Monterey Holidays from £702

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Your Monterey Holiday

Say goodbye to planning hassles and hello to a Monterey holiday package. With your travel details organised before you leave, you can focus on discovering this city, starting with Canann Village Historic District, which is good for dining, culture and shopping. You'll want to do a little exploring during your trip to Monterey. Don't miss leading attractions such as Ski Butternut, Otis Ridge and Lake Buel. No matter your travel plans or budget, organising your ultimate tailored Monterey holiday is a cinch with Expedia.

Top Monterey Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was £834, price is now £702 per person
£702
per person
23 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LON) to Albany (ALB)
9/10 Wonderful! (1,028 reviews)
It would have been the perfect place if the concert at Tanglewood had not been postponed. The checkin went well, the rooms were spacious and clean, and the location was good. Plenty of parking and there are plenty of restaurants nearby for lunch or dinner. Overall I was quite pleased with the place.

Reviewed on 3 Aug 2026

Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was £1,232, price is now £911 per person
£911
per person
23 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LON) to Albany (ALB)
7.8/10 Good! (27 reviews)

The Whitlock

The Whitlock

2 out of 5
Price was £1,149, price is now £881 per person
£881
per person
23 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LON) to Albany (ALB)
8.4/10 Very good! (338 reviews)

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was £862, price is now £713 per person
£713
per person
23 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LON) to Albany (ALB)
8.8/10 Excellent! (2,483 reviews)
The rooms were spacious.

Reviewed on 4 Aug 2026

Hotel On North

Hotel On North

3.5 out of 5
Price was £1,121, price is now £943 per person
£943
per person
23 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LON) to Albany (ALB)
9.6/10 Exceptional! (880 reviews)
I have never complained about a hotel before however, Soto was quite overpriced for what it was. The young female bartender was extremely inhospitable and rude to my friend and to another couple. She actually sneered l. The front desk woman seemed utterly harassed when we checked in—no smiles, no welcome.. just an awful experience. There was a smell of faint sewage or something foul in the lobby and halls and they were trying to cover it up with the use of scented air fresheners… No apology was made for the smell. Then there was a quinceañera celebration happening on the second floor right beneath our room, which kept us up till midnight… pounding music. No recompense was given.. this hotel needs to cull its poor staff, and hire professionals who are courteous, helpful and kind. The hallways were cavernous, dark and uncomfortably cold.. the room oddly had no dresser… We had to put our clothing on the desk. Will not stay there again.

Reviewed on 4 Aug 2026

Things to do near Monterey

Monterey, Massachusetts, is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway amidst stunning scenery. Visitors can enjoy a variety of activities, including skiing at local resorts, embarking on boat trips, and indulging in wine tours. Additionally, the Monterey Bay adventure and guided tours offer unique experiences to explore the area's natural beauty and charm. It's a perfect spot for an adventurous and memorable holiday.

Shopping

For unique gifts, visit Hoffman's Pottery, located 20.9km away. If you're up for a drive, Lee Premium Outlets offers a variety of brands and entertainment, just 12.9km away. The Berkshire Mountain Country Store, 14.5km from Monterey, is perfect for local treats and souvenirs.

Recreation

At Lake Mansfield Park, enjoy tranquil walks and serene picnics surrounded by nature's beauty, ideal for relaxation. Experience the enchanting performances at Jacob's Pillow, where dance meets culture in a romantic atmosphere. The Mahaiwe Performing Arts Center offers captivating shows, perfect for families seeking entertainment and cultural enrichment.

Adventure

The Housatonic River Walk, located 12.9km from Monterey, offers a scenic hiking trail perfect for outdoor enthusiasts. For skiing, head to Ski Butternut or Otis Ridge, both situated 9.7km away, where you can enjoy thrilling sports in a picturesque winter landscape.

Nightlife

In Monterey, Massachusetts, the nightlife is quaint yet charming, with cosy bars and local eateries. Enjoy live music at the Monterey General Store or sip cocktails at nearby venues. The atmosphere is relaxed, perfect for unwinding after a day of exploring the beautiful surroundings.

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

Find the best attractions near Monterey

Monterey, Massachusetts, is perfect for a romantic getaway or scenic outdoor adventures. Visitors can explore historic houses, serene lakes, and nearby national and state parks. Don't miss the beautiful Monastery Beach, the picturesque Monterey Peninsula, and the charming Monterey Harbour and Bay. For a delightful experience, take a stroll along the famous Pebble Beach, making it an ideal destination for culture and adventure enthusiasts alike.

