Hotels in Shady Side

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Check prices for these dates

This weekend
Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

Where to stay in Shady Side?

Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (917 reviews)
Discover quiet comfort at this Grasonville hotel with complimentary buffet breakfast, WiFi, and parking. Take a refreshing swim in the seasonal outdoor pool after exploring nearby Chesapeake Bay Environmental Center. Friendly staff and clean rooms await just 50 minutes from BWI Airport.
The price is CNY721
CNY800 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Grasonville near Kent Island
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,000 reviews)
Embrace coastal charm at this hotel in Grasonville, where superior rooms frame magical sunset vistas over the water. After exploring nearby walking trails, unwind in the indoor pool, hot tub, or sauna. Free breakfast fuels adventures to local restaurants.
The price is CNY743
CNY825 total
includes taxes & fees
Jul 6 - Jul 7
Best Western Kent Narrows Inn
Front of property

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (487 reviews)
The price is CNY1,606
CNY1,831 total
includes taxes & fees
Jun 10 - Jun 11
Anchored Inn at Hidden Harbour Marina
Exterior

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,100 reviews)
Wake up to complimentary continental breakfast at this Gambrills hotel where clean rooms and attentive staff earn top marks. Free WiFi and parking add value, while nearby attractions like Walden Golf Club provide entertainment options just minutes away.
The price is CNY692
CNY789 total
includes taxes & fees
Jun 21 - Jun 22
Microtel Inn & Suites by Wyndham Gambrills
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (142 reviews)
The price is CNY1,040
CNY1,384 total
includes taxes & fees
Jun 10 - Jun 11
Kent Island Resort
Exterior

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (386 reviews)
Set on the bay, this Tilghman hotel offers waterfront relaxation with complimentary breakfast and free parking. Explore by kayak or bicycle with onsite rentals, or unwind at the marina. Each room includes convenient refrigerators and microwaves for added comfort.
The price is CNY1,018
CNY1,119 total
includes taxes & fees
Jun 10 - Jun 11
Knapps Narrows Marina & Inn
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (455 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 CNY1,553
CNY1,858 total
includes taxes & fees
Jul 6 - Jul 7
The Wildset
King Jacuzzi Room | Desk, iron/ironing board, free WiFi, wheelchair access

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.2 out of 10, Good, (581 reviews)
Wake up refreshed in clean, comfortable rooms at this Upper Marlboro motel. Free WiFi and parking make exploration easy, with Lake Presidential Golf Club and Darnall's Chance House Museum just minutes away. The helpful 24-hour staff ensures a smooth stay.
The price is CNY708
CNY800 total
includes taxes & fees
Jun 10 - Jun 11
Executive Inn And Suites
Outdoor wedding area

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 CNY980
CNY1,291 total
includes taxes & fees
Jun 16 - Jun 17
Rod 'N' Reel Resort
Lobby

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,036 reviews)
Enjoy serene accommodations with an indoor pool and hot tub just 10 minutes from U.S. Naval Academy. This hotel offers complimentary breakfast, WiFi, and parking near Annapolis Bowl and Westfield Mall, earning praise for its helpful staff and quiet atmosphere.
The price is CNY657
CNY749 total
includes taxes & fees
Jun 21 - Jun 22
Country Inn & Suites by Radisson, Annapolis, MD
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,001 reviews)
Wake up to tranquil Chesapeake Bay vistas at this quiet waterfront retreat. Steps from the scenic bike trail with an inviting seasonal pool for afternoon dips. Complimentary breakfast fuels adventures to nearby Environmental Center and Queenstown Harbor Golf Club.
The price is CNY909
CNY1,009 total
includes taxes & fees
Jun 16 - Jun 17
Holiday Inn Express Annapolis East-Kent Island by IHG
Dining

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,009 reviews)
The price is CNY562
CNY640 total
includes taxes & fees
Jun 14 - Jun 15
Best Western Annapolis
Terrace/patio

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (767 reviews)
Experience coastal luxury at this modern Kent Narrows hotel with marina access. A 24-hour fitness center, bar, and café await after exploring nearby Chesapeake Bay Environmental Center. The helpful staff and convenient location make for an exceptional stay.
The price is CNY1,215
CNY1,349 total
includes taxes & fees
Jun 30 - Jul 1
Hyatt Place Kent Narrows & Marina
Front of property

