Chester Vacations

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Top Hotel Deals

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
17.34 km from city center
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
22.18 km from city center
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
22.02 km from city center
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
18.04 km from city center
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
18.24 km from city center
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
16.96 km from city center
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road Annapolis MD
23.15 km from city center
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
22.62 km from city center
Book a stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
18.57 km from city center
Book a stay at this spa hotel in Annapolis. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3 out of 5
2559 Riva Rd Annapolis MD
22.83 km from city center
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S Grasonville MD
3.98 km from city center
Book a stay at this business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3 out of 5
200 Taylor Avenue Annapolis MD
18.66 km from city center
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions Navy-Marine Corps ...
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

3 out of 5
189 Admiral Cochrane Drive Annapolis MD
22.47 km from city center
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 out of 5
124 Womack Dr Annapolis MD
22.39 km from city center
Book a stay at this family-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

2.5 out of 5
1 Womack Dr Annapolis MD
22.22 km from city center
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in ...
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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 Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, Apr 30 - Sat, May 2
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$66 Roundtrip, found 1 day ago
$66
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Fort Lauderdale - Hollywood Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, May 2, priced at $66 found 1 day ago
Spirit Airlines
Sat, Apr 25 - Sat, May 9
BOS
Logan Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$118 Roundtrip, found 16 hours ago
$118
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Sat, Apr 25 from Logan Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, May 9, priced at $118 found 16 hours ago
Southwest Airlines
Tue, Mar 31 - Sat, Apr 4
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$215 Roundtrip, found 4 days ago
$215
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Mar 31 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Apr 4, priced at $215 found 4 days ago
United
Thu, Apr 23 - Mon, Apr 27
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Select United flight, departing Thu, Apr 23 from Orlando Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Apr 27, priced at $217 found 3 days ago
American Airlines
Tue, Mar 31 - Sat, Apr 4
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$219 Roundtrip, found 4 days ago
$219
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Mar 31 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Apr 4, priced at $219 found 4 days ago