Hotels in Shady Side

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Check prices for these dates

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Where to stay in Shady Side?

Room, 1 King Bed, Non Smoking (Whirlpool) | In-room safe, desk, laptop workspace, blackout drapes

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1,000 reviews)
Wake up to a complimentary buffet breakfast at this conveniently located hotel near U.S. Naval Academy. Enjoy free WiFi and parking while exploring nearby restaurants and shops. The 24-hour fitness center keeps your routine intact during your stay.
The price is $89
$101 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Express & Suites Annapolis by IHG
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,059 reviews)
Just a 5-minute drive from U.S. Naval Academy, this hotel offers a 24-hour fitness center and Ports of Call restaurant. Annapolis Harbor Center and Westfield Mall are nearby, with free WiFi and parking for your convenience.
The price is $98
$111 total
includes taxes & fees
Aug 2 - Aug 3
DoubleTree by Hilton Hotel Annapolis
Lobby

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1,001 reviews)
The price is $98
$111 total
includes taxes & fees
Aug 4 - Aug 5
Hilton Garden Inn Annapolis
Dining

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
The price is $78
$89 total
includes taxes & fees
Aug 3 - Aug 4
Best Western Annapolis
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, (1,058 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 $101
$115 total
includes taxes & fees
Aug 5 - Aug 6
Country Inn & Suites by Radisson, Annapolis, MD
Exterior

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1,015 reviews)
Located just a short drive from the U.S. Naval Academy, this family-friendly hotel offers a seasonal outdoor pool and fitness center. Guests love the helpful staff and free breakfast. Annapolis Harbor Center Shopping Center is nearby for convenient retail therapy.
The price is $98
$111 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn & Suites Annapolis
Free daily buffet breakfast

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,000 reviews)
A serene escape with 24-hour fitness center and seasonal outdoor pool near Annapolis Harbor Center. Close to shopping and restaurants with highway convenience, these suites offer free breakfast and WiFi for both business and leisure travelers.
The price is $97
$111 total
includes taxes & fees
Aug 5 - Aug 6
Sonesta ES Suites Annapolis
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (290 reviews)
Just 10 minutes from U.S. Naval Academy, this quiet hotel offers free WiFi and parking for easy exploration. After a day of nearby kayaking or hiking trails, unwind in the 24-hour fitness center. Travelers consistently praise the helpful staff and convenient location.
The price is $91
$108 total
includes taxes & fees
Aug 16 - Aug 17
Candlewood Suites Annapolis by IHG
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, (496 reviews)
The price is $269
$307 total
includes taxes & fees
Jul 30 - Jul 31
Anchored Inn at Hidden Harbour Marina
Indoor pool

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,011 reviews)
Positioned near Westfield Annapolis Mall, this hotel offers a peaceful retreat with an indoor pool and 24-hour fitness center. Grab meals at Annapolis Bar & Grill or unwind at the lounge while enjoying free WiFi and parking during your stay.
The price is $118
$134 total
includes taxes & fees
Aug 16 - Aug 17
Crowne Plaza Annapolis by IHG
Free daily self-serve breakfast

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
The price is $119
$136 total
includes taxes & fees
Aug 23 - Aug 24
SpringHill Suites by Marriott Annapolis
Property amenity

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,003 reviews)
Stay at this central Annapolis hotel, just 10 minutes from U.S. Naval Academy. The indoor pool and hot tub offer relaxation after exploring nearby harbors. Grab American cuisine at The Bistro or unwind in clean, quiet rooms with free WiFi and parking.
The price is $122
$139 total
includes taxes & fees
Aug 27 - Aug 28
Courtyard by Marriott Annapolis
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,002 reviews)
The price is $212
$268 total
includes taxes & fees
Aug 5 - Aug 6
Rod 'N' Reel Resort
Lobby

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,015 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 $108
$123 total
includes taxes & fees
Aug 16 - Aug 17
Hilton Garden Inn Annapolis Downtown
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,924 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 $117
$168 total
includes taxes & fees
Aug 5 - Aug 6
Historic Inns of Annapolis
BBQ/picnic area

TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (119 reviews)
Discover a peaceful retreat with convenient access to U.S. Naval Academy and Annapolis Harbor Center. This hotel offers free breakfast, parking, and WiFi, while the 24-hour fitness center keeps routines on track. Guests consistently praise the helpful staff.
The price is $110
$125 total
includes taxes & fees
Aug 9 - Aug 10
TownePlace Suites by Marriott Annapolis
Lobby

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
Experience tranquility at this Annapolis hotel with a full-service spa offering massages and facials. Swim in the indoor pool, work out at the 24-hour fitness center, and enjoy cocktails at the bar. Near Maryland Hall for Creative Arts.
The price is $169
$193 total
includes taxes & fees
Aug 2 - Aug 3
The Westin Annapolis
Dinner served

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,000 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 $123
$138 total
includes taxes & fees
Aug 5 - Aug 6
Comfort Inn Conference Center
Terrace/patio

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (222 reviews)
This Annapolis hotel offers easy access to Navy-Marine Corps Memorial Stadium and Civil Rights Plaque. Unwind at the bar after a workout, enjoy complimentary WiFi, and start your day with free breakfast. Just a 5-minute drive from the Naval Academy.
The price is $135
$154 total
includes taxes & fees
Aug 16 - Aug 17
Fairfield Inn & Suites By Marriott Annapolis
Terrace/patio

Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (82 reviews)
Discover comfort at this Annapolis hotel, just 5 minutes from the U.S. Naval Academy. Start your day with a complimentary buffet breakfast before exploring nearby attractions like Navy-Marine Corps Memorial Stadium. Unwind with a drink at the bar after your adventures.
The price is $152
$173 total
includes taxes & fees
Aug 2 - Aug 3
Residence Inn By Marriott Annapolis
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

Captain Avery Museum

Captain Avery Museum is 0.5 mi (0.8 km) from central Shady Side, why not stop by during your stay. Why not take a stroll along the port and watch the sunset while you're here? If you want to experience more of the culture Shady Side has to offer, head to Shadyside Park, Galesville Heritage Museum, and Triton Beach.
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Learn more about Shady Side

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

See all hotels in Shady Side
A river with boats, a marina, and a town with houses and buildings.

Check out reviews of Shady Side hotels guests love

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

10/10 Excellent
"Staff and the hotel is 10/10"
Olumide 3-night trip
Posted 2 hours ago
DoubleTree by Hilton Hotel Largo/Washington DC

Frequently asked questions

What hotels do travelers like in Shady Side?
Guests like DoubleTree by Hilton Hotel Annapolis, Historic Inns of Annapolis and Graduate by Hilton 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 13 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.