Downtown Gloucester, Massachusetts

Hotels

Hotel Tips

Call ahead to make sure your reservation is still active and rebook if there are any price drops or changes in number of people staying with you. Another cost saving tips is to bundle the stay with airport parking and shuttle to avoid hefty fees.

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

Gloucester is a great place to rent a bike and take it for a ride around downtown. There are many bike shops that sell bike and accessories as well as provide service and tuning on your ride. Don't forget your helmet and other protective gear such as reflective gear, headlight and horn.

Gloucester makes shopping for wine and other spirits easy by bringing an incredible collection sourced from local, regional well-known producers from around the World. Hit the wine tasting events and stock up on your favorite choice to be shipped home for your convenience.

Gloucester has the perfect game shop for both young and old. Your friends and family will enjoy hours of entertainment with a wide selection of board games, card games and games of skill. A perfect stop for travellers with kids and those seeking a new adventure for game night.

Why Do You Love Downtown?

Jessica L Smith
Love the atmosphere and the people!

Janet White
Never been but I love discounts! Going Today!

Sharon Wright
I like the idea of downtown merchants being more visible and that they are locally owned and operated. It's great to see what's available downtown and I look forward to the discounts as well. Being a history buff, I love see the architecture as it was back in the day which is lost in modern buildings. Downtown is charming, inviting and quaint!

Mary jo bos
My daughter moved to Talent this summer and I came to visit her for Christmas. She took me to the downtown Ashland area to shop. I love fall the shops and the friendliness .

Taylor Stainbrook
I've never been to Spicewood but my sisters and I will be coming on June 2nd for a sister vacay weekend.