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Weekend Trip Ideas in Boston

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$100 - $199
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Very Good: 4+
Good: 3.5+

What to Do During a Weekend Trip to Boston

Boston, Massachusetts, is the ideal destination for travelers looking to enjoy a vibrant city offering a rich history, amazing sports events, and buzzing nightlife. A weekend trip in Boston means visiting one of the most historic cities in the U.S. If you choose to plan a weekend trip in Boston, you will find that there is something to enjoy for everyone.

City Breaks in Boston: Top Accommodations

Apartment Boston
Dec 9 - Dec 16
$203 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in St. Marks with Yard
5.0
"Excellent" (107 ratings)
Boston, Suffolk County, Massachusetts, United States
Details
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Condo Boston
Nov 4 - Nov 11
$104 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in St. Marks with Yard
5.0
"Excellent" (95 ratings)
Boston, Suffolk County, Massachusetts, United States
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Apartment Boston
Jan 13 - Jan 20
$331 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in North End with Grill, Near Faneuil Hall + Gorgeous Views
5.0
"Excellent" (27 ratings)
Boston, Suffolk County, Massachusetts, United States
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Top 5 Things to See: 48hrs in Boston

Top 5 Things to See: 48hrs in Boston

Boston offers a great mix of old and new, best seen during a weekend trip through the city's wonderful museums and public parks.

  • 1. Check out the Museum of Fine Arts

    Home to one of North America's largest collections of fine art, this museum is home to over 450,000 works. See art that ranges from French Impressionist paintings to older, classical works.

  • 2. Stroll through the Boston Public Garden

    These stunning public gardens were founded many years ago, in 1837. Here you can admire over 80 species of plants, all in the very center of the city. In spring, a ride on the pond in one of the park's iconic swan-shaped boats is a must-do, even just for the pictures alone.

  • 3. Visit the Boston Tea Party Ships & Museum

    If you are eager to learn more about the history of Boston, visit the Boston Tea Party Ships & Museum. This floating facility is filled with historical artifacts, interactive exhibitions, and documentaries for you to enjoy.

  • 4. Spend an afternoon at the Quincy Market

    The Quincy Market was constructed in 1824 and is located in a historic area of the city. This lively market offers stalls selling various souvenirs, a food hall filled with culinary delicacies, and a variety of fun and games.

  • 5. Admire the city from the Skywalk Observatory

    The only sky-high vantage point in the city can be found at the Skywalk Observatory. Gett an amazing 360-degree view of the city from the top of this building.

Best Places to Stay for City Breaks in Boston

House Boston
Jan 13 - Jan 20
$448 per night
House ∙ 12 guests ∙ 4 bedrooms
Historic House in St. Elizabeth\'s with Grill & Yard
4.9
"Excellent" (79 ratings)
Boston, Suffolk County, Massachusetts, United States
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Apartment Boston
Oct 21 - Oct 28
$224 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Nice Rental Apartment in Brook Farm
4.8
"Excellent" (102 ratings)
Boston, Suffolk County, Massachusetts, United States
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Apartment Boston
Jan 13 - Jan 20
$332 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in North End with Grill, Near Faneuil Hall + Gorgeous Views
5.0
"Excellent" (27 ratings)
Boston, Suffolk County, Massachusetts, United States
Details
Vrbo
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Best Spots for Nightlife in Boston

Best Spots for Nightlife in Boston

After a long day out touring Boston, kick back and relax at one of the city's many bars, see a show, or find a great cocktail bar for a well-crafted drink.

  • 1. Theater District

    The Boston Theater District is home to the biggest theaters in the city, mostly located on Washington Street, Tremont Street, Boylston Street, and Huntington Avenue. No matter what kind of show you'll want to see, you'll find it here, as the venues play host to Broadway musicals, opera, comedy, live music, and more.

  • 2. Cambridge

    Many nearby universities, such as Harvard and MIT, are located in Cambridge, which is directly adjacent to Boston. Therefore, visitors on thet younger end of 21 and over, enjoying a weekend trip in Boston, can head here to visit numerous college bars.

  • 3. Seaport District

    The appealing Seaport District offers art galleries, tasty food, and delicious cocktail bars.

Recommended Accommodations for City Breaks in Boston

Apartment Boston
Dec 9 - Dec 16
$204 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in St. Marks with Yard
5.0
"Excellent" (107 ratings)
Boston, Suffolk County, Massachusetts, United States
Details
Vrbo
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Condo Boston
Nov 4 - Nov 11
$104 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in St. Marks with Yard
5.0
"Excellent" (96 ratings)
Boston, Suffolk County, Massachusetts, United States
Details
Vrbo
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Apartment Boston
Nov 11 - Nov 18
$125 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Rental Apartment in Jones Hill with Grill & Yard + Panoramic View
4.8
"Excellent" (86 ratings)
Boston, Suffolk County, Massachusetts, United States
Details
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Frequently Asked Questions

Weekend Trip in Boston: How much does it cost to rent a vacation rental in Boston?

The average price for a vacation rental in Boston is usually between $282 and $570 per night.

Can I find a vacation rental for a group of guests for Weekend Trip in Boston?

Usually the size of a Apartment rental is 80 m² and can fit 4 guests on average which is ideal for medium-sized groups and families.

How many accommodations are available to book for a weekend in Boston?

You can find more than 5,311 homes for rent in Boston with nightly prices starting from $104 per night.

What is the average cost of a weekend getaway in Boston?

The price of a vacation rental in Boston for the weekend can start from $104 and can go up to $570 per night.

Do many apartments in Boston feature a pool?

Of course, more than 24% accommodations in Boston offer a pool.

What types of vacation homes can I find for Weekend Trip in Boston?

There are many House rental and Apartment rental that are great for Weekend Trip in Boston.

The Weather in Boston

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Average Nightly Rental Prices in Boston

Vacation Rental Price Information in Boston

Vacation Rental Availability in Boston

Rental Availability Information in Boston

Weekend Trip in Boston Inspiration

Top Vacation Ideas in Boston

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