Dating can be so much fun, especially when you find a great new place to explore. Since Vermont is a giant playground for outdoor enthusiasts, you’re never too far away from an outdoor adventure, but there are countless other indoor activities that often go overlooked.
Luckily, there are plenty of fun date night ideas in Vermont that won’t break the bank. If you’re looking to forgo an evening by the fireplace for a day or night on the town, here are 14 ideas to enjoy time with that special someone. Whether you like to sample Vermont goods, take on an adventure, or simply love to laugh, try some of these date ideas and do something a bit different.
- The Art of Humor Gallery - Not A Road, Wilmington
Tripadvisor/Management This is a gallery of the work of an internationally known artist-cartoonist. Two floors of illustrations and artwork to see. Guaranteed to bring a smile to your face, and maybe a chuckle or two, this is one of the most fun date night ideas in Vermont that will have you and your partner with loads to say on the ride home. The fact that it’s located on “Not A Road” Road should be the first of many laughs. The Art of Humor Gallery, 30 Not-A Rd, Wilmington, VT 05363, USA
- Enjoy a day at the spa!
Tripadvisor/management Get a massage or simply soak in the hot tub, spa days are always a great way to unwind. Pictured is the lovely Spa at the Equinox, but there are several spas in Vermont that would make for a wonderful date night. Spa at Equinox, 3567 Main St, Manchester, VT 05254, USA
- Oldcastle Theatre Company
Tripadvisor/Management One of the longest-running professional theatre companies in America, you’ll be blown away by the terrific acting, the facility itself, and the overall production value. This is an incredibly intimate theatre-in-the-round. Rarely are you able to experience the close-up sensation of practically being on the stage with actors, and it’s made even better by the outstanding performances. Oldcastle Theatre Company, 331 Main St, Bennington, VT 05201, USA
- Mount Snow Snowmobile Tours - Dover
Tripadvisor/VictorinoGancalves Get your adrenaline racing on one of these snowmobiles in Dover. If there isn’t a ton of powder, fear not - Snowmobile Vermont has a permit allowing them to take folks out for a one-hour tour on the ski slopes in the evening, after the skiers are done for the day.
- Stargaze during the day
Tripadvisor/Pand155 If you’re in the NEK, the planetarium at the Fairbanks Museum and Planetarium is a fun couple activity in Vermont that everyone will love. The show is about 30 minutes and the staff is always helpful and happy to answer any questions you have when it’s over. Fairbanks Museum & Planetarium, 1302 Main St, St Johnsbury, VT 05819, USA
- Take a romantic sleigh ride
Tripadvisor/Garlic82 Perhaps one of the most fun date ideas in Vermont, consider taking an authentic “one horse open sleigh” ride at Gentle Giants Sleigh and Carriage Rides. Located in Stowe, the setting is charming with lots of things to do in town both before and after this romantic adventure. Gentle Giants Sleigh Rides & Carriage Rides, 3985 Mountain Rd, Stowe, VT 05672, USA
- Make your own chocolate treat at Laughing Moon in Stowe
Tripadvisor/Management Laughing Moon Chocolates makes and sells chocolate and confections, and offers daily chocolate dipping demonstrations and sample tastings. Hands-on workshops allow participants to create their own unique chocolates, which could be a really fun date night experience in Vermont that you’ll return to again and again. Laughing Moon Chocolates, 78 S Main St, Stowe, VT 05672, USA
- Sample craft beer at the Rock Art Brewery in Morrisville
Tripadvisor/Ballardgirl21 Whether you’re a seasoned craft beer aficionado or a novice to the taste, this brewery tour in Vermont never disappoints. Even if you’ve tried the beer in bottles, you must try them off the tap while watching the brew taking place. Rock Art Brewery, Morristown, VT 05661, USA
- Zipline at ArborTrek Canopy Adventures in Jeffersonville
Yelp/Michael S Ziplining isn’t just a summer sport, it can also be a fun and exciting winter activity, too. The experienced instructors will show you the ropes (literally) and be prepared to glide through the trees with the snow-covered ground and a stream running underneath. This is one date night idea in Vermont that’s filled with great views and great fun. Not only do you zip, but you get to rappel off two of the platforms, all while learning about the trees and animals in the area. ArborTrek Canopy Adventures, 1239 Edwards Rd, Jeffersonville, VT 05464, USA
- Taste some wine at Lincoln Peak Vineyard in Middlebury
Tripadvisor/Tabda084 This gem is a great date night location in Vermont to enjoy any time of the year. The wines are delicious, the staff personable and knowledgeable, and who would have thought to get a growler of wine? They’re not just for beer anymore! Lincoln Peak Vineyard, 142 River Rd, New Haven, VT 05472, USA
- Take in some jazz at Brandon Music in Brandon
Brandon Music/Google This hidden gem in Vermont is a music lover’s dream. This is a tea room, a jazz club, a museum, and a gift shop all rolled into one. The room’s acoustics are exceptional for live jazz and the setting is unique and extremely comfortable. Their food menu is impressive and the quality of the is service absolutely first-rate. When it comes to date night locations in Vermont, this is the perfect place to take that special someone. Brandon Music, 62 Country Club Rd, Brandon, VT 05733, USA
- Petra Cliffs Climbing Center and Mountaineering School in Burlington.
yelp/petra cliffs
Yelp/Petra Cliffs You have a choice to climb inside or out at Petra Cliffs, one of the most unique and fun couple activities in Vermont. Beginners and experts alike will have fun here and you will surprise yourself with what you never thought you could do! Carpe diem! Petra Cliffs Climbing Center & Mountaineering School, 105 Briggs St, Burlington, VT 05401, USA
- Check out a concert at Higher Ground in South Burlington
Flickr/Sunsquashed The small venue and standing-room-only do not stop some incredible bands from performing at this local’s favorite venue, so don’t let it stop you. Check out the schedule and start planning your dream date in Vermont. Higher Ground Road, Higher Ground Rd, Corinth, VT 05039, USA
- Take a stroll around Woodstock
Tripadvisor/cchena01 Step back in time and visit this quaint Vermont town. Stop first at the Woodstock Town Crier - a chalkboard in the middle of town where people can write about local and current happenings. You never know what you’ll find! Woodstock, VT, USA
What are some of your favorite fun date night ideas in Vermont? These short-and-sweet hikes in Vermont are a great date option, too.
Tripadvisor/Management
This is a gallery of the work of an internationally known artist-cartoonist. Two floors of illustrations and artwork to see. Guaranteed to bring a smile to your face, and maybe a chuckle or two, this is one of the most fun date night ideas in Vermont that will have you and your partner with loads to say on the ride home. The fact that it’s located on “Not A Road” Road should be the first of many laughs.
The Art of Humor Gallery, 30 Not-A Rd, Wilmington, VT 05363, USA
Tripadvisor/management
Get a massage or simply soak in the hot tub, spa days are always a great way to unwind. Pictured is the lovely Spa at the Equinox, but there are several spas in Vermont that would make for a wonderful date night.
Spa at Equinox, 3567 Main St, Manchester, VT 05254, USA
One of the longest-running professional theatre companies in America, you’ll be blown away by the terrific acting, the facility itself, and the overall production value. This is an incredibly intimate theatre-in-the-round. Rarely are you able to experience the close-up sensation of practically being on the stage with actors, and it’s made even better by the outstanding performances.
Oldcastle Theatre Company, 331 Main St, Bennington, VT 05201, USA
Tripadvisor/VictorinoGancalves
Get your adrenaline racing on one of these snowmobiles in Dover. If there isn’t a ton of powder, fear not - Snowmobile Vermont has a permit allowing them to take folks out for a one-hour tour on the ski slopes in the evening, after the skiers are done for the day.
Tripadvisor/Pand155
If you’re in the NEK, the planetarium at the Fairbanks Museum and Planetarium is a fun couple activity in Vermont that everyone will love. The show is about 30 minutes and the staff is always helpful and happy to answer any questions you have when it’s over.
