The 10 Best Things to Do in Pittsfield, United States

January 9, 2018 Vergie Nakamoto

Pittsfield is a town in Rutland County, Vermont, United States. The population was 546 at the 2010 census. It is site of the annual Pittsfield Snowshoe Race.
Restaurants in Pittsfield

1. Killington Resort

4763 Killington Rd, Killington, VT 05751-9746 +1 800-621-6867
Excellent
64%
Good
26%
Satisfactory
6%
Poor
2%
Terrible
2%
Overall Ratings

4.5 based on 866 reviews

Killington Resort

This Southern Vermont resort is famous for its winter skiing, and now for off-season golf.

Reviewed By Sarah C - Gorham, New Hampshire, United States

Yes this is a large mountain with decent terrain and great coverage for late March for sure, however, the customer service we experienced was ABSOLUTELY TERRIBLE. We've skied in a lot of places, some big and some small but for the most part the employees have been friendly and focused on the guest's experience but I cannot say the same for this mountain.

The first interaction we had at the ticket counter was okay. The gentleman printed our tickets but wasn't exactly enthusiastic or informative compared to other ticket folks I've dealt with. The woman working the ticket station next to us was abrupt and all business which I might be able to understand if the place was slammed. That being said, there were three people in line (including us) and only two folks working the counter but it wasn't like there was a swarm of people. It just doesn't take any extra time to be nice to guests...it just doesn't.

Our second interaction came while getting our lunch at the Snowshed Lodge. There were a TON of Snow School Employees getting their lunch (not their students' lunch but their own) who cut in line ahead of several full paying guests. One of the women making salads stopped making my wife's salad when a Snow School employee stepped in front of her in the line and went to make the employees salad. When the woman finally came back to making my wife's lunch she said, "what did you order again?" Appalling...serving your staff over paying guests on the mountain?!?!?!? I can't even begin to imagine what this place must treat guests like when it's a busy day during a vacation week. And it didn't end there with our lunch woes. While waiting in line to pay for our food another snow school employee attempted to cut in front of me to hand in his little slip of paper with all the food listed on it. I let him know that we were in line and he could just cool his jets and wait his turn. Unbelievable!

Lastly, while waiting in line for one of the Gondolas a lift employee stepped into a gondola with several people he knew. As the gondola went passed us he smugly looked at us and said, "this one is occupied." Again, I couldn't believe how rude yet another employee was.

I know you go to a ski mountain to ski and ride but it's a lot of money to pay and customer service should be included at no extra charge. The staff could benefit from some customer service training. Personally, I won't pay to ski here again.

2. Pico Mountain

73 Alpine Dr, Rutland, VT 05701-9316 800-898 (7426)
Excellent
54%
Good
38%
Satisfactory
7%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 97 reviews

Pico Mountain

Pico Peak is family-friendly and price-conscious.

Reviewed By Kelsdog - Truckee, California

Pico Mountain is a real mountain with steep and challenging terrain that caters to the expert but also has a softer side for the family. No crowds, great restaurant and bar (Last Run) and has a true small ski area vibe that is so special that you need to try it yourself. Live music and events on almost every weekend.

3. Snowmobile Vermont

1584 Vt-100A, Plymouth, VT 05035 +1 802-422-2121
Excellent
87%
Good
9%
Satisfactory
1%
Poor
3%
Terrible
0%
Overall Ratings

5 based on 128 reviews

Snowmobile Vermont

A fantastic ride for those who are interested in a tour through the woods on groomed ski trails.

Reviewed By Casey96 - Boston, Massachusetts

We have taken three (!) tours with them this winter, and we would never have been a repeat customer unless it was great! They are welcoming and friendly at the office, even to those who are clearly out of their element and are first-timers. They also have the staff that gauges the level of the experience to the skill and experience of the riders. I have an 18 year old teenage son who was pushed and challenged to have a thrilling ride, but within appropriate safety parameters. Riding into the national forest is stunningly beautiful and my son and husband traveled over 30 miles in the forest during their two-hour tour. Highly recommend this as a family and group activity! (And remember to tip the guides - they deserve it!)

