Hotels in Deale

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Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (481 reviews)
The price is $169
$193 total
includes taxes & fees
Apr 19 - Apr 20
Anchored Inn at Hidden Harbour Marina
St Michaels Inn
St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
Escape to this quiet retreat with hiking trails and a garden terrace. Just minutes from Saint Michaels Village and Classic Motor Museum, this hotel offers free breakfast, WiFi and parking. Guests consistently praise the helpful staff and clean accommodations.
The price is $129
$142 total
includes taxes & fees
Apr 19 - Apr 20
St Michaels Inn
Inn at Perry Cabin
Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (380 reviews)
Set along Maryland's Eastern Shore, this luxurious retreat features a marina, golf course, and serene spa treatments. Enjoy cocktails at the poolside bar before savoring locally-inspired cuisine at Stars restaurant. The helpful staff ensures a peaceful waterfront getaway.
The price is $572
$629 total
includes taxes & fees
Apr 23 - Apr 24
Inn at Perry Cabin
The Wildset
The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (431 reviews)
Soak in the charm of this waterfront getaway near Higgins Yacht Yard and Marina. Enjoy complimentary breakfast before exploring Muskrat Park. After sightseeing, unwind with drinks at the bar or grab a bite at the on-site café.
The price is $229
$274 total
includes taxes & fees
Apr 28 - Apr 29
The Wildset
Parsonage Inn
Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (133 reviews)
Immerse yourself in small-town charm at this cozy B&B featuring a lovely garden and terrace. Enjoy complimentary full breakfast daily before exploring nearby hiking trails or Perry Cabin Park. Free WiFi and parking complete your Eastern Shore retreat.
The price is $169
$186 total
includes taxes & fees
Apr 21 - Apr 22
Parsonage Inn
George Brooks House B&B
George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (72 reviews)
Surrounded by coastal beauty, this Victorian B&B offers a refreshing outdoor pool and free breakfast in St. Michaels. Explore nearby Perry Cabin Park or hike local trails, then unwind in the garden or terrace after your adventures.
The price is $270
$297 total
includes taxes & fees
Apr 24 - Apr 25
George Brooks House B&B
Wylder Tilghman Island
Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (94 reviews)
The price is $122
$179 total
includes taxes & fees
Apr 27 - Apr 28
Wylder Tilghman Island
The Tilghman Island Inn
The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (127 reviews)
This waterfront inn on Tilghman Island features a seasonal outdoor pool and welcoming restaurant with bar. Near local marinas, it offers free breakfast, WiFi, and parking. Guests can relax on the terrace or stroll through the garden while experiencing exceptional staff service.
The price is $235
$259 total
includes taxes & fees
Apr 19 - Apr 20
The Tilghman Island Inn
Kent Island Resort
Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
The price is $121
$164 total
includes taxes & fees
Apr 22 - Apr 23
Kent Island Resort
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (448 reviews)
Escape to this serene Chesapeake retreat featuring an outdoor pool and indulgent spa treatments. Just minutes from Northern Chesapeake Bay and Paul Reed Smith Guitars, the hotel offers a cafe, 24-hour fitness center, and attentive staff that guests consistently praise.
The price is $186
$232 total
includes taxes & fees
Apr 22 - Apr 23
The Inn at Chesapeake Bay Beach Club
Rod 'N' Reel Resort
Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,000 reviews)
The price is $161
$198 total
includes taxes & fees
Apr 23 - Apr 24
Rod 'N' Reel Resort
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (917 reviews)
Wake up to shimmering harbor vistas at this waterfront gem steps from U.S. Naval Academy. After breakfast at Pussers Caribbean Grille, explore nearby Ego Alley or work out in the 24-hour fitness center while luxury yachts drift by.
The price is $254
$290 total
includes taxes & fees
May 3 - May 4
Annapolis Waterfront Hotel, Autograph Collection
Flag House Inn
Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (94 reviews)
Warm B&B located steps from the Naval Academy with free breakfast featuring local cuisine. Enjoy free WiFi while exploring nearby attractions like John Smith House and Annapolis City Dock. Valet parking is also available.
The price is $182
$207 total
includes taxes & fees
