Retire in Chestertown, MD

Livability Score
52
** The AARP Livability Index scores neighborhoods and communities across the U.S. for the services and amenities that impact your life the most.
** 2014 US census data
Restaurants
1. Uncle Charlie's Bistro

So me and my hubby just found this place today. Service is great, food was fantastic. They even let me try the fabulous cheesecake while it was still warm....

2. The Kitchen At the Imperial

I think this is the best place in town. They had great crab cakes. I did feel that they had more items that they were out of than the specials. For...

3. Lemon Leaf Cafe

Good for lunch. Good menu variety. Fresh ingredients. Loved the crab balls. Will try their crab cakes next visit. The stuffed tomato with chicken salad,...

4. The Freeze

Stopped in for a wedding and got three milkshakes. They were three of the best milkshakes I've ever consumed. They are to die for.

5. Luisa's Cucina Italiana

I come from the land of Italian food (no not Italy, but New York/Long Island is pretty close) which has created some high expectations when it comes to that...

Golf
1. Queenstown Harbor Golf

Coming from Alexandria, va or dc area, this is a bit of a hike. But, iIt's the first course you will find when you cross the bay bridge. It's located inside...

2. Back Creek Golf Club

Why are the reviews of golf courses mostly about the food and drinks in the clubhouse. I don't go to Buddakan and make my review about nothing but how the...

3. Rocky Point Golf Course

Beautiful golf course, amazing views. Terrific staff, course in very good condition.

4. Bay Hills Golf Club

This course has improved dramatically over the past 2 years. The grounds crew knows what they're doing. Not sure who's head groundskeeper right now, but he...

5. Ruggles Golf Course

Got the signature Ruggles burger. More grease than I prefer but it was giant and tasty. All the employees are pleasant and social which makes for a very...

Active
1. Annapolis Sailing School

Highly recommend Annapolis Sailing School. A friend and I with little prior sailing wanted a full week immersion to learn the basics and develop confidence...

2. Freestate Gun Range

Built my first gun with supplies from here. I am a member and did my HQL there with the discount from being a member. I have taken several people with me to...

3. John H. Downs Memorial Park

What a wonderful park!! We recently went here in desperation due to an issue we were having with another local park for booking a wedding. A friend referred...

4. Shank's Mare Outfitters

Great place and will definitely use again. Probably one of the central Pennsylvania's best kept secrets. Have lived in Lancaster County for 10 years and...

5. Watermark Tours, Charters, and Cruises

Had the pleasure of being aboard the Harbor Queen and cruising the beautiful Annapolis Waters with Watermark! The team here is great, the boat is top-notch....

Arts
1. Psychic Chakra Advisor & Reiki Healing

Today was a very curious and exciting day for me. I didn't want to come with ridiculous expectations. Yet, didn't want to come with a negative mindset. I...

2. Cassinelli Winery & Vineyards

Small little place where you can stop in and try their wares and hear a bit on how they're made. They'll answer all your questions and let you taste what...

3. Breezy Willow Farm

A great C.S.A. program for all who like good local produce and supporting a small family-owned farm. A typical week includes two types of fruit, some sort...

4. Chestertown 1st Fridays

I've been studying here in Chestertown since August, and I had heard about 1st Fridays, but this was my first time attending. I had my wife join me on Good...

5. The Prince Theatre

A lovely and lovingly-restored historic theater in quaint but still thriving Chestertown Maryland. While tourism seems to keep part of the Eastern Shore...

Shopping
1. Cable Connexions

Highly Recommended!!! Cable Connexions far exceeded my expectations for just about everything from amazing customer service to excellent quality of work. I...

2. Industrial Home

We LOVE industrial home! We live in Baltimore and love to make special trips to visit industrial home whenever we go to Frederick. The furniture is very...

3. Bookplate

I spent 1.5 hours in here by accident because I was entranced by all the books here. It's a one floor store with a large back room that has a table and...

4. Johnson's Florist & Garden Center

Maybe there's something wrong with me but I love this store, and I find the employees helpful. Perhaps as a green thumb I know the answers (or have...

5. The Big Screen Store

Greg was extremely helpful in finding the right TV for me. Not only did he save me money but he sold me a TV that I really like. The delivery and set-up was...

Health
1. Psychic Chakra Advisor & Reiki Healing

Today was a very curious and exciting day for me. I didn't want to come with ridiculous expectations. Yet, didn't want to come with a negative mindset. I...

2. Chestertown Natural Foods

Very good selection. Management does a good job in stocking shelves. I like the organic produce and shelved groceries. They have a good selection of...

3. Andrew Berman, OD

I made a call to set up an appointment and the woman answer the phone was smart talking to me. I told her the insurance I had and she started talking down...

4. Home Feet Cares

Professional, friendly, punctual and super accommodating. My feet were killing me and they squeezed me into their schedule last minute. They were...

5. Visiting Angels Living Assistance Services

Excellent firm, very professional without a doubt. Very profeesional operation here. Expect good things and you won't be disappointed

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