4. White River Golf Club

3070 VT Route 100 S, Rochester, VT 05767-8003 +1 802-767-4563
Excellent
56%
Good
44%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 9 reviews

White River Golf Club

Reviewed By clifton p - Sarasota, Florida

This is a low key excellent 9 hole golf course almost hidden along route 100 just south of Rochester, Vt. The course is laid out along the White River in a valley with beautiful views. It is very flat and easily walkable and the course layout is very deceiving and can play very difficult. There is a premium on accuracy. The course doesn't beat you up, that is up to you. It is in excellent shape and the greens are perfect. What a treat. You can enjoy some excellent pizza and a good selection of beer after your round. The restaurant is closed on Mondays.

5. Vermont River Tubing

902 Vt Route 100, Stockbridge, VT 05772-9500
Excellent
68%
Good
11%
Satisfactory
11%
Poor
5%
Terrible
5%
Overall Ratings

4 based on 17 reviews

Vermont River Tubing

Reviewed By MunktopiaJD

Vermont river tubing gets you set up with a nice tube that can take the occasional scraping on rocks here and there along the 3.5 mile trip they set you off on. After they show you the parking lot, they drive you downstream and simply let you go! It is a lot of fun. There's lots to see and it's very relaxing to float along. There's also a couple nice swimming pools along the way. At the end there's buoys out in the water showing you where to get off and hop back in the car. It's $15 for tune rental. Bring sunscreen!

6. Green Mountain Trails

Rt. 100, Pittsfield, VT 05762
Excellent
75%
Good
25%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 4 reviews

Green Mountain Trails

Reviewed By Keithus - Killington, Vermont

I love these bike trails. There's something for everyone unless you're lazy - no lift served trails here in keeping with Joe D.'s "do the work" philosophy. Jason did a fine job building these trails. We love Warman and teh hidden cabin/overlook up top.

7. Stay Bent Fishing Tours

Bethel, VT 05032
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 5 reviews

Stay Bent Fishing Tours

That is what it is all about, keeping the fishing rod bent because there is a fish on the line. Stay Bent Fishing Tours provides a first-class fishing experience to those who want to catch tournament grade fish. Keith runs a successful Vermont Fishing Guides Services throughout the state.

Reviewed By ben j

keith was a great guide and really knows his small mouth bass. we hit the lake early in the am and were on fish in no time. also caught my biggest small mouth bass to date at just over four pounds. i'm hooked on using...MoreThanks for fishing with me Ben. I had a great time too! Good luck on your next fishing trip.

8. Kayak King

Route 100, Pittsfield, VT
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 3 reviews

Kayak King

Reviewed By TravelSaavy10 - New Jersey, USA

It doesn't matter whether you are a beginner, a family with kids or an adult seeking adventure, Kayak King aka Mark knows where to send you for a perfect paddle. He recommends a spot then drops off the kayaks and gear and picks them up when you're finished. It doesn't get any easier. There are many good spots to paddle in the Killington area but we (4 adults experienced medium level paddlers) had paddled them before and were seeking a new adventure. We had a fabulous time on the Killington Amazon. This is not for children, couch potatoes or the feint of heart since you have to portage over beaver dams and, depending on the water level, possibly drag through stuff. But we totally loved the wild life and the adventure. Mark is candid about what to expect so listen to him. Easier spots like Kent Pond (and loons!) can be just as much fun.

9. Tweed River Tubing

2056 Route 100 N, Junction routes 100 and 107, Stockbridge, VT 05772
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 3 reviews

Tweed River Tubing

Reviewed By montanasvt - North Attleboro, Massachusetts

My boyfriend and I accidently came across this place and we are so glad we did! We stopped to talk with the owner, who is a terrific guy by the way, and ended up feeling like we had known him all of our lives. We rented a couple of tubes and spent the rest of the afternoon floating down the river. We hit a couple of rapids, but that only added to the fun! The views are spectacular, the river is beautiful and the ride is one of the best ways to spend the day. I stopped at one point to meditate, and breath in the sweet Vermont air. Luckily at that point there were very few people floating by. I can honestly say that I felt more connected to this beautiful world than ever before. I would highly recommend this as a must do whenever you are in the area. Tweed River Tubing offers us the opportunity to experience Heaven on Earth!

10. Killington Mountain Guides

Pittsfield, VT

Vermont's Premier Guide Service & Climbing School! Killington Mountain Guides offers full spectrum professional climbing instruction, guided climbs in the rock climbing, ice climbing, alpine climbing and back country ski disciplines. We also offer courses in backcountry first aid, evacuation, and search & rescue training.

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