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
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
Frequently Asked Questions
Valentines in Boston: How much does it cost to rent a vacation rental in Boston?
The average price for a rental in Boston is usually around $292 and $573 per night.
Can I find a vacation rental for a large group 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?
We would suggest browsing our incredible selection of House rental and Apartment rental for Valentines in Boston.
The Weather in Boston
- Rainy days
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