Book 5 Star Hotels in Shady Side
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Featured Shady Side 5 Stars Hotels
Lovely bay views with kayaks, bikes, fire pit, crabbing & more
Shady Side MD
0.67 mi from city center
At this vacation home, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Free Cancellation
Reserve now, pay when you stay
10.53 mi from city center
$233 nightly
The price is $259 total per night
$259 total
Aug 27 - Aug 28
Total with taxes and fees
Guests of Rod 'N' Reel Resort enjoy a marina, an indoor pool, and a 24-hour gym. The front desk is staffed 24/7 to help with luggage storage, securing valuables, and tours or tickets. Additional amenities include a sauna, meeting rooms, and conference space.
Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
9.36 mi from city center
$207 nightly
The price is $236 total per night
$236 total
Aug 23 - Aug 24
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection offers a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 39 per day. The 24-hour front desk has staff standing by to help with luggage storage, securing valuables, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Graduate by Hilton Annapolis
126 West St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
9.43 mi from city center
$130 nightly
The price is $149 total per night
$149 total
Aug 23 - Aug 24
Total with taxes and fees
Graduate by Hilton Annapolis features a 24-hour gym, free WiFi in public areas, and conference space. Valet parking is available for USD 39 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free use of bicycles, wedding services, and a reception hall.
Historic Inns of Annapolis
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
9.56 mi from city center
$126 nightly
The price is $143 total per night
$143 total
Aug 27 - Aug 28
Total with taxes and fees
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, luggage storage, and tours or tickets. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Free Cancellation
Reserve now, pay when you stay
9.84 mi from city center
$98 nightly
The price is $111 total per night
$111 total
Aug 30 - Aug 31
Total with taxes and fees
Guests of DoubleTree by Hilton Hotel Annapolis enjoy a 24-hour gym, free WiFi in public areas, and conference space. There's free parking and a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and dry cleaning/laundry. Additional amenities include a business center, a microwave in a common area, and a refrigerator in a common area.
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Free Cancellation
10.13 mi from city center
$110 nightly
The price is $125 total per night
$125 total
Sep 1 - Sep 2
Total with taxes and fees
At Crowne Plaza Annapolis by IHG, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a business center.
St Michaels Inn
1228 S Talbot Street St. Michaels MD
Free Cancellation
Reserve now, pay when you stay
17.17 mi from city center
$91 nightly
The price is $100 total per night
$100 total
Aug 31 - Sep 1
Total with taxes and fees
St Michaels Inn features free WiFi in public areas, a conference center, and a seasonal outdoor pool. If you decide to drive, there's free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include a computer station, a terrace, and laundry facilities.
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
55 Hampton Park Blvd Capitol Heights MD
Free Cancellation
Reserve now, pay when you stay
18.65 mi from city center
$90 nightly
The price is $102 total per night
$102 total
Aug 16 - Aug 17
Total with taxes and fees
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway features a gym, free WiFi in public areas, and a 24-hour business center. Free parking is included with your stay. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, tours or tickets, and luggage storage. Additional amenities include coffee/tea in a common area, a computer station, and express check-out.
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.
Best 5 star hotels in Shady Side
Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Shady Side. After all, treating yourself to the finer things is what vacations are about.
What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Shady Side hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.
What amenities can I expect at a 5 star hotel?
Shady Side 5 star hotels and resorts typically offer luxury amenities such as:
- Gourmet restaurant
- Full-service fitness center with pool
- Luxury spa
- Welcome gifts upon arrival
- Top-of-the-line beds and linens
- Designer personal care products
- Premium cable, free Wi-Fi and device docking stations
How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Shady Side with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place:
- Search hotels by price, ranging from $100 to $259
- Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
- Choose from 1,208 5 star hotels in Shady Side!
Shady Side hotels essential information
Accommodation | 1,208 hotels |
|---|---|
Lowest Price | $100 |
Highest Price | $259 |
Popular hotels | Lovely bay views with kayaks, bikes, fire pit, crabbing & more, DoubleTree by Hilton Hotel Annapolis, Historic Inns of Annapolis, Crowne Plaza Annapolis by IHG, Rod 'N' Reel Resort, Graduate by Hilton Annapolis, La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway, St Michaels Inn, Annapolis Waterfront Hotel, Autograph Collection |
Recent Reviews
Historic Inns of Annapolis
4/5 Good
"Staff was lovely and the location can’t be beat. The Maryland Inn building is old, and some of the elements are thus seemingly harder to clean (ie if you’re weird about bathrooms being spotless, this one isn’t for you)."
A verified traveler stayed at Historic Inns of Annapolis
Posted 6 hours ago
