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Valentines in Boston

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Valentines in Boston

Boston is one of the country’s oldest cities, known for its rich history, excellent culture and nightlife, and rich intellectual life. What might be lesser known is that it’s also a romantic heaven. Make beautiful memories for your valentines in Boston, the unexpected city for lovers.

Valentines Day Travel in Boston: Top Accommodations

Apartment Boston
Feb 15 - Feb 22
$529 per night
Apartment ∙ 9 guests ∙ 4 bedrooms

Apartment in Brookline Village

Boston, Suffolk County, Massachusetts, United States
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Apartment Boston
Feb 15 - Feb 22
$353 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Rental Apartment in Brookline Village + Picturesque Views

Boston, Suffolk County, Massachusetts, United States
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Apartment Boston
Feb 15 - Feb 22
$176 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Rental Apartment in Fairmount Hill

Boston, Suffolk County, Massachusetts, United States
Free cancellation
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Best Things to do on Valentines Day in Boston

Best Things to do on Valentines Day in Boston

There’s plenty to do with your special sweetheart in the cosmopolitan hub of Boston. From walks along the historic Freedom Trail, where you can learn about the city’s role in the making of the United States, to a picnic in Jamaica Plain’s Arboretum, there's something for every kind of couple. Maybe you're into live jazz, contemporary art, or perhaps you just want a breathtaking view of the city skyline over a nice meal. Here’s our list of the top romantic activities to do on Valentine’s Day in Boston.

  • 1. Top of the Hub at the Prudential Center

    Have a romantic date night at the Top of the Hub, the restaurant with unbeatable views of the city from its perch above the Prudential Center on Boylston. You can come here for a romantic dinner and drinks, or just climb the elevators for a late-night view with that special someone.

  • 2. Little Italy in the North End

    Have a romantic candle-lit dinner in Little Italy, in Boston’s cobblestoned North End. Here you can taste the most authentic Italian dishes (like fresh handmade pastas) and afterwards you can treat your special someone to the finest gelato or cannoli in the city. Explore the boutique shops here and tiny streets that form a part of the historic Freedom Trail.

  • 3. Scullers, Ryles or Wally's

    Listen to live music at Scullers, Ryles, or Wally’s, some of the best places for live jazz you’ll find in Boston. If you find yourself alone before the big day, don’t worry: singles can find that special someone at one of these venues this Valentine’s Day. There’s nothing as sexy as looking for your next Valentines in Boston with a cool soundtrack on in the background.

  • 4. Institute of Contemporary Art

    See an exhibit at the Institute of Contemporary Art, where you’ll find unique exhibitions that update regularly. Gaze and ponder the strange and beautiful art you might find, and then grab a drink with your favorite person in the downstairs bar. It faces the water and offers twinkling lights, sparkling reflections, and a chic ambiance. It doesn’t get more romantic than that.

  • 5. Boston Public Garden

    Stroll around the Boston Public Garden on a sunny afternoon with your Valentine. You’ll see over 80 species of plants, pretty swans and ducklings dutifully following their mother. There’s not a lovelier sight to see on Valentine’s Day in Boston, especially alongside that special someone.

Best Places to Stay for Valentines Day Travel in Boston

Apartment Boston
Feb 19 - Feb 26
$197 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Wonderful Rental Apartment in Shawmut

Boston, Suffolk County, Massachusetts, United States
Free cancellation
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Apartment Boston
Feb 17 - Feb 24
$448 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in Prudential / St. Botolph with Pool

Boston, Suffolk County, Massachusetts, United States
Free cancellation
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Apartment Boston
Feb 17 - Feb 24
$462 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment in Prudential / St. Botolph with Pool

Boston, Suffolk County, Massachusetts, United States
Free cancellation
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Information about Valentines in Boston

💳 Highest rates in October
🥳 Busiest month February
🛏️ Popular home types Apartment rental and House rental
🌡️ Hottest months July and August
❄️ Coldest months January and February
🌧️ Rainiest months January and March

Frequently Asked Questions

Valentines in Boston: What is the price per night for a stay?

The average price for a rental in Boston is usually between $261 and $574 per night.

Can I find a vacation home for a group of guests for Valentines in Boston?

in Boston, medium-sized groups and families should consider Apartment rental since they fit 4 guests.

What kinds of vacation rentals can i book for Valentines in Boston?

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

The Weather in Boston

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Average Nightly Rental Prices in Boston

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Vacation Rental Price Information in Boston

Vacation Rental Availability in Boston

Rental availability information in Boston

Valentines in Boston Inspiration

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Top Vacation Ideas in Boston

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