Fairbanks Museum & Planetarium, 1302 Main St, St Johnsbury, VT 05819, USA
Tripadvisor/Garlic82
Perhaps one of the most fun date ideas in Vermont, consider taking an authentic “one horse open sleigh” ride at Gentle Giants Sleigh and Carriage Rides. Located in Stowe, the setting is charming with lots of things to do in town both before and after this romantic adventure.
Gentle Giants Sleigh Rides & Carriage Rides, 3985 Mountain Rd, Stowe, VT 05672, USA
Laughing Moon Chocolates makes and sells chocolate and confections, and offers daily chocolate dipping demonstrations and sample tastings. Hands-on workshops allow participants to create their own unique chocolates, which could be a really fun date night experience in Vermont that you’ll return to again and again.
Laughing Moon Chocolates, 78 S Main St, Stowe, VT 05672, USA
Tripadvisor/Ballardgirl21
Whether you’re a seasoned craft beer aficionado or a novice to the taste, this brewery tour in Vermont never disappoints. Even if you’ve tried the beer in bottles, you must try them off the tap while watching the brew taking place.
Rock Art Brewery, Morristown, VT 05661, USA
Yelp/Michael S
Ziplining isn’t just a summer sport, it can also be a fun and exciting winter activity, too. The experienced instructors will show you the ropes (literally) and be prepared to glide through the trees with the snow-covered ground and a stream running underneath. This is one date night idea in Vermont that’s filled with great views and great fun. Not only do you zip, but you get to rappel off two of the platforms, all while learning about the trees and animals in the area.
ArborTrek Canopy Adventures, 1239 Edwards Rd, Jeffersonville, VT 05464, USA
Tripadvisor/Tabda084
This gem is a great date night location in Vermont to enjoy any time of the year. The wines are delicious, the staff personable and knowledgeable, and who would have thought to get a growler of wine? They’re not just for beer anymore!
Lincoln Peak Vineyard, 142 River Rd, New Haven, VT 05472, USA
Brandon Music/Google
This hidden gem in Vermont is a music lover’s dream. This is a tea room, a jazz club, a museum, and a gift shop all rolled into one. The room’s acoustics are exceptional for live jazz and the setting is unique and extremely comfortable. Their food menu is impressive and the quality of the is service absolutely first-rate. When it comes to date night locations in Vermont, this is the perfect place to take that special someone.
Brandon Music, 62 Country Club Rd, Brandon, VT 05733, USA
yelp/petra cliffs
Yelp/Petra Cliffs
You have a choice to climb inside or out at Petra Cliffs, one of the most unique and fun couple activities in Vermont. Beginners and experts alike will have fun here and you will surprise yourself with what you never thought you could do! Carpe diem!
Petra Cliffs Climbing Center & Mountaineering School, 105 Briggs St, Burlington, VT 05401, USA
Flickr/Sunsquashed
The small venue and standing-room-only do not stop some incredible bands from performing at this local’s favorite venue, so don’t let it stop you. Check out the schedule and start planning your dream date in Vermont.
Higher Ground Road, Higher Ground Rd, Corinth, VT 05039, USA
Tripadvisor/cchena01
Step back in time and visit this quaint Vermont town. Stop first at the Woodstock Town Crier - a chalkboard in the middle of town where people can write about local and current happenings. You never know what you’ll find!
Woodstock, VT, USA
OnlyInYourState may earn compensation through affiliate links in this article.
