Monterey Vacations from $495

Book a Hotel + Flight or Car together to unlock savings

The Latest Monterey vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Harrisonburg, VA - South

Motel 6 Harrisonburg, VA - South

2 out of 5
Price was $614, price is now $495 per person
$495
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Peoria (PIA) to Weyers Cave (SHD)
7.2/10 Good! (1,003 reviews)

Hotel Madison & Shenandoah Conference Ctr

Hotel Madison & Shenandoah Conference Ctr

3.5 out of 5
Price was $998, price is now $749 per person
$749
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Peoria (PIA) to Weyers Cave (SHD)
9.4/10 Exceptional! (1,229 reviews)
Music in evenings

Reviewed on Nov 3, 2026

Cozy Retreat - Sauna Hot Tub Pool Pass Game Room

Cozy Retreat - Sauna Hot Tub Pool Pass Game Room

2 out of 5
Price was $2,482, price is now $1,943 per person
$1,943
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Peoria (PIA) to Weyers Cave (SHD)
No reviews

Hotel 24 South

Hotel 24 South

3 out of 5
Price was $1,041, price is now $854 per person
$854
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Weyers Cave (SHD)
9.4/10 Exceptional! (1,254 reviews)
The only thing I can say about the hotel is that it would be better if they did not charge for the breakfast. The breakfast was great, but with so many other hotels offering breakfast it just seemed a bit much to have to pay for the meal. The wait staff in the dining area was great, but with it being a buffet, I felt like there were too many staff members there. Other than this, the hotel is wonderful!!!!!

Reviewed on Nov 3, 2026

Mountainside Villas at Massanutten by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 out of 5
Price was $1,236, price is now $1,026 per person
$1,026
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Peoria (PIA) to Weyers Cave (SHD)
9/10 Wonderful! (412 reviews)
Great place for a family to stay. Plenty of sleeping places and plenty of towels and linens. Will stay again.

Reviewed on Nov 2, 2026

Don't see what you're looking for?
See all available trips from Boydton to Monterey
View all trips

Stay near popular Monterey attractions

Maple Museum

This former museum celebrated Highland County's maple syrup heritage with historical artifacts and production exhibits. Though now closed, it once offered insight into the region's sweet cultural traditions.
See properties

Monterey Hotel Deals

Simple. Rustic. Luxury.

Simple. Rustic. Luxury.

Monterey VA
Get rates
Simple. Rustic. Luxury.
Secluded 3 bedroom home with creek in the back yard

Secluded 3 bedroom home with creek in the back yard

Monterey VA
10/10 Exceptional! (72 reviews)
"We had a blast and will be back"

Reviewed on Oct 26, 2026

Get rates
Secluded 3 bedroom home with creek in the back yard
Monterey Inn

Monterey Inn

4 out of 5
32 W Main St Monterey VA
$219 nightly
The price is $242 total per night from Nov 5 to Nov 6
$242 total
Nov 5 - Nov 6
Total with taxes and fees
9.4/10 Exceptional! (53 reviews)
"Room was clean and charming. Would have liked a reading lamp, but otherwise very nice and the heater in bathroom was a nice touch."

Reviewed on Oct 20, 2026

Monterey Inn
See all 1,310 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.

Find the Best Monterey Vacation Packages

Things to do near Monterey

Monterey, Virginia, is perfect for outdoor and adventure enthusiasts, offering stunning scenery and a variety of activities. Visitors can enjoy recreational areas, golf courses, and family-friendly attractions. Explore the Monterey Trolley for a unique experience, and discover exciting attraction packages that cater to all ages. Whether you're seeking relaxation or adventure, Monterey has something for everyone.

Shopping

A great spot for shopping in Monterey is the Sugar Tree Country Store, located 7 miles away. If you're up for a drive, consider visiting nearby towns for additional boutiques and local shops, offering unique gifts and souvenirs that capture the charm of the area.

Recreation

At Green Bank Observatory, enjoy stargazing and interactive exhibits that create a family-friendly atmosphere. Raven Golf Club offers a scenic outdoor experience for golf enthusiasts, while Garth Newel Music Center hosts captivating concerts, making it a perfect spot for music lovers seeking entertainment in a serene environment.

Adventure

Experience the thrill of skiing at Ballhooter Ski Lift, located 22 miles from Monterey, where adventure vibes abound. For family fun and outdoor exploration, visit Camp Allegheny, 20 miles away, offering a perfect campground setting. Don't miss Snowshoe Mountain, also 22 miles from Monterey, for exciting skiing and sports activities.

Nightlife

In Monterey, Virginia, enjoy a relaxed nightlife atmosphere with local pubs and cozy restaurants. Experience live music at venues like The Highland Inn and mingle with friendly locals at The Corner Bar. Unwind under the stars by the river or join community events for a taste of local culture.

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

Find the best attractions in and around Monterey

Monterey, Virginia, is perfect for outdoor and adventure enthusiasts, offering stunning scenery and rich culture. Key attractions include the historic railroad, railway museum, and local art gallery, making it ideal for family experiences. Don’t miss the Monterey Museum and other top local attractions, which highlight the area's beauty and charm. Whether you're seeking adventure or cultural experiences, Monterey promises a memorable getaway.

