Downtown Chester, Vermont

Discover shopping, dining, and accommodation in downtown Chester.

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Hotels

Hugging Bear Inn and Shoppe

244 Main Street

Chester, Vermont

Fullerton Inn Bed & Breakfast

40 The Common

Chester, Vermont

Rose Arbour Bed & Breakfast

55 School Street

Chester, Vermont

Hotel Tips

Always announce during booking if the trip is for a special event, anniversary or reunion. Group rates can be pre-negotiated and you may qualify for a lower cost and better upgrades for your stay. If you are the one setting up the event, always work directly with the front desk manager to make sure the best service is offered to your party.

Elevators are notorious for being a nuisance so ask to be roomed on the top floor and as far away as possible. Most hotels book nearby rooms last so hopefully they have availability elsewhere.

Upon check-in, slip the desk agent a tip and ask for the best room they can find at your current booked rate. Often times a quick $10 or $20 bill can go a long way towards the mood of the person who directly decides where you lay your head for the night.

Things To Do

Chester brings musicians together and finding your local musical instrument shop can be a great way to get to try new and used guitars. Be sure to start your search downtown if you are looking to upgrade, trade-in or add to your collection.

Chester thanks the collection of small business owners who devote their time and energy to make shopping downtown a great experience. Inventory offered downtown is shopped by the merchant buyer to bring the best products to your neighborhood.

Chester has several options for shopping for specialty food items that are not found in regular grocery stores. Shops tailored for "foodies" offer tastings of the products as well as scheduled culinary classes to perfect your skills. Shop for infused oils, salts and spices from around the World!

Why Do You Love Downtown?

Taree Hines

Historic

Darcie Maassen

I love Downtown because I love the beautiful historic buildings. It's a very pretty area aesthetically. I also appreciate the great variety of delicious dining within a small area. Favorites include Capers, Pomodori, Paisanos, Bricktowne Brewery, Elements Tapas bar, Porters, Larks and 4 Daughters. They are all within 4-5 blocks!

Terri Simon

I love to dine at the Inn and to shop at specialty shops.

Harriet Rapista

Never been but planning to go in August

Paul

I just love the small town vibe.

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