A lake surrounded by autumn-colored trees reflecting on the water.

Find hotels in Monterey, MA from $77

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Filter by

Star rating

Guest rating

Our top choices for Monterey hotels

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
Guest highlights
  • Pool for year-round enjoyment
  • Clean and well-kept property
  • Stunning nature view from rooms
$122 nightly
$136 total
Sep 27 - Sep 28
Total with taxes and fees
Vacation Village in the Berkshires
A building with a porch and multiple windows, surrounded by purple flowers.
A café with a display case, a frozen food section, and a marketplace sign.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

2. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
Guest highlights
  • Board games for younger guests
  • Roomy, generously sized rooms
$135 nightly
$150 total
Sep 28 - Sep 29
Total with taxes and fees
Holiday Inn Club Vacations Oak 'n Spruce Resort
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A bar with wooden floors and shelves filled with bottles.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A covered porch with wicker furniture and hanging flower baskets.

3. The Red Lion Inn

The Red Lion Inn
Stockbridge
Guest highlights
  • Wonderful breakfast each morning
  • Beautiful pool area with robes
  • Excellent food options in tavern
$198 nightly
$221 total
Sep 29 - Sep 30
Total with taxes and fees
The Red Lion Inn
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A garden with wooden Adirondack chairs and a stone pathway.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
Guest highlights
  • Large pool area with hot tub
  • Spacious accommodations with kitchens
  • Safe and clean parking lot
$109 nightly
$121 total
Oct 1 - Oct 2
Total with taxes and fees
Berkshire Mountain Lodge
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a fireplace, and comfortable seating.
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

5. Berkshires Untold

Berkshires Untold
Lenox
Guest highlights
  • Fresh coffee and tea for guests
  • Wonderful food and dining on offer
  • Convenient parking lot on-site
$143 nightly
$160 total
Sep 28 - Sep 29
Total with taxes and fees
Berkshires Untold
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.
A white two-story house with a front door, windows, and a chimney.

6. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
$363 nightly
$398 total
Sep 27 - Sep 28
Total with taxes and fees
The Old Inn On The Green
A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.
An outdoor patio with wooden tables and chairs, surrounded by greenery.
A spacious living room with a fireplace, patterned armchairs, and a staircase leading to an upper level.
A wooden sign with "GEDNEY FARM" written on it, surrounded by lush greenery and purple flowers.

7. Gedney Farm

Gedney Farm
Great Barrington
Guest highlights
  • Room with a fireplace for cozy stays
  • Friendly staff ready to assist
  • Beautiful towering grounds nearby
$221 nightly
$243 total
Oct 18 - Oct 19
Total with taxes and fees
Gedney Farm
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.
A Quality Inn sign, a brick building, and a parking lot with cars.
A hotel room with a bathroom, a bed, a desk, and a nightstand.
A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

8. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
Guest highlights
  • Easy parking in a spacious lot
  • Tasty food available on-site
  • Free breakfast with good options
$101 nightly
$113 total
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn Great Barrington
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
Guest highlights
  • Helpful front desk team on call
  • Relaxing time by the large pool
  • Great variety at breakfast
$169 nightly
$189 total
Sep 30 - Oct 1
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

10. The Yankee Inn

The Yankee Inn
Lenox
Guest highlights
  • Minutes from Bousquet Ski Area
  • Pool area for guests
  • Breakfast options offered
$109 nightly
$122 total
Oct 25 - Oct 26
Total with taxes and fees
The Yankee Inn
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

11. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
Guest highlights
  • Short walk to nearby restaurants
  • Professional staff on hand each day
  • Decent breakfast with cereals
$110 nightly
$122 total
Oct 19 - Oct 20
Total with taxes and fees
Quality Inn Lee - Lenox South
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A lodge with a large building and a dock by a lake, surrounded by forest.
A dining area with large windows, wooden furniture, and a view of a lake.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
Guest highlights
  • Beautiful location near the beach
  • Delicious Indian food at restaurant
  • Good breakfast in cozy area
$138 nightly
$154 total
Sep 28 - Sep 29
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A modern hotel lobby with seating areas, tables, and a reception desk.
A kitchenette with a microwave, coffee maker, and coffee cups.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A breakfast area with a counter, coffee machine, and a display of pastries.

13. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
Guest highlights
  • Warm pool ideal for kids
  • Included breakfast with pancake machine
  • Easy and convenient parking available
$128 nightly
$143 total
Oct 19 - Oct 20
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.
A motel with a parking lot and several cars parked.
A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.
A row of white plastic chairs on a covered outdoor area with a white building in the background.

14. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
Guest highlights
  • Near Ski Butternut
  • Restful and away from the noise
  • Updated shower with good water pressure
$76 nightly
$85 total
Oct 25 - Oct 26
Total with taxes and fees
Monument Mountain Motel
A large, two-story house with a well-maintained lawn and a fence.
A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

15. Devonfield Inn B&B

Devonfield Inn B&B
Lee
Guest highlights
  • Great locale with top amenities
  • Beautiful breakfast with variety
  • Excellent building with charming features
$409 nightly
$457 total
Oct 25 - Oct 26
Total with taxes and fees
Devonfield Inn B&B
A two-story house with a brick entrance and a white facade.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.
A neatly arranged bedroom with a bed, bedside table, and a dresser.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

16. 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
Stockbridge
Guest highlights
  • Marvelous breakfast with a variety of options
  • Cozy, classic location for shopping
  • Friendly and knowledgeable staff service
$537 nightly
$600 total
Oct 12 - Oct 13
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A living room with a fireplace, leather sofas, and a dog.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

17. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
$460 nightly
$514 total
Sep 27 - Sep 28
Total with taxes and fees
The Inn at Stockbridge
A large house with a balcony and a grassy yard.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.
A two-story building with a gabled roof and a chimney.
A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

18. The Little Lion

The Little Lion
Great Barrington
Guest highlights
  • Scenic views of the garden and woods
  • Convenient parking for arriving guests
  • Easy self check-in and check-out
$115 nightly
$128 total
Oct 18 - Oct 19
Total with taxes and fees
The Little Lion
A two-story building with a sign reading "Chambéry Inn".
A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.
A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.
A large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.

19. Chambery Inn

Chambery Inn
Lee
Guest highlights
  • Jetted tubs in spacious bathrooms
  • Wonderful breakfast to start the day
$273 nightly
$305 total
Oct 26 - Oct 27
Total with taxes and fees
Chambery Inn
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a round table and chairs.
A grassy outdoor area with four blue Adirondack chairs arranged in a circle.
A sign for East Rock Inn with a mountainous logo, surrounded by lush greenery and a gravel path leading to a building.

20. East Rock Inn

East Rock Inn
Great Barrington
Guest highlights
  • Fresh coffee and tea for guests
  • Clean and modern room decor
  • Newly remodeled building exterior
$130 nightly
$145 total
Oct 26 - Oct 27
Total with taxes and fees
East Rock Inn
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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.
A building with a marquee sign reading "MAHAIWE Performing Arts Center" and a smaller sign for "Black Violin" performances.
A waterfall surrounded by autumn foliage.
A row of parked cars along a street lined with brick buildings, including a sign for 'Vault Studio' and 'Hotpoint'.
A brick building with a white door, arched windows, and a clock tower.
A frozen waterfall surrounded by snow-covered trees and rocks.

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.

A street lamp with a sign reading "VENTFORT HALL" and "LENOX 1767" against a backdrop of autumn-colored trees.
A large white house with multiple chimneys, surrounded by lush greenery and trees.
A sign for Lenox Library Welles Gallery with operating hours.
A large white colonial-style house with a stone foundation, a white fence, and a green lawn.
A tree-lined pathway with autumn leaves, a street lamp, and a sign for the Shire Region Health Planning.

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.

A white colonial-style house with black shutters, surrounded by a white picket fence and lush greenery.
A calm lake reflecting a forest with autumn foliage.
A lake surrounded by autumn-colored trees and hills under a cloudy sky.
autumn in the mountains
A nighttime view of a residential area with houses adorned with holiday lights.

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.

A historic street with brick buildings, storefronts, and parked cars.
A street lined with historic buildings, including a Morgan House restaurant.
A red brick building with arched windows and a sign for the Lee 911 Dispatch Police Dept.
A street lined with vintage shops, including Sparrow Singing and a barber shop.
A brick building with white columns and a sign for the Morgan House restaurant.

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.

A forest with a winding road and a mountain in the background.
A calm lake reflecting a forest with autumn foliage.

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.

Norman Rockwell Museum

9.4/10 (347 reviews)
Highly recommended for art lovers, the Norman Rockwell Museum in Stockbridge showcases the iconic works of the beloved American illustrator. With its rich cultural vibes, the museum is about 10 miles from Monterey, making it a convenient stop for those looking to explore the artistic heritage of the region.
See properties

National Shrine of the Divine Mercy

9.0/10 (83 reviews)
Experience the best of spiritual reflection at the National Shrine of the Divine Mercy, perfect for travelers seeking tranquility and cultural vibes. Located about 9 miles by car from Monterey, this serene shrine offers a unique space for prayer and contemplation, making it an inviting stop on your journey.
See properties

Lake Buel

8.8/10 (23 reviews)
Often cited as a favorite among outdoor enthusiasts, Lake Buel offers a picturesque escape with its romantic scenery and beach vibes. Located about 3 miles by car from Monterey, it's an ideal spot for a relaxing day in nature, making it convenient for those looking to unwind near the water.
See properties

McLennan Reservation

6.8/10 (6 reviews)
Visitors often appreciate how McLennan Reservation provides stunning natural scenery, making it a peaceful retreat for nature lovers. Located about 3 miles from Monterey, it offers easy access to beautiful trails and serene landscapes, making it a great spot to unwind during your stay.
See properties