  • Cass Scenic Railroad: Experience a nostalgic journey aboard the Cass Scenic Railroad, where you can ride vintage steam locomotives through the beautiful West Virginia mountains. The scenic views and rich history create a unique atmosphere, making it a perfect outing for families and history enthusiasts alike.
  • Cass Railroad Museum: Delve deeper into the fascinating history of railroading at the Cass Railroad Museum. Featuring exhibits and artifacts that showcase the significance of the railroad in the region, this museum offers an informative and engaging experience for visitors of all ages.
  • Maple Museum: Discover the art of maple syrup production at the Maple Museum, where you can learn about the history and techniques of this sweet tradition. Interactive displays and tastings make for a delightful visit that celebrates local culture.

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 moderately high and weather is mostly cloudy 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
January23.5°F (-4.7°C)Light RainMostly CloudyAverageSlightly High
February27.3°F (-2.6°C)Light RainMostly CloudyModerately HighSlightly High
March34.9°F (1.6°C)Light RainMostly CloudyModerately HighAverage
April44.8°F (7.1°C)Light RainMostly CloudyAverageSlightly Low
May54.5°F (12.5°C)Light RainMostly CloudyModerately LowAverage
June61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
July65.1°F (18.4°C)Light RainMostly CloudyModerately HighAverage
August63.5°F (17.5°C)Light RainMostly SunnyAverageSlightly Low
September58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
October47.8°F (8.8°C)Light RainMostly CloudyAverageAverage
November36.3°F (2.4°C)Light RainMostly SunnyModerately LowSlightly Low
December29.8°F (-1.2°C)Light RainMostly CloudyModerately LowSlightly High

Tips to save on your trip to Monterey

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically April, August 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
140
Max Temp Winter
35ºF
Max Temp Summer
70ºF
Top Sights
Maple Museum and Sugar Tree Country Store

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

What is the best time to go to Monterey?
The best time to go for a Monterey vacation package is generally during the summer months, from June through August. The climate in Monterey during this period is typically warm, sometimes hot, with adequate rainfall year-round. Winters, by contrast, are relatively cold.

These months offer pleasant conditions for exploring the outdoor and nature attractions that Monterey is known for.
How can I save money on a Monterey vacation package?
When you bundle, you can save up to 30%*. To save money on a Monterey package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in a Monterey vacation package?
A Monterey vacation package lets you combine round-trip flights to Roanoke, VA (ROA-Roanoke Regional), a hotel stay, and a rental car. Nearly all package hotels in Monterey offer mountain views, allowing you to immerse yourself in the natural surroundings. Many hotels also provide free breakfast, giving you a convenient start to your day.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
What's the best vacation package for Monterey?
For families, a Monterey vacation package built around a stay at the 4-star Monterey Inn offers a comfortable base. This property is a strong contender among the best vacation packages in Monterey for those traveling with children. Located about a 5-minute walk from central Monterey, this hotel provides amenities like a kitchen and free breakfast, which can be very convenient for families. Travelers frequently praise the great rooms and welcoming staff.

Couples seeking a romantic getaway in Monterey might consider a Monterey vacation package with a stay at the Monterey Inn. This 4-star property, rated highly by travelers, is about a 5-minute walk from central Monterey, offering easy access to the area's charm. Its welcoming staff and excellent breakfast are often highlighted by travelers.

Luxury Monterey vacation packages often feature properties like the 4-star Monterey Inn. With amenities such as a concierge and free WiFi, this hotel provides a refined experience. Travelers consistently praise the excellent breakfast and great rooms, making it a strong choice for a premium stay.
What are the top things to do in Monterey?
A Monterey vacation offers many opportunities to explore the outdoors and natural beauty of the region:

Browse and book things to do in Monterey on Expedia.
Do you need to rent a car in Monterey, or is public transport enough?
For a Monterey vacation package, renting a car is highly recommended to fully explore the outdoor and nature attractions. Monterey is served by main highways like U.S. Route 220 and U.S. Route 250, which connect to larger cities and various points of interest.

While there isn't extensive public transport for getting around the wider region, a car provides the flexibility to visit places like Canaan Valley or Blackwater Falls State Park. The closest major airport, Roanoke Regional Airport (ROA), is about 78 miles away, making a rental car a practical choice for arrival and departure as well.
Are Monterey vacation package hotels conveniently located?
Monterey vacation package hotels are generally well-situated for exploring the area's natural attractions. Many properties are located within or very close to central Monterey, providing easy access to local points of interest.

For example, the Monterey Inn, a 4-star property, is about a 5-minute walk from central Monterey. This central positioning allows travelers to easily reach nearby sights and enjoy the town's offerings, while also being a convenient base for excursions into the surrounding outdoor areas.
Can I change or cancel my Monterey vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Monterey vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Monterey vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Monterey vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Monterey?
To find last-minute vacation packages to Monterey, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Monterey vacation packages?
Free cancellation on a Monterey vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Monterey vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Monterey getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Monterey vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.