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Date Night Ideas in Upton, MA

Dinner and a Movie

Start your evening with a romantic dinner at The Lodge Pub & Steakhouse, followed by a movie at the local Upton Cinemas. Enjoy delicious food and drinks at The Lodge, and then catch the latest blockbuster at the nearby theater.

Alternative options

Dinner at Teddy’s Eatery followed by a movie at Regal Cinemas in Northborough
– Dinner at River’s Edge followed by a movie at AMC Framingham 16

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Wine Tasting

Visit the local winery, Turtle Creek Winery, for a romantic evening of wine tasting. Sample a variety of wines while enjoying the beautiful scenery. It’s the perfect setting for a relaxing and intimate date night.

Alternative options

Wine tasting at Cold Harbor Brewery
– Wine tasting at 81 Fairhaven Hill Road Winery

Paint Night

Get creative with your partner at a paint night event at Pinot’s Palette. Sip on wine while creating your masterpiece together. It’s a fun and interactive date night idea that will bring out your artistic side.

Alternative options

Paint night at Muse Paintbar
– Paint night at The Paint Bar

Couples Cooking Class

Take a couples cooking class at Culinary Underground. Learn new recipes and cooking techniques while bonding with your partner. Enjoy a delicious meal together at the end of the class.

Alternative options

Couples cooking class at Create a Cook
– Couples cooking class at Naturally Nutty

Comedy Show

Laugh the night away at a comedy show at the Comedy Connection in Faneuil Hall. Enjoy a lineup of talented comedians while sipping on drinks and sharing some laughs with your partner.

Alternative options

Comedy show at Laugh Boston
– Comedy show at ImprovBoston

Date Night Ideas in Upton, MA

Live Music

Enjoy live music at the famous Paradise Rock Club. Dance the night away to your favorite tunes and create lasting memories with your partner. It’s a lively and entertaining date night option.

Alternative options

Live music at The Middle East
– Live music at Brighton Music Hall

Spa Day

Indulge in a relaxing spa day at Bella Sante Day Spa. Treat yourselves to massages, facials, and other luxurious spa treatments. Rejuvenate your minds and bodies while spending quality time together.

Alternative options

Spa day at Exhale Back Bay
– Spa day at G2O Spa + Salon

Sunset Walk at a Local Park

Take a romantic sunset walk at Blackstone River and Canal Heritage State Park. Enjoy the beautiful scenery and peaceful atmosphere as you stroll hand in hand with your partner. It’s a simple yet romantic date night idea.

Alternative options

Sunset walk at Hopkinton State Park
– Sunset walk at Whitehall State Park

Stargazing

Head to the Upton State Forest for a night of stargazing with your partner. Bring a blanket and lie down together to watch the stars. It’s a serene and romantic date night activity that will bring you closer together.

Alternative options

Stargazing at Broadmoor Wildlife Sanctuary
– Stargazing at Mass Audubon’s Drumlin Farm

Game Night

Have a fun and competitive game night at home with your partner. Play board games, card games, or video games together. Order takeout, pour some drinks, and enjoy a laid-back evening of friendly competition.

Alternative options

Game night at Battlegrounds in Norton
– Game night at Escape Games Worcester

So there you have it, ten fantastic date night ideas in Upton, MA for parents looking to enjoy a night out without the kids. Whether you’re in the mood for a romantic evening, a fun activity, or a relaxing night out, Upton has something for everyone. Don’t forget to use Wyndy to hire a sitter so you can enjoy your date night to the fullest. Happy dating!

Frequently Asked Questions

Use Wyndy.com to search for and hire trusted sitters in your area. Wyndy sitters are thoroughly vetted and have excellent ratings from other parents.

No, you can book a Wyndy sitter for as little as one hour or for the whole night. It's flexible and convenient for parents.

It's recommended to book your Wyndy sitter at least a few days in advance to ensure availability. However, some sitters may be available for last-minute bookings as well.

Yes, all Wyndy sitters are required to be CPR certified. You can trust that your children are in safe hands with a Wyndy sitter.

Yes, you can schedule a meet and greet with a Wyndy sitter to ensure they are the right fit for your family. It's a great way to get to know the sitter and discuss your specific needs and expectations.