Dry Hill

7.4/10 (8 reviews)
An essential stop for outdoor lovers, Dry Hill offers stunning scenery and adventurous vibes in New Marlborough, Massachusetts. Located about 3 miles from Monterey, this reserve provides a perfect escape for nature enthusiasts. Staying nearby allows easy access to its natural beauty and recreational opportunities.
See properties

Bidwell House Museum

A captivating destination for history lovers, the Bidwell House Museum offers a glimpse into the cultural heritage of the region. Nestled in Monterey, this historic house showcases unique artifacts and stories of the past. Staying nearby provides easy access to explore the museum and the surrounding beauty of the area.
See properties

Questing

Perfectly suited for outdoor adventurers, Questing offers a unique experience in the heart of nature with its expansive forest trails and vibrant wildlife. Located about 5 miles from Monterey, it provides easy access for those looking to immerse themselves in adventure. Staying nearby allows you to quickly enjoy this beautiful escape.
See properties

Ashintully Gardens

9.4/10 (6 reviews)
A must-see for families and couples, Ashintully Gardens in Tyringham offers a serene escape with its lush landscapes and vibrant flora. Located about 3 miles by car from Monterey, this botanical garden is perfect for a leisurely day outdoors, making it an ideal base for your nearby adventures.
See properties

Learn more about Monterey

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

See all hotels in Monterey
A lake surrounded by autumn-colored trees reflecting on the water.
Photo by Fun Travelog

Top Monterey Hotel Reviews

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"Very clean and comfortable. Some of the mechanicals are older but the rooms are quite fresh. Excellent location. Pretty good breakfast. Excellent value."
Louis 1-night trip
Posted less than an hour ago
Quality Inn Lee - Lenox South
Hotel On North

Hotel On North

10/10 Excellent
"Staff was great! Johnathan was there for us , answering all our questions! Bar restaurant was fabulous! Parking behind hotel was perfect."
laurie 2-night trip
Posted 2 hours ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"A most amazing place to stay! Has everything a hotel should have - we had a very large room! Great porch! We have stayed there several times."
Roger 1-night trip
Posted 2 hours ago
The Red Lion Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Excellent location. Clean and comfortable room. Excellent onsite restaurant built into the hotel."
Andrew 1-night trip
Posted 3 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

8/10 Good
"The staff was friendly and approachable. They were also very accommodating. I requested a room change upon check-in and a late check-out, and they made it happen. They do have a hiking trail and a pond behind the property, which was nice. While I was there, they were celebrating their housekeeping team, which I thought was nice to see them appreciate their staff."
Tanya 2-night trip
Posted 3 hours ago
The Yankee Inn
The Whitlock

The Whitlock

10/10 Excellent
"The hotel staff were very friendly and helpful. There is ample parking and the location in town is great for walking to shops and restaurants. This is a very nice property."
Michael 1-night trip
Posted 4 hours ago
The Whitlock
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

8/10 Good
"Toilet was faulty but they gave us another room. Not much variety on the breakfast"
Ron 3-night trip
Posted 1 day ago
Hampton Inn & Suites Berkshires-Lenox
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"One of the most important aspects of a good hotel is the smell of it when I first walk in the door. This lodge smelled clean and was clean. The second important thing is the customer service. This place was just okay. Polite but not very friendly. The third important aspect is the plumbing and that was just okay too. Workable enough so we didn’t have to ask for another room but the little soaps were tiny and the toilet was in okay condition. A little hard to flush sometimes. They act like it’s someplace special but it really isn’t. It was a good stay but nothing special. Location was convenient to everything - restaurants and stores."
Karen 2-night trip
Posted 2 days ago
Berkshire Mountain Lodge
Little Cat Lodge

Little Cat Lodge

10/10 Excellent
"Quiet, clean and very good place to relax"
Liza 1-night trip
Posted 3 days ago
Little Cat Lodge

More cheap stays in Monterey

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
$69 nightly
$77 total
Sep 27 - Sep 28
Total with taxes and fees
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
$79 nightly
$88 total
Sep 27 - Sep 28
Total with taxes and fees
7.6/10 Good! (917 reviews)
Howard Johnson by Wyndham Lenox
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
$101 nightly
$113 total
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
$109 nightly
$122 total
Oct 25 - Oct 26
Total with taxes and fees
9.2/10 Wonderful! (1,010 reviews)
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA
$122 nightly
$136 total
Oct 19 - Oct 20
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Whitlock

The Whitlock

16 Church St Lenox MA
$139 nightly
$155 total
Sep 27 - Sep 28
Total with taxes and fees
8.4/10 Very Good! (387 reviews)
The Whitlock

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 much is the nightly rate at a Monterey hotel?
Prices for hotels in Monterey often vary, but you can find a great deal from $77 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.

Explore a world of travel with Expedia