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 CNY870
CNY957 total
includes taxes & fees
Jun 15 - Jun 16
St Michaels Inn
Terrace/patio

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,004 reviews)
Overlooking the bay in Grasonville, this hotel offers a refreshing indoor pool, restaurant, and bar. Unwind on the terrace after exploring nearby Chesapeake Bay Environmental Center, with convenient room service and in-room microwaves for added comfort.
The price is CNY996
CNY1,105 total
includes taxes & fees
Jul 6 - Jul 7
Hilton Garden Inn Kent Island Marina
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (75 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 CNY2,096
CNY2,306 total
includes taxes & fees
Jun 12 - Jun 13
George Brooks House B&B
Outdoor banquet area

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (134 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 CNY1,730
CNY1,903 total
includes taxes & fees
Jul 6 - Jul 7
The Tilghman Island Inn
Dinner served

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,009 reviews)
Tucked away in Bowie with easy access to shopping and restaurants, this hotel offers a seasonal outdoor pool and 24-hour fitness center. Enjoy American cuisine at Chessies Chesapeake Grill after exploring nearby Prince George's Stadium.
The price is CNY704
CNY795 total
includes taxes & fees
Jul 6 - Jul 7
Comfort Inn Conference Center
Basic Single Room | Bathroom | Towels

Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (68 reviews)
Unwind at this welcoming motel in Bowie with a bar/lounge and restaurant for homestyle meals. Enjoy free WiFi and parking while staying close to Prince George's Stadium and Allen Pond Park. Just a 30-minute drive to Fort Meade.
The price is CNY549
CNY621 total
includes taxes & fees
Jun 10 - Jun 11
Rips Country Inn
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (136 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 CNY1,392
CNY1,531 total
includes taxes & fees
Jun 21 - Jun 22
Parsonage Inn
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.
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Top landmarks in Shady Side

Shadyside Park

Shadyside Park is 0.4 mi (0.6 km) from central Shady Side, why not stop by during your stay. Our travelers also like this walkable area for its port and restaurants.If you like Shadyside Park, you'll love Maryland Quiet Waters Park and Ellen O. Moyer Nature Park at Back Creek, both just a short drive away.
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Learn more about Shady Side

Shady Side is well-known for its attractions such as Shadyside Park and Northern Chesapeake Bay.

See all hotels in Shady Side
Aerial view of Annapolis capital city of Maryland state with expensive waterside properties along the Chesapeake Bay, state capital building and naval academy, dreamy blue sky

Check out reviews of Shady Side hotels guests love

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

8/10 Good
"It was a quick stay but fine fir one nigt"
Candida 1-night trip
Posted less than an hour ago
DoubleTree by Hilton Hotel Largo/Washington DC

Frequently asked questions

How much does a hotel room cost in Shady Side?
You can choose a great hotel in Shady Side from CNY621 with properties to suit all budgets and needs. If you're after an affordable hotel in Shady Side that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Shady Side hotels?
Discover great deals on Shady Side hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. And make sure to check out our last-minute deals on Shady Side hotels.
Can I book Shady Side hotels with free cancellation?
It's easy to book a refundable Shady Side hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some popular hotels in central Shady Side?
If you're looking for hotels in central Shady Side, check out The Inn at Tacaro Estate. Travelers love The Inn at Tacaro Estate for its location, as well as the seasonal outdoor pool, hot tub and free full breakfast this bed & breakfast offers. Hillsmere and Arundel on the Bay are some of the most central neighborhoods for your Shady Side vacation.
What hotels do travelers like in Shady Side?
Guests like Historic Inns of Annapolis, Annapolis Waterfront Hotel, Autograph Collection and DoubleTree by Hilton Hotel Annapolis.
Can I book a refundable hotel in Shady Side?
If you need the flexibility to change your plans to Shady Side, most properties provide refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Shady Side if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 12 vacation homes.
What will the weather in Shady Side be like during my vacation?
The warmest months in Shady Side are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 40°F. The rainiest months are July and August.
Why should I book my Shady Side accommodation with Hotels.com?
There are plenty of reasons to book your Shady Side travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, 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.

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