Packages and Specials

Chester House is pleased to be able to offer packages and specials on many items. Review our offerings below and give us a call to ask about the details.


Cross-Country & Snowshoeing Package

Cross-Country & Snowshoeing Package

The Grafton Ponds Outdoor Center has some of the best cross-country skiing and offers snowshoeing, ice skating, and snow tubing.

Okemo Ski & Boarding Packages

Okemo Ski & Boarding Packages

The Chester House Inn is excited to welcome Skiers & Riders with our New Packages, which offer substantial savings on both your Room and Lift Tickets.

Motorcyclists

Motorcyclists

Southern Vermont is a popular place for motorcycling, and riders from all over spend many a relaxing weekend (or week) on the country roads of beautiful Vermont.

Golf

Golf

There’s more than one reason why they nick-named Vermont the “Green” Mountain State: some of the Country’s finest golf greens are here.

Active Military

Active Military

In gratitude for their bravery and selflessness, we offer a 10% discount to active members of the U.S. Army, Navy, Air Force, Marines and Coast Guard.

Kinhaven Music School

Kinhaven Music School

Kinhaven Music School, Inc. is a non-profit organization located in the rolling green hills of Weston, Vermont that fosters high-level music-making experiences.

Annual Stallafane Convention

Annual Stallafane Convention

Telescope Making is at the core of Stellafane (after all we are The Springfield Telescope Makers and Stellafane is the “Birthplace of Amateur Telescope Making”).

Fletcher Farm School

Fletcher Farm School

Fletcher Farm School is committed to quality arts and crafts education, to keeping alive old traditions and to teaching new techniques.

Quilters Special

Quilters Special

“Country Treasures,” is the fantastic quilt shop directly across the street from the Chester House, sponsors quilt festivals, quilters’ weekends, shop hops, and retreats.

Canoeing & Kayaking Special

Canoeing & Kayaking Special

We ourselves are kayaking enthusiasts and know how relaxing the serenity of gliding on the water can be. You’ll have a fantastic escape to another world for a few of days.

Cooking Classes

Cooking Classes

Creating great food doesn’t have to be a “chore”! You will learn chef secrets for making the ordinary into something extraordinary, all the while making cooking fun!

Romantic Touches

Romantic Touches

Treat your Special Someone to something extra special! Just let us know how we can help. We can arrange thoughtful amenities for your loved one. Read more…

Weddings & Engagements

Weddings & Engagements

As of September 1, 2009, Vermont law permits marriages for all couples. All are now welcome to have their engagement or their marriage ceremony here at the Chester House. Read more…

Theatre Package

Theatre Package

Named “The most beautiful theatre in New England”, the Playhouse offers spacious seating in an intimate theater, as well as spectacular views of an historic mill and waterfall.

Client Testimonials

Interested in staying with us? Read some comments our guest's have left for us:

Just a note to thank you for our wonderful stay at the Chester House.  We all agreed it was one of the highlights of our vacation,  We love Vermont, your Inn, and your comfortable hospitality!

Deb, Freddie, & Chris L.

Ogden, Utah

Sometimes when my mind is wandering I will find myself back at the inn.  I immediately get a warm and comforting feeling mainly because you both made two complete strangers feel so welcomed by your wonderful hospitality. 

Our best wishes.

Ken and Janis V.

West Haven, Connecticut

As always, we had a great time!  Thank you for everything.   See you both again soon!

Lynne and Danny O.

Fairfield, Connecticut

Thanks so much for your hospitality this weekend. My Mom and I had a great birthday weekend and enjoyed the cozy room.
We hope to see you again soon!

Libby F. & Ottile

Astoria, New York

I want to thank you or a wonderful weekend.  We had a very enjoyable, relaxing time the Chester House.  You made us feel like we never left home. You were fantastic hosts. We were a little sad to leave. Vermont is beautiful and we hope to see it in the winter time.  I will definitely spread the word about the Chester House to everyone I know.  The work and dedication you both put in to making everyone “feel at home” shows.  So we thank you again for a very enjoyable weekend.

Christine & Ralph

Deer Park, New York

Just wanted to thank you again for the great stay at the Chester House, loved breakfast… we are now thawing out back
in Maui, if you ever get our way, come stay with us. Aloha!

Janna and Richard H.

Maui, Hawaii

Thank you for being a big part in making our first visit to Vermont a memorable and beautiful one for us. Your Bed & Breakfast is so charming and your love for detail is obvious.  We felt very comfortable in Room #1 and I loved hearing about the history of various pieces of furniture throughout the inn. And your delicious breakfasts were a perfect start for a day of exploring.  Thank you! Your warm and welcoming personalities make us want to come back soon.


Anke R.

Hyde Park, New York

The Chester House has been a delightful home during my stay. Especially memorable are your culinary presentations and care shown to every guest.

You have both obviously devoted years on the decor, ambiance and historical presentations. Thank you for your T.L.C.

Pat E.

Concord, CA

On behalf of the Monitoring Team, I would like to thank you for your hospitality this week.  My team was very pleased with your establishment and the reports back to me during the week were glowing.  You were very gracious and flexible.  We will certainly recommend you to our co-workers and friends!

Judy C.

Vermont Department of Education

Thank you very much for making our stay in Chester so special.  We had a wonderful time at the Chester House Inn and we plan on coming back for another visit real soon.

Danielle & Joey

Lindenhurst, New Jersey

All your recommendations — from restaurants to ski rental to maple syrup — were so helpful… Finally, we were deeply touched by how welcome you made or 10-year-old son, Evan, feel. You made him feel special, smart and grown-up. This was an unexpected gift you so generously gave us. We wish you nothing but great success and hope to see you back on our next trip north to ski.

Lillie, Mark and Evan O.

Tenefly, New Jersey

We see that you finally received the much needed snowfall and we hope the skiers are all packing up their cars and heading your way. We wanted to let you know how much we enjoyed our stay in your beautiful, comfy Inn. The room (#7) was perfect for our 3-person family, and the morning breakfast sent us to the slopes every morning smiling, happy and quite full. We looked forward to coming back every night and sitting in front of the fire in the Keeping Room while we got our evening fix of Olympics.

Lillie, Mark, and Evan O.

Tenefly, New Jersey

As always, we had a great time!  Thank you for everything. See you both again soon!

Lynne and Danny O.

Fairfield, Connecticut

Kathy and I just wanted to say thank you for your hospitality.  We loved our stay and had a great time checking out the area.  We even had fun finding the Hamilton Falls.   🙂  We look forward to staying at your B&B next year for our 31st Anniversary and really look forward to dining at Bella Luna again.

Ray & Kathy J.

Watervliet, New York

Thanks a million for everything, for all that you both did to make our stay in your inn an extra special time.  We appreciate so much the warmth and comfort we experienced.  Your gourmet breakfasts and attention to our needs was so much appreciated. as were your dining recommendations. God’s blessings on you both.  Hope to see you again soon.

Mary & Mario T.

Cortlandt Manor, New York

This is an open recommendation to all first time visitors:

These innkeepers take your visit personally.  They talk with you, not to you and really want to make your stay special.  If our room is indicative of the others, it shouldn’t matter which one you select.  Warm, tastefully adorned and most comfortable.  The gathering room is inviting with a gently stoked, meticulously maintained fire.  Breakfasts are a hand-crafted, culinary delight.  This B&B is a value, period.

Bob and Jeri C.

Marlborough, Connecticut

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