  • Norman Rockwell Museum: Situated 16.1km from Monterey, this museum is dedicated to the beloved American illustrator Norman Rockwell. Visitors can immerse themselves in his iconic artworks that capture the essence of everyday life, accompanied by engaging exhibitions that explore American culture and history.
  • Ventfort Hall Mansion and Gilded Age Museum: Located 20.9km away, this historic mansion offers a glimpse into the opulent lifestyle of the Gilded Age. The stunning architecture and lavish interiors reflect the grandeur of the era, while guided tours reveal fascinating stories of its past residents.
  • National Shrine of the Divine Mercy: Just 14.5km from Monterey, this serene shrine is a peaceful retreat for reflection and prayer. Its beautiful grounds and inspiring architecture create a tranquil atmosphere, inviting visitors to explore the spiritual heritage and experience a sense of calm.

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

Tips to save on your trip to Monterey

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Monterey.
  • Consider traveling during the off-peak season (typically March to April and November) for more affordable package holidays to Monterey.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Monterey Essential Information

Language
English
Currency
U.S dollars
Population
950
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Norman Rockwell Museum, Ski Butternut and October Mountain State Forest

Top hotels in Monterey

Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Monterey MA
9.4/10 Exceptional! (14 reviews)
"The house & location are wonderful. We were there for a week & we totally enjoyed ourselves. The difference between a good house & an excellent house is that everything works in an excellent house. There are a few items that do need attention. (1) The lock on the back door to the patio was broken ..."

Reviewed on 15 Jun 2026

Get rates
Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is £131 per night from 5 Aug to 6 Aug
£131
5 Aug - 6 Aug
includes taxes & fees
The Yankee Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is £111 per night from 31 Aug to 1 Sept
£111
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,041 reviews)
"It would have been the perfect place if the concert at Tanglewood had not been postponed. The checkin went well, the rooms were spacious and clean, and the location was good. Plenty of parking and there are plenty of restaurants nearby for lunch or dinner. Overall I was quite pleased with the ..."

Reviewed on 3 Aug 2026

Berkshire Mountain Lodge
See all 1,155 properties in Monterey
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.
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Stay near popular Monterey attractions

Lake Garfield

Commune with nature and explore the great outdoors at Lake Garfield during your travels in Monterey. While you're in the area, wander around the forests.
See properties

Frequently asked questions

How much does a Monterey travel package cost?
Perhaps much less than you think — from as low as £702, in fact! By bundling flights, hotels and car rentals into your own custom-built travel package, your trip to Monterey is only clicks away.
If I'm not able to travel, can I cancel my Monterey travel package?
Because we know life can throw you a few curveballs, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.
How do I get a cheap travel package to Monterey?
If you love landing a bargain, bundle your bookings into a Monterey travel package. Whether you're chasing hotels, flights, activities or rental cars, you can book them all in one place. You'll have a wealth of choice at your fingertips as well. Expedia has more than 550 airlines and 1,000,000 properties throughout the world to pick from. Fly with who you want, stay wherever you like and save precious dollars — now that's the perfect escape!
Does Expedia offer Book Now, Pay Later Monterey holidays?
We certainly do. Expedia has partnered with online lender Klarna to help you easily pay for your trip in instalments. Simply pick the payment plan that works for you during checkout and take the stress out of budgeting for your trip. Don't forget to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's monthly instalment plans. If paying bite-sized amounts each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan with Klarna.

Where should I stay in Monterey?
There's loads to do in Monterey, so stay close to its best attractions and spend more time sightseeing. Bidwell House Museum is one spot to add to your must-see list.
What are the top hotels in Monterey?
Get your holiday off to a great start by locking in a room at Boston Park Plaza. It's one of most popular hotels in Monterey. Another top option is Embassy Suites Boston Logan Airport.
How far in advance should I book my Monterey holiday?
Travellers are usually able to compare international flights on Expedia up to 12 months prior to departure. Booking last minute? With a bit of luck, it's still possible to purchase a cheaper ticket just weeks before your flight.
What does an Expedia Monterey travel package include?
Much of that depends on you. You can choose from a variety of Monterey bundles, such as a rental car, flight and hotel. You can also book a hotel and a flight, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your dream Monterey trip looks like, get set to save!
What should I know before booking a Monterey travel package?
Whether it's adventure or relaxation you're seeking, a Monterey travel package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Monterey Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.