Hotels near St. Michaels Winery St. Michaels

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

Tonight
Apr 25 - Apr 26
Tomorrow
Apr 26 - Apr 27
This weekend
Apr 25 - Apr 27
Next weekend
May 2 - May 4

Where to stay near St. Michaels Winery?

The Wildset
Premium Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (309)
The price is $263
includes taxes & fees
$239 per night
Apr 28 - Apr 29
The Wildset
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other landmarks in St. Michaels

Chesapeake Bay Maritime Museum

Chesapeake Bay Maritime Museum

The centre of St. Michaels is home to cultural attractions like Chesapeake Bay Maritime Museum, so you might want to stop by during your stay. If you want to experience more of the culture St. Michaels has to offer, head to St. Michaels Marina, St. Michaels Winery, and 1879 Hooper Straight Lighthouse.

See properties in Chesapeake Bay Maritime Museum
Chesapeake Bay Maritime Museum

St. Michaels Museum

The centre of St. Michaels is home to cultural attractions like St. Michaels Museum, so you might want to stop by during your stay. If you want to experience more of the culture St. Michaels has to offer, head to St. Michaels Winery, St. Michaels Marina, and Chesapeake Bay Maritime Museum.

See properties in St. Michaels Museum
St. Michaels Museum
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
Sign in or join for free

Frequently asked questions

What are the best hotels near St. Michaels Winery?
  • Guests love staying at Inn at Perry Cabin, which is a hotel near St. Michaels Winery.
  • Also highly rated is Parsonage Inn, which is 14 minutes away on foot.
  • With 1,495 hotels, vacation rentals, and other accommodations, you’ll have plenty to choose from.
How much does it cost to stay in a hotel near St. Michaels Winery?
You can find different room prices based on when and where you want to go. Simply sort by price on the search results and filter by your preferred criteria to find the best options for you and your budget.
  • Search for the lowest price per night $65
What cheap hotels are close to St. Michaels Winery?
  • St Michaels Harbor Inn is a reasonably-priced hotel near St. Michaels Winery and offers an outdoor pool and a restaurant.
  • The Wildset is another low-cost option 11 minutes away on foot.
Can I find hotels close to St. Michaels Winery that are fully refundable?
Yes, there are many hotels with refundable room rates, but be sure to check the cancellation deadline. Find refundable rates using the “Fully refundable” filter when you search for hotels.
What are the best romantic hotels near St. Michaels Winery?
What are the best hotels close to St. Michaels Winery with free breakfast?
  • Enjoy a free continental breakfast to begin your day at The Wildset, which is an 11-minute walk from St. Michaels Winery.
  • Parsonage Inn is also a recommended place to stay with a free full breakfast. It’s 14 minutes away on foot.
Which hotels near St. Michaels Winery have rooms with great views?
  • Travelers can enjoy rooms with city or courtyard view at Parsonage Inn, which is a 14-minute walk from St. Michaels Winery.
  • Also recommended is Inn at Perry Cabin, which offers rooms with views.
What are the best family hotels close to St. Michaels Winery?
What are the best luxury hotels near St. Michaels Winery?
  • Pamper yourself with a stay at Inn at Perry Cabin, which is a 17-minute walk from St. Michaels Winery. This hotel features a restaurant called Stars and has an outdoor pool and a full-service spa.
  • A second luxurious choice is Inn at 202 Dover, which is 19 minutes away by car.
What are the best hotels near St. Michaels Winery with free parking?
  • Travelers looking to drive and park with ease should consider a stay at The Wildset, which offers free parking. You’ll be an 11-minute walk from St. Michaels Winery.
  • Another property that offers free parking is Parsonage Inn, which is 14 minutes away on foot.
What are the best hotels near St. Michaels Winery with a pool?
What cheap motels can I book close to St. Michaels Winery?
  • To save on your stay near St. Michaels Winery, take a look at Econo Lodge Easton Route 50, which offers a free continental breakfast and parking.
What are the best things to see and do around my hotel near St. Michaels Winery?
  • Other attractions near St. Michaels Winery include U.S. Naval Academy, Six Flags America, and Chesapeake Bay Bridge.
  • Annapolis City Dock, Sandy Point State Park, and Navy-Marine Corps Memorial Stadium are other places to visit in the area.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

https://www.hotels.com/lp/b/deals