The OIYS Visitor Center
Things to do in Vermont October 04, 2022 Jackie Ann What are the best road trips through Vermont? Between the majestic mountains and the charming towns, Vermont is one of the best states to road trip through. In the summer, this lighthouse road trip will take you to some of the most historic lighthouses on the Vermont coast. In the fall, you can’t pass up an opportunity to take a covered bridge road trip, especially when the leaves are in full color-change mode. No matter what time of year, there are always plenty of charming small towns in Vermont you could spend a few days road-tripping to. What underrated places in Vermont should I visit? Whether you’re looking for somewhere to take an out-of-towner or even a new date night idea, some of the best places in Vermont are the most underrated. You can always go on a cheese tour through Vermont, stopping off at some of the most cheesy locations like Cabot Creamery and Jasper Hill Farm. And if you’re wanting to explore the great outdoors, one of the lesser-known state parks in Vermont will quickly capture your heart with scenic views, hiking trails, and more. What one-of-a-kind destinations can I visit in Vermont? Vermont is filled with unique, one-of-a-kind destinations you’ll only find in the Green Mountain State. For a wonderful day trip filled with history and amazing architecture, check out the hidden village of Chester, Vermont. Established in the mid-1800s, this charming little village was built by skilled masons, resulting in an incredible stone village that you just don’t come across every day. If you’ve got a sweet tooth and an affinity for farm life, pay a visit to Allenholm Farm, a local working farm in Vermont that’s home to some of the best apple pies you’ve ever tasted.
The OIYS Visitor Center
Things to do in Vermont
October 04, 2022
Jackie Ann
What are the best road trips through Vermont? Between the majestic mountains and the charming towns, Vermont is one of the best states to road trip through. In the summer, this lighthouse road trip will take you to some of the most historic lighthouses on the Vermont coast. In the fall, you can’t pass up an opportunity to take a covered bridge road trip, especially when the leaves are in full color-change mode. No matter what time of year, there are always plenty of charming small towns in Vermont you could spend a few days road-tripping to. What underrated places in Vermont should I visit? Whether you’re looking for somewhere to take an out-of-towner or even a new date night idea, some of the best places in Vermont are the most underrated. You can always go on a cheese tour through Vermont, stopping off at some of the most cheesy locations like Cabot Creamery and Jasper Hill Farm. And if you’re wanting to explore the great outdoors, one of the lesser-known state parks in Vermont will quickly capture your heart with scenic views, hiking trails, and more. What one-of-a-kind destinations can I visit in Vermont? Vermont is filled with unique, one-of-a-kind destinations you’ll only find in the Green Mountain State. For a wonderful day trip filled with history and amazing architecture, check out the hidden village of Chester, Vermont. Established in the mid-1800s, this charming little village was built by skilled masons, resulting in an incredible stone village that you just don’t come across every day. If you’ve got a sweet tooth and an affinity for farm life, pay a visit to Allenholm Farm, a local working farm in Vermont that’s home to some of the best apple pies you’ve ever tasted.
The OIYS Visitor Center
The OIYS Visitor Center
Between the majestic mountains and the charming towns, Vermont is one of the best states to road trip through. In the summer, this lighthouse road trip will take you to some of the most historic lighthouses on the Vermont coast. In the fall, you can’t pass up an opportunity to take a covered bridge road trip, especially when the leaves are in full color-change mode. No matter what time of year, there are always plenty of charming small towns in Vermont you could spend a few days road-tripping to.
What underrated places in Vermont should I visit?
Whether you’re looking for somewhere to take an out-of-towner or even a new date night idea, some of the best places in Vermont are the most underrated. You can always go on a cheese tour through Vermont, stopping off at some of the most cheesy locations like Cabot Creamery and Jasper Hill Farm. And if you’re wanting to explore the great outdoors, one of the lesser-known state parks in Vermont will quickly capture your heart with scenic views, hiking trails, and more.
What one-of-a-kind destinations can I visit in Vermont?
Vermont is filled with unique, one-of-a-kind destinations you’ll only find in the Green Mountain State. For a wonderful day trip filled with history and amazing architecture, check out the hidden village of Chester, Vermont. Established in the mid-1800s, this charming little village was built by skilled masons, resulting in an incredible stone village that you just don’t come across every day. If you’ve got a sweet tooth and an affinity for farm life, pay a visit to Allenholm Farm, a local working farm in Vermont that’s home to some of the best apple pies you’ve ever tasted.
