Boston Vacations from $186

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The Latest Boston vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum
The Normandy Hotel
Arlo Washington DC
Homewood Suites by Hilton Washington, D.C. Downtown
InterContinental Washington D.C. - The Wharf by IHG
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Boston Hotel Deals

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
$100 nightly
The price is $115 total per night from Feb 8 to Feb 9
$115 total
Feb 8 - Feb 9
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
Everything was lovely except that both restaurants were closed. It was noted on the website but not in an obvious way. Be sure to check if you are going in winter.

Reviewed on Jan 16, 2026

Mimslyn Inn Historic Hotels Of America
Falling Leaf Cabin - Rustic Charm With Modern Decor!

Falling Leaf Cabin - Rustic Charm With Modern Decor!

Rileyville VA
9.6/10 Exceptional! (281 reviews)
It was very nice, peaceful and relaxing! Very cozy. Had everything we needed. Great view too!

Reviewed on Dec 8, 2025

Falling Leaf Cabin - Rustic Charm With Modern Decor!
Quality Inn

Quality Inn

2.5 out of 5
410 W Main St Luray VA
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $69 total per night from Feb 15 to Feb 16
$69 total
Feb 15 - Feb 16
Total with taxes and fees
7.4/10 Good! (1,000 reviews)
There was no breakfast and none was advertised. I was happy with the price and the quality of the room.. it’s a very non-busy time so you have to call a phone number and get someone to the front desk but someone was there immediately. No big deal very friendly.

Reviewed on Jan 13, 2026

Quality Inn
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 Boston Vacation Packages

Things to do near Boston

Boston offers a fantastic blend of outdoor adventure and scenic beauty, making it an ideal vacation spot. Visitors can explore various city parks, engage in exciting adventure excursions, and enjoy recreational areas. Popular activities include skiing at local ski fields and taking part in additional sightseeing opportunities to fully experience the charm of Boston.

Shopping

If you're up for a drive, visit Flint Hill Square, located 16 miles away, offering a vibrant mix of shops. For unique gifts, check out Barboursville Gift Gallery, 26 miles from Boston. The Archwood Green Barns Farmers' Market, 28 miles away, features local produce and artisanal goods.

Recreation

Experience captivating performances at the Little Washington Theatre, just 12 miles from Boston, where culture and romance blend seamlessly. For relaxation, visit the Elkwallow Picnic Area, 17 miles away, offering a serene environment perfect for unwinding. Don’t miss Regal Culpeper, 9 miles from Boston, for family-friendly entertainment.

Adventure

Experience the thrill of camping at Yogi Bear's Jellystone Park, located 17 miles from Boston, where family-friendly outdoor adventures await. Hike the scenic Mary's Rock Summit Trailhead, only 13 miles away, for breathtaking views and nature exploration. Don't miss the fun at The Garden Maze at Luray Caverns, 21 miles from Boston.

Nightlife

Boston's nightlife offers a vibrant mix of bars and clubs. Start your evening at the lively House of Blues for live music, then head to the upscale Rooftop at Revere for stunning views. For a laid-back vibe, check out The Bell in Hand Tavern, a historic pub with great atmosphere.

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

Find the best attractions near Boston

Boston, Virginia, is an ideal destination for outdoor enthusiasts and adventure seekers. Surrounded by beautiful mountains and national parks, visitors can explore scenic trails and enjoy family-friendly activities. Key attractions include the Boston Waterfront, Boston Harbor, and the historic Boston Common, providing a perfect blend of culture and nature. Whether you're looking for outdoor fun or a relaxing day in town, Boston offers something for everyone.

  • Thorton Gap Entrance Shenandoah: Experience the stunning vistas and adventurous trails at Thorton Gap Entrance Shenandoah, a gateway into the majestic Shenandoah National Park. Just 13 miles from Boston, this location offers a perfect blend of outdoor activities and breathtaking scenery, making it ideal for hikers and nature enthusiasts.
  • Lake Pelham: Located 8 miles from Boston, Lake Pelham is a serene spot perfect for a romantic day out. Enjoy picturesque views, sandy beaches, and outdoor activities such as kayaking or picnicking. It's a great place to relax and soak in the natural beauty.
  • The Loft: Just 9 miles from Boston, The Loft features dramatic canyon views and thrilling outdoor adventures. This gorge offers unique hiking experiences amidst stunning landscapes, perfect for those seeking both beauty and excitement in nature.

Best time to go to Boston

The best time to visit Boston 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 sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.0°F (1.1°C)Light RainMostly SunnyModerately LowSlightly Low
February37.6°F (3.1°C)Light RainMostly SunnyModerately LowSlightly Low
March44.8°F (7.1°C)Light RainMostly SunnyAverageSlightly Low
April55.4°F (13.0°C)Light RainMostly SunnyAverageAverage
May64.4°F (18.0°C)Light RainMostly SunnyAverageSlightly High
June72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
July77.7°F (25.4°C)Light RainMostly SunnyModerately HighSlightly High
August75.4°F (24.1°C)Light RainMostly SunnyModerately HighAverage
September68.7°F (20.4°C)Light RainMostly SunnyAverageAverage
October57.7°F (14.3°C)Light RainMostly SunnyModerately HighSlightly High
November45.7°F (7.6°C)Light RainMostly SunnyAverageAverage
December39.2°F (4.0°C)Light RainMostly SunnyModerately LowAverage

Tips to save on your trip to Boston

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Boston during the low season (January to March) for more affordable options.
  • 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.

Boston Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
The State Theatre, The Loft and St. Stephens Episcopal Church

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Frequently asked questions

How much does a Boston vacation package cost?
Offering great value package deals from $186 on Expedia, you'll be pleasantly surprised at how much a vacation to Boston costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Boston?
December, January and February are the best times to search for cheap Boston vacation packages. Traveling in quieter months means you can generally find lower prices on accommodations and flights.
How many days is enough for Boston?
Typically, a handful of days is enough to explore the top sights during your Boston vacation. However, if you'd like to have some time to rest or go on day trips, think about extending your trip.
How to find the best Boston package deals?
Use Expedia's filter tool to help you find some of the best Boston package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Boston package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Boston vacation as a package?
You can enjoy significant savings on your Boston break by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Boston?
If you have your Boston vacation dates confirmed, book as early as you can to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Boston vacation packages?
Set off on your perfect trip to Boston with our Book Now, Pay Later vacations. There's no need to save up or hold off until the next payday — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snag great deals while they last.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.