Travelmyth Logo
7,258,491 hotelsin 60 categories
Sign In

Dog Friendly, Small Hotels in Annapolis

31 HOTELS IN AND AROUND ANNAPOLISRanking can be influenced by the commissions we receive.
Inn on Main Annapolis main photo
Inn on Main Annapolis
Bed & Breakfast in Annapolis MDUS flag
8.3
Very Good
From $153
$
+1
Info
Summary of reviews
Inn on Main Annapolis enjoys a superb reputation primarily for its unbeatable location and friendly staff. Situated in the heart of downtown Annapolis above the well-loved Chick n Ruth's Delly, the inn provides easy access to the city's attractions, making it the perfect base for exploring historic sites, shops, restaurants, and the waterfront. Guests appreciate the convenience of its central placement and the warm, welcoming atmosphere created by the attentive and helpful staff. The staff's friendliness and dedication to guest satisfaction leave a lasting positive impression, frequently mentioned by visitors.

Breakfast at the inn is another highlight, served downstairs at the iconic deli. Guests relish the delectable offerings, which include reputedly excellent lump crab cakes, alongside an authentic diner ambiance. Although some express a desire for more variety, the complimentary breakfast is widely regarded as ample and enjoyable, adding significant value to the stay.

The inn's rooms, while on the small side, are commendable for their cleanliness and modern decor, further enhanced by recent renovations. Though some guests find the space a bit cramped and note the absence of certain amenities like refrigerators, the rooms generally provide a cozy and comfortable environment for most. The overall tidiness is consistently praised, contributing to a welcoming stay. Despite minor inconveniences such as small showers and occasional noise, the clean and quiet environment ensures a restful visit.

While the beds receive mixed reviews, with some guests finding them comfortable and others pointing out sagging mattresses, the overall lodging experience is satisfactory. The
Inn on Main Annapolis offers reliable accommodation with its consistent three-star rating. It stands out for those seeking a straightforward, comfortable stay amid the historic and vibrant life of Annapolis.
Categories
Dog Friendly
Dogs Stay Free
Small
3 Star
Homestyle Studio Suites main photo
Homestyle Studio Suites
Hotel in Annapolis MDUS flag
6.8
Rated
From $87
$
+3
Info
Categories
Dog Friendly
Small
Parking
Gibson's Inn at Gate One main photo
Gibson's Inn at Gate One
Inn in Annapolis MDUS flag
0.0
$
+6
Info
Categories
Dog Friendly
Small
Free Wi-Fi
17 more hotels nearby!
Riverview Retreat On Warehouse Creek main photo
Riverview Retreat On Warehouse Creek
3.9 km from Annapolis
Guest House in Edgewater MDUS flag
9.3
Excellent
$
+3
Info
Categories
Dog Friendly
Small
Parking
Anchored Inn at Hidden Harbor main photo
Anchored Inn at Hidden Harbor
13.4 km from Annapolis
Hotel in Deale MDUS flag
9.2
Excellent
From $227
$
+5
Info
Categories
Dog Friendly
Small
Pool
Outdoor Pool
Private Room Near Fort Meade, DC & Baltimore Free Parking & WiFi main photo
Private Room Near Fort Meade, DC & Baltimore Free Parking & WiFi
14.2 km from Annapolis
Country House in Glen Burnie MDUS flag
0.0
$
+6
Info
Categories
Dog Friendly
Small
Pool
Outdoor Pool
The Inn at Tacaro Estate main photo
The Inn at Tacaro Estate
14.9 km from Annapolis
Bed & Breakfast in Deale MDUS flag
8.4
Very Good
$
+5
Info
Categories
Dog Friendly
Small
Sustainability Journey
~The Firefly Guesthouse~ main photo
~The Firefly Guesthouse~
15.2 km from Annapolis
Guest House in Glen Burnie MDUS flag
7.0
Good
$
+2
Info
Categories
Dog Friendly
Small
Lowes Wharf Marina Inn main photo
Lowes Wharf Marina Inn
17.0 km from Annapolis
Inn in Sherwood MDUS flag
7.8
Good
$
+4
Info
Categories
Dog Friendly
Small
Free Wi-Fi
Lowes Wharf Marina Inn main photo
Lowes Wharf Marina Inn
17.0 km from Annapolis
Inn in Sherwood MDUS flag
7.9
Good
From $241
$
+4
Info
Categories
Dog Friendly
Small
Parking
Mariner's Motel main photo
Mariner's Motel
17.6 km from Annapolis
Motel in Rock Hall MDUS flag
9.4
Excellent
$
+5
Info
Categories
Dog Friendly
Small
Pool
Outdoor Pool
Inn at Osprey Point main photo
Inn at Osprey Point
17.6 km from Annapolis
Inn in Rock Hall MDUS flag
9.4
Excellent
From $188
$
+6
Info
Categories
Dog Friendly
Small
Parking
EV charging stations
George Brooks House B&B main photo
George Brooks House B&B
19.0 km from Annapolis
Bed & Breakfast in Saint Michaels MDUS flag
6.8
Rated
From $242
$
+8
Info
Categories
Dog Friendly
Small
Parking
EV charging stations
Parsonage Inn Bed and Breakfast main photo
Parsonage Inn Bed and Breakfast
19.4 km from Annapolis
Bed & Breakfast in Saint Michaels MDUS flag
8.7
Very Good
From $231
$
+5
Info
Categories
Dog Friendly
Small
Parking
EV charging stations
Tilghman Island Inn main photo
Tilghman Island Inn
19.5 km from Annapolis
Hotel in Tilghman Island MDUS flag
9.1
Excellent
From $223
$
+8
Info
Categories
Dog Friendly
Small
Parking
Residence Inn Upper Marlboro Joint Base Andrews main photo
Residence Inn Upper Marlboro Joint Base Andrews
20.3 km from Annapolis
Hotel in Capitol Heights MDUS flag
8.8
Excellent
From $153
$
+4
Info
Categories
Dog Friendly
Small
Family
Roost Baltimore main photo
Roost Baltimore
20.9 km from Annapolis
Hotel in Baltimore MDUS flag
9.0
Excellent
$
+7
Info
Categories
Dog Friendly
Small
Gym
Downtown upper canton 3 bdrm 3 bath home with rooftop and parking pad main photo
Downtown upper canton 3 bdrm 3 bath home with rooftop and parking pad
21.8 km from Annapolis
Guest House in Baltimore MDUS flag
5.5
Rated
$
+5
Info
Categories
Dog Friendly
Small
Free Wi-Fi
roceruzdevelopments llc main photo
roceruzdevelopments llc
22.1 km from Annapolis
Guest House in Baltimore MDUS flag
0.0
$
+2
Info
Categories
Dog Friendly
Small
Easy METRO 1 min WALK Basement space Comfy main photo
Easy METRO 1 min WALK Basement space Comfy
22.2 km from Annapolis
Aparthotel in Capitol Heights MDUS flag
0.0
$
+4
Info
Categories
Dog Friendly
Small
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 31 hotels in and around Annapolis
Save more on the App
7,258,491
Hotels
60
Categories
49,804
Regions
208,995
Cities