Downtown Cambridge Vacation Packages for 2025

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Top Hotel Deals

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
2.56 km from Downtown Cambridge
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
27.84 km from Downtown Cambridge
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
24.98 km from Downtown Cambridge
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

2.5 out of 5
8708 Alicia Drive, Easton, MD
24.45 km from Downtown Cambridge
Book a stay at this business-friendly hotel in Easton. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff ...
Quality Inn

Quality Inn

2.5 out of 5
8523 Ocean Gtwy, Easton, MD
23.88 km from Downtown Cambridge
Book a stay at this business-friendly hotel in Easton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Wylder Tilghman Island

Wylder Tilghman Island

2 out of 5
21551 Chesapeake Access Drive, Tilghman, MD
27.51 km from Downtown Cambridge
Stay at this hotel in Tilghman. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tilghman Watermen’s Museum and Talbot County Library Tilghman ...
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St, Easton, MD
22.88 km from Downtown Cambridge
Stay at this 3-star spa hotel in Easton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions ...
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway, Rt.50 East, Cambridge, MD
3.63 km from Downtown Cambridge
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

2.5 out of 5
2715 Ocean Gtwy, Cambridge, MD
2.11 km from Downtown Cambridge
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St, St. Michaels, MD
27.55 km from Downtown Cambridge
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Days Inn by Wyndham Easton

Days Inn by Wyndham Easton

2.5 out of 5
7018 Ocean Gateway, Easton, MD
19.29 km from Downtown Cambridge
Book a stay at this business-friendly motel in Easton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy, Cambridge, MD
3.92 km from Downtown Cambridge
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton

2.5 out of 5
8945 Sunflower Drive, Easton, MD
25.52 km from Downtown Cambridge
Book a stay at this business-friendly hotel in Easton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Tilghman Island Inn

The Tilghman Island Inn

3.5 out of 5
21384 Coopertown Rd, Tilghman, MD
28.23 km from Downtown Cambridge
Stay at this 3.5-star inn in Tilghman. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hampton Inn Easton

Hampton Inn Easton

2.5 out of 5
8058 Ocean Gateway, Easton, MD
22.42 km from Downtown Cambridge
Book a stay at this business-friendly hotel in Easton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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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.

American Airlines
Fri, Jun 13 - Sat, Jun 14
JFK
John F. Kennedy Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$584 Roundtrip, found 2 days ago
$584
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Jun 13 from John F. Kennedy Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Jun 14, priced at $584 found 2 days ago
American Airlines
Fri, Jun 13 - Sat, Jun 14
LGA
LaGuardia
SBY
Salisbury - Ocean City Wicomico Regional
$584 Roundtrip, found 2 days ago
$584
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Jun 13 from LaGuardia to Salisbury - Ocean City Wicomico Regional, returning Sat, Jun 14, priced at $584 found 2 days ago
American Airlines
Fri, Jun 13 - Sat, Jun 14
EWR
Newark Liberty Intl. Airport
SBY
Salisbury - Ocean City Wicomico Regional
$584 Roundtrip, found 2 days ago
$584
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Jun 13 from Newark Liberty Intl. Airport to Salisbury - Ocean City Wicomico Regional, returning Sat, Jun 14, priced at $584 found 2 days ago
American Airlines
Tue, Jun 10 - Sat, Jun 14
JFK
John F. Kennedy Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$669 Roundtrip, found 2 days ago
$669
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jun 10 from John F. Kennedy Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Jun 14, priced at $669 found 2 days ago