Downtown Cambridge Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Hyatt Regency Chesapeake Bay
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. ...
St Michaels Inn
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
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 ...
Inn at Perry Cabin
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. ...
Quality Inn
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 ...
The Tidewater Inn
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 ...
The Wildset
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 & Suites by Wyndham Cambridge
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. ...
Comfort Inn & Suites Cambridge
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. ...
Wylder Tilghman Island
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 ...
Days Inn by Wyndham Easton
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 ...
Fairfield Inn & Suites by Marriott Easton
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. ...
Cambridge Inn
2831 Ocean Gateway, Cambridge, MD
3.09 km from Downtown Cambridge
Stay at this hotel in Cambridge. Enjoy free parking, daily housekeeping, and laundry facilities. Popular attractions Bay Country Shop and Dorchester County Historical ...
Don't see what you're looking for?
See all available properties in Downtown Cambridge
View all propertiesLowest 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.
Wed, Jul 2 - Fri, Jul 4
JFK
John F. Kennedy Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$697 Roundtrip, found 3 days ago
$697
Roundtrip
found 3 days ago
Wed, Jul 2 - Fri, Jul 4
LGA
LaGuardia
SBY
Salisbury - Ocean City Wicomico Regional
$705 Roundtrip, found 3 days ago
$705
Roundtrip
found 3 days ago
Wed, Jul 2 - Fri, Jul 4
LGA
LaGuardia
SBY
Salisbury - Ocean City Wicomico Regional
$715 Roundtrip, found 3 days ago
$715
Roundtrip
found 3 days ago
Wed, Jul 2 - Fri, Jul 4
EWR
Newark Liberty Intl. Airport
SBY
Salisbury - Ocean City Wicomico Regional
$789 Roundtrip, found 3 days ago
$789
Roundtrip
found 3 days ago
Best points of interest in Cambridge
- Harriet Tubman Museum and Educational Center Vacations
- Christ Episcopal Church Vacations
- Dorchester County Courthouse Vacations
- Richardson Maritime Museum Vacations
- Blackwater National Wildlife Refuge Vacations
- St. Michaels Winery Vacations
- Harriet Tubman Underground Railroad National Historical Park Vacations
- Choptank River Lighthouse Vacations
- Gerry Boyle Park at Great Marsh Vacations
- Chesapeake Bay Maritime Museum Vacations
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations