LGBTQIA-Welcoming Hotels in St. Michaels

September 2026
14
October 2026

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This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

LGBTQIA-Welcoming Hotels in St. Michaels

1. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
$205
$226 total
includes taxes & fees
Sep 16 - Sep 17
The Tilghman Island Inn

2. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
$135
$149 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott Easton

3. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
$149
$164 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Inn Express Easton by IHG

4. Sandaway Suites & Beach

Sandaway Suites & Beach
Oxford
$283
$311 total
includes taxes & fees
Sep 15 - Sep 16
Sandaway Suites & Beach

5. Hampton Inn Easton

Hampton Inn Easton
Easton
$155
$171 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Easton

6. Hummingbird Inn

Hummingbird Inn
Easton
$329
$375 total
includes taxes & fees
Sep 20 - Sep 21
Hummingbird Inn

7. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
$127
$141 total
includes taxes & fees
Oct 13 - Oct 14
Hilton Garden Inn Kent Island Marina

8. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
$118
$131 total
includes taxes & fees
Oct 5 - Oct 6
Comfort Inn & Suites Cambridge

9. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
$161
$212 total
includes taxes & fees
Oct 7 - Oct 8
Rod 'N' Reel Resort

10. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
$110
$159 total
includes taxes & fees
Oct 12 - Oct 13
Historic Inns of Annapolis

11. Flag House Inn

Flag House Inn
Historic District
$218
$248 total
includes taxes & fees
Sep 15 - Sep 16
Flag House Inn

12. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
$155
$177 total
includes taxes & fees
Oct 1 - Oct 2
Graduate by Hilton Annapolis

13. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
$114
$127 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express Annapolis East-Kent Island by IHG

14. The Westin Annapolis

The Westin Annapolis
Annapolis
$179
$204 total
includes taxes & fees
Sep 27 - Sep 28
The Westin Annapolis

15. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
$83
$95 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree by Hilton Hotel Annapolis

16. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
$122
$139 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Garden Inn Annapolis Downtown

17. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
$93
$107 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Garden Inn Annapolis

18. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
$98
$111 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn & Suites Annapolis

19. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
Annapolis
$93
$111 total
includes taxes & fees
Oct 4 - Oct 5
Candlewood Suites Annapolis by IHG

20. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
$126
$144 total
includes taxes & fees
Sep 16 - Sep 17
SpringHill Suites by Marriott Annapolis
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Top neighborhoods in St. Michaels

Downtown St. Michaels

The Downtown St. Michaels neighborhood offers attractions such as St. Michaels Marina and Chesapeake Bay Maritime Museum.

Top landmarks in St. Michaels

A lighthouse on stilts with a green roof, surrounded by water and greenery.
Photo by Louise Johnson

Chesapeake Bay Maritime Museum

9.4/10 (91 reviews)
Chesapeake Bay Maritime Museum is just one of the attractions in Downtown St. Michaels, St. Michaels so you might want to stop by during your trip. If you want to experience more of the culture St. Michaels has to offer, head to 1879 Hooper Straight Lighthouse, St. Michaels Marina, and St. Michaels Winery.
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A marina with several sailboats docked in calm waters.

St. Michaels Marina

You can stroll along St. Michaels Marina for relaxing water views when you're in Downtown St. Michaels. If you carry on walking you'll get to Higgins Yacht Yard and Marina for some more water views.
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A white wooden house with a brown door and a small window.

Saint Michaels Village

If you like shopping, take time out to go to Saint Michaels Village when in St. Michaels.
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St. Michaels Winery

8.6/10 (91 reviews)
Travelers to St. Michaels might want a tour of St. Michaels Winery in Downtown St. Michaels.
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1879 Hooper Straight Lighthouse

Downtown St. Michaels is home to 1879 Hooper Straight Lighthouse, so why not stop by during your stay in St. Michaels.
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Perry Cabin Park

Perry Cabin Park is worth a visit, located 0.4 mi (0.7 km) from central St. Michaels.
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Saint Michaels Town Hall

Saint Michaels Town Hall is worth a pic or two when discovering Downtown St. Michaels.
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St Michaels Nature Trail

Downtown St. Michaels is home to St Michaels Nature Trail, so why not stop by during your stay in St. Michaels.
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