Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Shady Side 4-star hotels
1. Graduate by Hilton Annapolis
Graduate by Hilton AnnapolisAnnapolis
9.2 out of 10, Wonderful, (1,013 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
REBECCA
The price is ฿4,383
฿4,997 total
includes taxes & fees
29 Nov - 30 Nov
2. DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
8.8 out of 10, Excellent, (1,275 reviews)
"Excellent staff & service!"
Michele
The price is ฿3,005
฿3,426 total
includes taxes & fees
23 Nov - 24 Nov
3. DoubleTree by Hilton Hotel Largo/Washington DC
DoubleTree by Hilton Hotel Largo/Washington DCUpper Marlboro
8.2 out of 10, Very good, (1,000 reviews)
"Great stay and very nice staff breakfast was delicious and affordable"
Shayna
The price is ฿3,094
฿3,497 total
includes taxes & fees
24 Nov - 25 Nov
4. The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubStevensville
9.4 out of 10, Exceptional, (514 reviews)
"Great property super friendly, helpful staff."
scott
The price is ฿6,086
฿7,611 total
includes taxes & fees
9 Dec - 10 Dec
5. The Westin Annapolis
The Westin AnnapolisAnnapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Excellent location, Very nice Hotel"
Loraine
The price is ฿5,477
฿6,244 total
includes taxes & fees
15 Nov - 16 Nov
6. Rod 'N' Reel Resort
Rod 'N' Reel ResortChesapeake Beach
8.8 out of 10, Excellent, (1,001 reviews)
"Place is gorgeous, clean and very welcoming."
Patricia
The price is ฿4,843
฿6,487 total
includes taxes & fees
6 Dec - 7 Dec
7. Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph CollectionHistoric District
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was Great, Great Location. Nice Restaurant Bartender was great!"
Donna
The price is ฿7,235
฿8,248 total
includes taxes & fees
23 Nov - 24 Nov
8. The Oaks Waterfront
The Oaks WaterfrontEaston
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
William
The price is ฿14,699
฿16,169 total
includes taxes & fees
12 Nov - 13 Nov
Top Shady Side Hotel Reviews
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
10/10 Excellent
Reasonable price for 1 night in Annapolis. Although out of the city the free shuttle service made up for this. Very polite friendly front desk staff. After a long day of travelling from the U.K, the free water, free alcohol beveridge & warm cookies were very much appreciated.
Lisa