with taxes and fees
Chambery Inn

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
$276 nightly
The price is $308
May 21 - May 22
Total with taxes and fees
The Inn at Stockbridge

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
$95 nightly
The price is $106
Jun 11 - Jun 12
Total with taxes and fees
The Little Lion

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,004 reviews)
"Great location "
United States
Edith
$113 nightly
The price is $126
Jun 10 - Jun 11
Total with taxes and fees
Quality Inn Lee - Lenox South

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,004 reviews)
"Awesome r[m, nice breakfast, excellent staff!"
United States
Julie
$198 nightly
The price is $227
May 25 - May 26
Total with taxes and fees
Simsbury 1820 House

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
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
$335 nightly
The price is $374
May 26 - May 27
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (101 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
United States
Nicole
$200 nightly
The price is $223
May 13 - May 14
Total with taxes and fees
Granville House

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (48 reviews)
"Very comfortable bed, that was mostly what I cared about. I got my beauty sleep)"
United States
Maria
$180 nightly
The price is $201
May 18 - May 19
Total with taxes and fees
Wilder House Berkshires
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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 attractions in and around Monterey

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!

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Top Monterey Hotel Reviews

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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 $69 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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