Downtown Winter Haven, Florida
Discover shopping, dining, and accommodation in downtown Winter Haven.
Moving to Winter Haven?
Order a Free Relocation Guide
We are seeking partnerships with forward-thinking city officials and business leaders to replicate
their downtowns and launch immersive virtual cities together.
Shop
0 results
Hotels
HOLIDAY INN WINTER HAVEN
200 Cypress Gardens Boulevard
Winter Haven, Florida
Americas Best Value Inn
2275 8th St NW
Winter Haven, Florida
Howard Johnson Inn – Winter Haven FL
1300 3rd St Sw
Winter Haven, Florida
Hampton Inn Winter Haven
202 Cypress Gardens Blvd
Winter Haven, Florida
Winter Haven Suites and Conference Center
1150 3rd Street SW
Winter Haven, Florida
Magnuson Grand Cypress Hotel
5651 Cypress Gardens Blvd
Winter Haven, Florida
Ranch House Inn and Suites Winter Haven
1911 Cypress Gardens Blvd
Winter Haven, Florida
Lake Roy Beach Inn
1823 Cypress Gardens Blvd
Winter Haven, Florida
Hotel Tips
Policies vary on the availability of pet friendly rooms to it is wise to be open, honest and upfront during the booking process. You may find yourself kicked out or even paying a large deposit if you are not in a pet-friendly hotel and bring one anyway. New ADA laws are fuzzy though as service animals are not required to be documented and proprietors are legally not allowed to ask if the animal is a pet vs. a service animal.
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.
Ask to be placed opposite of any roadways. Road noise can be a constant source of pollution which may not be a noticeable problem during the day but reveals itself at night. Don't be afraid to request a room change to get a better sleep.
Things To Do
Winter Haven micro breweries have popped up in downtown corridors to quench the thirst of local or traveller whos is looking for a one-of-a-kind experience for suds brewed on site. If you are looking for a light beer or something randy and dark, you are sure to find a wide assortment of options to choose from.
Winter Haven has that special dining venue and you are sure to find something to please with numerous meals served to satisfy each palette. A wide variety of restaurants and delis are available to choose from with a nice selection of entrees and especially desserts.
Winter Haven brings meaning to leisure time while enjoying the local yarn shop and wandering through in amazement with the different fibers and vast array of colors. Signing up for a class is easy and fun and serves as a great getaway for a few hours to enjoy the company of fellow knitters.
Why Do You Love Downtown?
Tracy Hart
Just purchased a home nearby and am looking forward to shopping in the area
Valentina Eagar
Fun and unique shopping and eats
Alison Barlow
Charming, lovely downtown. Love the antique shops!
Snow Charpentier
It's grown and changed so much since I moved away for a few years and came back. Great to see a lot of smaller businesses expanding and hoping to contribute to the growth of downtown Medford.
Roberta Gomes
it's so quaint!
Join our newsletter

The American Cancer Society does not endorse any product or service.