Search Hotels with Connecting Rooms in Annapolis

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Check availability on Annapolis Hotels with Connecting Rooms

Our top choices for Annapolis hotels with connecting rooms

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1014)
"Great place!"
United States
Tawnya
The price is 2.114.432 ₫
2.410.452 ₫ total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel Annapolis

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1008)
"Great value for stay with breakfast included "
United States
Aisling
The price is 2.083.514 ₫
2.375.206 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Annapolis Downtown

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, (1007)
"Cookies and coffee at check in .excellent staff "
United States
Cheryl
The price is 2.504.902 ₫
2.855.588 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Country Inn & Suites by Radisson, Annapolis, MD

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1002)
"Wonderful stay. "
United States
Angela
The price is 2.210.208 ₫
2.519.637 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Annapolis

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1005)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is 2.893.770 ₫
3.298.898 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Crowne Plaza Annapolis by IHG

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1003)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is 2.660.953 ₫
3.033.487 ₫ total
includes taxes & fees
22 Dec - 23 Dec
SpringHill Suites by Marriott Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1002)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is 2.378.342 ₫
2.711.310 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Hampton Inn & Suites Annapolis

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (181)
"The staff was extremely pleasant and enjoyable to work with!! "
United States
Laura
The price is 2.210.208 ₫
2.519.637 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Candlewood Suites Annapolis by IHG

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Spectacular "
United States
Dennis
The price is 4.051.278 ₫
4.618.457 ₫ total
includes taxes & fees
17 Dec - 18 Dec
The Westin Annapolis

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (964)
"Clean, spacious, quiet, convenient location. I’d stay there again. "
United States
Michael
The price is 2.394.392 ₫
2.729.608 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Sonesta ES Suites 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.

Top Annapolis Hotel Reviews

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Frequently asked questions

How much do hotels with connecting rooms in Annapolis cost?
Hotels with connecting rooms in Annapolis range from 2.375.206 ₫ to 4.618.457 ₫ per night. This means plenty of space for your entire crew at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Annapolis?
A guest favourite is The Inn at Chesapeake Bay Beach Club. Make yourself comfortable at this 4-star stay which features a cafe and Frette Italian sheets. SpringHill Suites by Marriott Annapolis is another hotel with connecting rooms worth a look. Book into this 3-star option and take advantage of amenities such as pillow top mattresses and a terrace. There are multiple hotels with connecting rooms in Annapolis with a total average guest review rating of 8.6.
How many hotels with adjoining rooms are there in Annapolis?
Annapolis has 17 hotels with adjoining rooms. To help you book a stay that's right for you, use our handy filters to search for other perks or amenities you need.
What are the best cheap hotels with connecting rooms in Annapolis?
Hotels with connecting rooms start at 2.375.206 ₫ per night, so your Annapolis holiday doesn't have to cost a fortune! Hampton Inn & Suites Annapolis is a thrifty option that has plenty of amenities, including premium bedding and a swimming pool. Quality Inn is another one of our popular hotels with connecting rooms. You'll welcome its conveniences, such as blackout curtains and complimentary breakfast. If you're exploring Annapolis on a budget, there are lots of fun and free attractions to put on your itinerary. Carrs Beach and Sparrows Beach are always popular with visitors. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with connecting rooms in Annapolis?
Many visitors after a family-friendly hotel with connecting rooms in Annapolis go for SpringHill Suites by Marriott Annapolis. With a 3-star rating and amenities such as complimentary breakfast and pillow top mattresses, you're sure to feel right at home here. Crowne Plaza Annapolis, an IHG Hotel is a 3.5-star stay that also has connecting rooms. WiFi and laundry facilities help make it an ideal base for your Annapolis holiday. After checking in and chilling in your comfy digs, it's time to head out and discover some of the local sights. Annapolis City Dock and Sandy Point Beach are among the best family-friendly attractions in Annapolis.
Are there any 5-star hotels with connecting rooms in Annapolis?
Annapolis doesn't have any 5-star hotels with connecting rooms — but you and your crew can still spend your stay in style! Why not book The Inn at Chesapeake Bay Beach Club? Located approximately 14 km from the downtown area, this 4-star property offers connecting rooms, as well as a terrace and a sauna. Annapolis Waterfront Hotel, Autograph Collection is another great choice just 0.64 km from the centre of Annapolis. Also with a 4-star rating, it features amenities like a rooftop terrace and concierge services, in addition to connecting rooms.
Why book your hotel with connecting rooms in Annapolis with Expedia?
Expedia makes it easy to find your ideal hotel with connecting rooms in Annapolis. Getting away with the family? Use our filters to search for properties with perks like a pool. If you need to stick to a budget, select how much you're willing to spend and the star rating of your hotel. We'll help you find the perfect pad whatever your style of travel or plans.
How can I find cheap hotels with connecting rooms in Annapolis?
A good way to get cheap hotels with connecting rooms in Annapolis is with Expedia's useful filter tool. Narrow down your search results by star rating, budget and amenities to secure awesome rates in just a few clicks.
What is there to do in Annapolis near my hotel with connecting rooms?
No matter your tastes or interests, Annapolis has lots of things to capture your imagination. Sandy Point State Park, Sandy Point Beach and Bay Ridge Beach are on most travellers' schedules. Don't leave without exploring Annapolis Bowl, Carrs Beach and The Colonial Players either. With Expedia's hotel deals in Annapolis, you can discover more renowned attractions like these with the cash you save.