Downtown Key West, Florida
Discover shopping, dining, and accommodation in downtown Key West.
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ShopDowntown.org Discount Card Program
The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.
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Hotels
Southernmost on the Beach Hotel
508 South St
Key West, Florida
Pearl's Key West - Adult Only
525 United Street
Key West, Florida
Sheraton Suites Key West
2001 S Roosevelt Blvd
Key West, Florida
Southernmost House
1400 Duval Street
Key West, Florida
Weatherstation Inn
57 Front St
Key West, Florida
Crowne Plaza La Concha Key West
430 Duval St
Key West, Florida
Southernmost Hotel
1319 Duval Street
Key West, Florida
Artist House Key West
534 Easton Street
Key West, Florida
Casa Marina Resort - A Waldorf Astoria Resort
1500 Reynolds Street
Key West, Florida
Eden House
1015 Fleming St
Key West, Florida
WESTWINDS INN
914 Eaton Street
Key West, Florida
ISLAND CITY HOUSE HOTEL
411 WILLIAM STREET
Key West, Florida
Townhomes on Windsor
909 Windsor Ln
Key West, Florida
Hyatt Beach House Resort, A Hyatt Residence Club R
5051 Overseas Hwy
Key West, Florida
The Beach Bungalow
1815 Atlantic Boulevard
Key West, Florida
Key West Bayside Inn & Suites
3444 N Roosevelt Boulevard
Key West, Florida
PEARLS GUESTHOUSE
525 United Street
Key West, Florida
Key West Hideaways
818 White Street
Key West, Florida
Alexander Palms Court
715 South St
Key West, Florida
Coconut Mallory Resort And Marina By Kees Vacation
1445 S Roosevelt Blvd
Key West, Florida
Heron House Court
412 Frances St
Key West, Florida
The Westin Key West Resort & Marina
245 Front Street
Key West, Florida
Pier House Resort & Spa
1 Duval St
Key West, Florida
Fairfield Inn & Suites Key West at The Keys Collec
3852 North Roosevelt Boulevard
Key West, Florida
The Gates Key West
3824 N Roosevelt Blvd
Key West, Florida
BEST WESTERN HIBISCUS MOTEL
1313 Simonton Street
Key West, Florida
NYAH Key West
420 Margaret Street
Key West, Florida
Best Western Key Ambassador Resort Inn
3755 S Roosevelt Blvd
Key West, Florida
Sunset Key Guest Cottages, A Westin Resort
245 Front Street
Key West, Florida
Hyatt Key West Resort and Spa
601 Front St
Key West, Florida
Blue Parrot Inn
916 Elizabeth St
Key West, Florida
Authors of Key West
725 White Street At Petronia
Key West, Florida
The Banyan Resort
323 Whitehead St
Key West, Florida
AN ISLAND OASIS
630 South Street
Key West, Florida
The Reach, A Waldorf Astoria Resort
1435 Simonton Street
Key West, Florida
MERLIN GUESTHOUSE
811 SIMONTON STREET
Key West, Florida
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd
Key West, Florida
Artist House on Fleming
1016 Fleming St.
Key West, Florida
Key West Marriott Beachside Hotel
3841 N Roosevelt Blvd
Key West, Florida
Santa Maria Suites
1401 Simonton St
Key West, Florida
Paradise Inn
819 Simonton Street
Key West, Florida
La Pensione Inn B&B
809 Truman Avenue
Key West, Florida
Courtyard by Marriott Key West Waterfront
3031-41 N Roosevelt Blvd
Key West, Florida
PEGASUS INTERNATIONAL HOTEL
501 SOUTHARD STREET
Key West, Florida
Fairfield Inn and Suites Key West
2400 N Roosevelt Blvd
Key West, Florida
MARQUESA HOTEL
600 FLEMING STREET
Key West, Florida
Sunrise Suites Resort
3685 Seaside Drive
Key West, Florida
Key West Harbour Guest Suites
6000 Peninsular Ave.
Key West, Florida
Banana Bay Resort and Marina
2319 N Roosevelt Blvd
Key West, Florida
Ambrosia Key West
622 Fleming St
Key West, Florida
Hotel Tips
Most hotel offer a complimentary breakfast bar or even a full cafe meal with your choice of a full menu. Keep in mind that some offer nothing at all so it is a good idea to pack a few packets of instant oatmeal for a quick and easy meal before you head out for the day.
Always find a reason to email the front desk manager in hotels that you plan to visit again. Tell them what they did right and express your plans to stay again and ask what opportunities there might be for frequent discounts or upgrades on your next visits. If you become friends with the manager, you just might get the friends and family rate some day.
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.
Things To Do
Key West 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.
Key West 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.
Key West offers on-the-go dining when you visit your favorite food truck. Pick up some corn tortilla tacos with freshly made pico with a fresh squeeze of lemon to give your day a boost. Food trucks can offer a wide variety of niche ethnic blends.
Why Do You Love Downtown?
carl barbieri
were there on business at least 7 times a year ,We just love downtown medford
Tracy Hart
Just purchased a home nearby and am looking forward to shopping in the area
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.
Crystal Stewart
I grew up,visiting Emelton.
Bob Puthoff
I'm sending some clients there this Summer and want to get them a discount card to shop. Thanks!
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