We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Roly Poly

Refine search

Price per night

 

Traveler rating

 

Hotel class

 

Property name

Reset
 
Free Newsletter

Interested in Annapolis?

We'll send you updates with the latest deals, reviews and articles for Annapolis each week.

Map of Roly Poly

Hotels (21)

B&Bs / Inns (25)

Specialty Lodging (2)

You are zoomed out too far to see location pins. Please zoom back in.
Search hotels
Map showing X-Y of Z
Clear filter(s)

Hotels Travelers Trust

Sort by [ Popularity ] [ Price ]
58 State Cir, Annapolis, MD 21401-1906
Show Prices
$121 - $256 Avg. price/night*
Ollie #1 of 21 hotels in Annapolis
Professional photos | Traveler photos (320)
Offers & Announcements Save 20% Off
Loews Annapolis Hotel (Annapolis, MD)
126 West St, Annapolis, MD 21401-2802
Show Prices
$165 - $348 Avg. price/night*
Ollie #2 of 21 hotels in Annapolis
Professional photos | Traveler photos (161)
Special Offer Valet Parking & Lounge
189 Admiral Cochrane Dr, Annapolis, MD 21401-7307
Show Prices
$93 - $251 Avg. price/night*
Ollie #3 of 21 hotels in Annapolis
Professional photos | Traveler photos (117)
Special Offer 5 DAY CYBER SALE
2600 Housley Rd, Annapolis, MD 21401-7009
Show Prices
$84 - $181 Avg. price/night*
Ollie #4 of 21 hotels in Annapolis
  •  Great place to stay! 
  • A hotel is remembered by comfort and cleanliness and this hotel had both... more
  • November 21, 2017
Professional photos | Traveler photos (305)
Special Offer Stay 2 Nights & Save 15%
210 Holiday Ct, Annapolis, MD 21401-7001
Show Prices
$102 - $205 Avg. price/night*
Ollie #5 of 21 hotels in Annapolis
Professional photos | Traveler photos (81)
Special Offer Breakfast and WiFi
305 Harry S Truman Pkwy, Annapolis, MD 21401-7481
Show Prices
$95 - $268 Avg. price/night*
Ollie #6 of 21 hotels in Annapolis
  •  Service  
  • Flew in from UT on a busy travel day and was met with a smile from Kelly... more
  • November 21, 2017
Professional photos | Traveler photos (108)
Special Offer Double Points,Every Stay
80 Compromise St, Annapolis, MD 21401-1810
Show Prices
$249 - $527 Avg. price/night*
Ollie #7 of 21 hotels in Annapolis
Professional photos | Traveler photos (185)
Special Offer 5 DAY CYBER SALE
Westin Annapolis (Annapolis, MD)
100 Westgate Cir, Annapolis, MD 21401-3379
Show Prices
$189 - $399 Avg. price/night*
Ollie #8 of 21 hotels in Annapolis
Professional photos | Traveler photos (101)
Special Offer 5 DAY CYBER SALE
124 Womack Dr, Annapolis, MD 21401-7399
Show Prices
$97 - $211 Avg. price/night*
Ollie #9 of 21 hotels in Annapolis
Professional photos | Traveler photos (106)
Special Offer Double Points,Every Stay
Courtyard Annapolis (Annapolis, MD)
2559 Riva Rd, Annapolis, MD 21401-7401
Show Prices
$102 - $307 Avg. price/night*
Ollie #10 of 21 hotels in Annapolis
Professional photos | Traveler photos (72)
Special Offer 5 DAY CYBER SALE
2451 Riva Rd, Annapolis, MD 21401-7025
Show Prices
$97 - $268 Avg. price/night*
Ollie #11 of 21 hotels in Annapolis
Professional photos | Traveler photos (82)
Special Offer Book Direct and Save
174 West St, Annapolis, MD 21401-2824
Show Prices
$96 - $421 Avg. price/night*
Ollie #12 of 21 hotels in Annapolis
Traveler photos (99)
Special Offer Dine & Stay
Crowne Plaza Annapolis (Annapolis, MD)
173 Jennifer Rd, Annapolis, MD 21401-3043
Show Prices
$96 - $261 Avg. price/night*
Ollie #13 of 21 hotels in Annapolis
  •  Perfect 
  • The hotel has been completely updated. The staff was very friendly and... more
  • November 16, 2017
Professional photos | Traveler photos (109)
Special Offer Book Direct and Save
Comfort Inn Annapolis (Annapolis, MD)
76 Old Mill Bottom Rd N, Annapolis, MD 21409-5418
Show Prices
$84 - $137 Avg. price/night*
Ollie #14 of 21 hotels in Annapolis
Professional photos | Traveler photos (29)
Special Offer Choice Privileges Points
Residence Inn Annapolis (Annapolis, MD)
170 Admiral Cochrane Dr, Annapolis, MD 21401-7308
Show Prices
$107 - $315 Avg. price/night*
Ollie #15 of 21 hotels in Annapolis
Professional photos | Traveler photos (50)
Special Offer 5 DAY CYBER SALE
Best Western Annapolis (Annapolis, MD)
2520 Riva Rd, Annapolis, MD 21401-7405
Show Prices
$70 - $133 Avg. price/night*
Ollie #16 of 21 hotels in Annapolis
  •  Annapolis stay 
  • Not very satisfied with quality of product for cost. Would not stay there... more
  • November 13, 2017
Professional photos | Traveler photos (62)
120 Admiral Cochrane Dr, Annapolis, MD 21401-7308
Show Prices
$80 - $178 Avg. price/night*
Ollie #17 of 21 hotels in Annapolis
  •  Pretty rough 
  • The only reason I chose this hotel was because it had a separate bedroom... more
  • November 21, 2017
Professional photos | Traveler photos (46)
Special Offer Save up to 10% TODAY!
Motel 6 Annapolis (Annapolis, MD)
1542 Whitehall Rd, US 50 E Exit 30, US 50 W Exit 32, Annapolis, MD 21409-5623
Show Prices
$72 - $101 Avg. price/night*
Ollie #18 of 21 hotels in Annapolis
  •  Wonderful 
  • We had a wonderful visit at the motel 6. We were traveling very late and... more
  • July 3, 2017
Professional photos | Traveler photos (9)
1 Womack Dr, Annapolis, MD 21401-7372
Show Prices
$83 - $176 Avg. price/night*
Ollie #19 of 21 hotels in Annapolis
Professional photos | Traveler photos (44)
Special Offer Save up to 10% TODAY!
Rodeway Inn (Annapolis, MD)
74 Old Mill Bottom Rd N, Hwy 50 Exit 28, Annapolis, MD 21409-5418
Show Prices
$55 - $89 Avg. price/night*
Ollie #20 of 21 hotels in Annapolis
  •  No breakfast. 
  • Bread and buns only.ok room . Keys did not work. Would give 2or 3 if they... more
  • July 11, 2017
Professional photos | Traveler photos (24)
Special Offer Choice Privileges Points

Additional Roly Poly Information

4.5 of 5 bubbles | 7 Reviews