Boston Vacations

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Boston Hotel Deals

Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive Luray VA
$138 nightly
The price is $153 total per night from Nov 15 to Nov 16
$153 total
Nov 15 - Nov 16
Total with taxes and fees
8/10 Very Good! (982 reviews)
"We have looked forward to staying at Big Meadows for a very long time and this old Hotel did not disappoint. We were met with cordial smiles and friendly service throughout our stay. But the view from our room was unmatched. We loved our stay and look forward to returning."

Reviewed on Nov 4, 2026

Big Meadows Lodge
Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
$323 nightly
The price is $371 total per night from Nov 6 to Nov 7
$371 total
Nov 6 - Nov 7
Total with taxes and fees
Skyland
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
$146 nightly
The price is $168 total per night from Dec 1 to Dec 2
$168 total
Dec 1 - Dec 2
Total with taxes and fees
9/10 Wonderful! (1,009 reviews)
"Hotel was too cold. No fire in fireplace due to 'clogged pipes'. It would have been nice to enjoy fireplace with a glass of wine. Disappointing."

Reviewed on Nov 4, 2026

Mimslyn Inn Historic Hotels Of America
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

What's included in a Boston vacation package?
A Boston vacation package lets you combine round-trip flights, hotel stays, and a rental car, providing a convenient way to explore this outdoor and nature destination. Most hotels in Boston offer airport shuttle service, making transfers straightforward. Additionally, about half of hotels include free breakfast, which can help you start your day without extra planning before heading out to explore.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Boston vacation package?
When you bundle, you can save up to 30%*. To save money on a Boston 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 are the top things to do in Boston?
A Boston vacation offers a range of outdoor and nature activities, perfect for exploring scenic landscapes and enjoying adventure. Consider these top attractions:

Browse and book things to do in Boston on Expedia.
Do you need to rent a car in Boston, or is public transport enough?
For a Boston vacation package, a rental car is highly recommended to fully explore the area's outdoor and nature attractions. Many points of interest, such as Old Rag Mountain (about 20 miles from central Boston) and the Thorton Gap Entrance to Shenandoah National Park (about 21 miles from central Boston), are spread out. While some local transportation options may exist, a car offers the flexibility to visit wineries like Little Washington Winery (about 7 miles away) or enjoy activities along the Shenandoah River (about 11 miles away) at your own pace.

Travelers arriving via Ronald Reagan Washington National Airport (DCA), Washington Dulles International Airport (IAD), Baltimore Washington International Thurgood Marshall Airport (BWI), Richmond International Airport (RIC), or Charlottesville-Albemarle Airport (CHO) will also find a rental car convenient for reaching their accommodation and starting their exploration.
Can I change or cancel my Boston 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 Boston 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 Boston vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Boston 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 Boston?
To find last-minute vacation packages to Boston, 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 Boston vacation packages?
Free cancellation on a Boston 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 Boston vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Boston 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 Boston 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.

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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.