Apr 20 - Apr 21
Flag House Inn
134 Prince - Luxury Boutique Hotel
134 Prince - Luxury Boutique Hotel
2.5 star property
Annapolis
9.8 out of 10, Exceptional, (34 reviews)
Immerse yourself in Annapolis at this luxury boutique hotel near the City Dock and John Smith House. Enjoy free breakfast featuring local cuisine each morning and complimentary WiFi throughout your stay while exploring Maryland's picturesque capital.
The price is $185
$211 total
includes taxes & fees
Apr 21 - Apr 22
134 Prince - Luxury Boutique Hotel
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,844 reviews)
Nestled in the heart of Annapolis, this historic hotel offers easy access to the Naval Academy. Unwind in comfortable beds after exploring nearby attractions, or enjoy a drink at the bar. The helpful staff and clean rooms earn high praise from travelers.
The price is $169
$227 total
includes taxes & fees
Apr 19 - Apr 20
Historic Inns of Annapolis
86 State Circle - Luxury Boutique Hotel
86 State Circle - Luxury Boutique Hotel
2.0 star property
Historic District
10.0 out of 10, Exceptional, (3 reviews)
Luxurious rooms with charm near the Naval Academy and Thurgood Marshall Memorial. Walk to local sites, enjoy free WiFi, and attentive 24-hour service. This hotel's central location makes it an ideal base for exploring Annapolis on foot.
The price is $295
$336 total
includes taxes & fees
Apr 21 - Apr 22
86 State Circle - Luxury Boutique Hotel
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,012 reviews)
This quiet Annapolis hotel offers a peaceful atmosphere near shopping and dining options. Enjoy the 24-hour fitness center, comfortable beds, and friendly bar/lounge. Borrow free bicycles to explore nearby attractions while the helpful staff ensures a comfortable stay.
The price is $161
$183 total
includes taxes & fees
May 3 - May 4
Graduate by Hilton Annapolis
Holiday Inn Express Prince Frederick by IHG
Holiday Inn Express Prince Frederick by IHG
2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (709 reviews)
Splash into vacation mode at this Prince Frederick hotel offering a refreshing indoor pool and free breakfast. Near calvART Gallery and local dining options, guests rave about the helpful staff, fitness center, and convenient parking.
The price is $118
$142 total
includes taxes & fees
Apr 19 - Apr 20
Holiday Inn Express Prince Frederick by IHG
Springhill Suites by Marriott Prince Frederick
Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (951 reviews)
Wake up to a complimentary breakfast at this Maryland hotel before exploring nearby R&J's PlayPark or calvART Gallery. Unwind in the indoor pool and hot tub after using the fitness center. Rooms feature convenient sofa beds and refrigerators.
The price is $118
$131 total
includes taxes & fees
Apr 19 - Apr 20
Springhill Suites by Marriott Prince Frederick
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,014 reviews)
Explore downtown Annapolis from this stylish Art Deco hotel with Kitchen on West St serving regional cuisine. The 24-hour fitness center, in-room refrigerators, and microwaves enhance your stay near Annapolis Civil Rights Plaque.
The price is $114
$130 total
includes taxes & fees
May 3 - May 4
Hilton Garden Inn Annapolis Downtown
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.

Learn more about Deale

Deale is well-known for its attractions such as Northern Chesapeake Bay and Chesapeake Bay.

Scenic aerial panorama of Deale  waterfront fishing village on the Western Shore of Chesapeake Bay Maryland, popular with boaters.  Four tidal creeks Rockhold, Broadwater, Carrs , Parker flow into bay

Check out reviews of Deale hotels guests love

Frequently asked questions

What accommodations do travelers like in Deale?
Can I book a refundable accommodation in Deale?
If you need the flexibility to change your travel plans to Deale, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Deale if I want a vacation home instead of a hotel?
If you're looking for a good alternative to a hotel, look over our selection of 6 vacation homes.
What will the weather in Deale be like during my vacation?
July and August are typically the warmest months in Deale when the average temp is 75°F. January and February are the coldest months when the average temperature is 40°F. July and August are the months with the most rain.
Why should I book my Deale hotel through Hotels.com?
There are lots of reasons to book your Deale trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.