Annapolis Chalets

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5
No exact matches found, but these alternatives could be just right

Recommended hotels in Annapolis

Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1003)
"Great place!"
United States
Tawnya
$76 nightly
The price is $87
Dec 28 - Dec 29
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis
Exterior
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet."
United States
Paul
$95 nightly
The price is $109
Jan 4 - Jan 5, 2026
Total with taxes and fees
Country Inn & Suites by Radisson, Annapolis, MD
Exterior
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
7.8 out of 10, Good, (1002)
"Parking was safe and free. Staff from breakfast did good service although breakfast was the same for 3 days. Location was perfect."
Canada
Ermelita
$71 nightly
The price is $81
Dec 28 - Dec 29
Total with taxes and fees
Best Western Annapolis
Exterior
Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (165)
"Beautiful and very modern, breakfast was great"
United States
Dominic
$110 nightly
The price is $125
Dec 16 - Dec 17
Total with taxes and fees
Fairfield Inn & Suites By Marriott Annapolis
Exterior
Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (54)
"had a great stay staff was fabulous room was perfect for our needs location was convenient to shopping and restaurants"
United States
karen c.
$127 nightly
The price is $145
Dec 16 - Dec 17
Total with taxes and fees
Residence Inn By Marriott Annapolis
Exterior
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
8.8 out of 10, Excellent, (1000)
"Excellent from check in to check out, highly recommend!"
United States
Eric
$121 nightly
The price is $138
Dec 15 - Dec 16
Total with taxes and fees
Crowne Plaza Annapolis by IHG
Exterior
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
8.2 out of 10, Very Good, (1000)
"Clean room and friendly staff! "
United States
Silvia
$80 nightly
The price is $91
Dec 20 - Dec 21
Total with taxes and fees
Holiday Inn Express & Suites Annapolis by IHG
Exterior
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (1007)
"Great value for stay with breakfast included "
United States
Aisling
$79 nightly
The price is $90
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown
Exterior
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
8.2 out of 10, Very Good, (1000)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
$74 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Garden Inn Annapolis
Exterior
Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
8.8 out of 10, Excellent, (179)
"Nice staff, clean room, comfortable bed. "
United States
Jayne
$84 nightly
The price is $96
Dec 19 - Dec 20
Total with taxes and fees
Candlewood Suites Annapolis by IHG
Exterior
Historic Inns of Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1898)
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
$164 nightly
The price is $187
Dec 21 - Dec 22
Total with taxes and fees
Historic Inns of Annapolis
Exterior
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
$93 nightly
The price is $106
Dec 18 - Dec 19
Total with taxes and fees
SpringHill Suites by Marriott Annapolis
Exterior
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
8.2 out of 10, Very Good, (1001)
"I had a great experience at my stay at Hampton "
United States
Idris O
$90 nightly
The price is $103
Dec 18 - Dec 19
Total with taxes and fees
Hampton Inn & Suites Annapolis
Exterior
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1002)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
$129 nightly
The price is $147
Dec 21 - Dec 22
Total with taxes and fees
Graduate by Hilton Annapolis
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (1001)
"Wonderful stay. "
United States
Angela
$84 nightly
The price is $96
Dec 28 - Dec 29
Total with taxes and fees
Courtyard by Marriott Annapolis
Terrace/patio
Waterfront Oasis of Annapolis Star

Apartment in Annapolis

Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (81)
"Owners were great hosts. Loved this property!"
United States
Thomas
$363 nightly
The price is $414
Dec 14 - Dec 15
Total with taxes and fees
Waterfront Oasis of Annapolis Star
Exterior
TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
9.4 out of 10, Exceptional, (48)
"Pet friendly."
United States
Sam
$93 nightly
The price is $106
Jan 11 - Jan 12, 2026
Total with taxes and fees
TownePlace Suites by Marriott Annapolis
Exterior
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

Guesthouse in Homewood

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
10.0 out of 10, Exceptional, (19)
"Very convenient! We really enjoyed our stay and the hosts were very accommodating! "
United States
Susan Y.
$268 nightly
The price is $306
Dec 15 - Dec 16
Total with taxes and fees
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
View from property
The Westin Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"Spectacular "
United States
Dennis
$154 nightly
The price is $176
Dec 14 - Dec 15
Total with taxes and fees
The Westin Annapolis
Front of property
Flag House Inn

Bed & Breakfast in Historic District

Flag House Inn
3.5 star property
9.4 out of 10, Exceptional, (83)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
$191 nightly
The price is $217
Dec 16 - Dec 17
Total with taxes and fees
Flag House Inn
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 Annapolis Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"This is a very nice hotel clean and seems to be new"
richard 1-night trip
Posted 1 day ago
Crowne Plaza Annapolis by IHG

Find out more about Annapolis

Annapolis Chalets information

Number of reviews
14,551
Accommodation
0 Chalets
Lowest Price
$81
Highest Price
$414

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