Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Hotels

Estimated price for 1 night/2 adults

Get Rates
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4.0 out of 5.0 100 Heron Blvd, Cambridge, MD
8.6/5
(1001 Reviews)
Free Cancellation
Hyatt Regency Chesapeake Bay features a private beach, a golf course, and a marina. A stay here includes free parking. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, dry cleaning/laundry, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a full-service spa, 2 outdoor pools, and an indoor pool.
Reviewed on Apr 20, 2025

Beautiful property and love movie night.

Get Rates
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5.0 2917 Ocean Gateway, Rt.50 East, Cambridge, MD
6.6/5
(999 Reviews)
Free Cancellation
Days Inn & Suites by Wyndham Cambridge features free WiFi in public areas, conference space, and a 24-hour business center. You can put free parking to good use if you drive. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include a seasonal outdoor pool, laundry facilities, and a reception hall.
Reviewed on Mar 23, 2025

Decent stay

Get Rates
Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

2.5 out of 5.0 2715 Ocean Gtwy, Cambridge, MD
8.8/5
(694 Reviews)
Free Cancellation
Guests staying at Holiday Inn Express Cambridge by IHG enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and securing valuables. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Reviewed on Apr 19, 2025

I enjoyed my stay. Quiet restful sleep. Nice breakfast. Real good coffee.

Get Rates
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5.0 2936 Ocean Gtwy, Cambridge, MD
8.2/5
(725 Reviews)
Free Cancellation
Guests of Comfort Inn & Suites Cambridge enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. If you decide to drive, there's free parking. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a business center, a computer station, and express check-out.
Reviewed on Apr 18, 2025

Great experience all around

Get Rates
Cambridge Inn

Cambridge Inn

2.0 out of 5.0 2831 Ocean Gateway, Cambridge, MD
5.2/5
(495 Reviews)
Free Cancellation
At Cambridge Inn, guests have access to free WiFi in public areas, coffee in a common area, and express check-out. There's free parking if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include laundry facilities and a vending machine.
Reviewed on Mar 24, 2025

Great

Get Rates
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 out of 5.0 3206 Main St, Grasonville, MD
9/5
(910 Reviews)
Guests staying at Hilton Garden Inn Kent Island Marina enjoy an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include meeting rooms, a business center, and a computer station.
Reviewed on Apr 25, 2025

Beautiful view

Get Rates
Robert Morris Inn

Robert Morris Inn

3.0 out of 5.0 314 N. Morris St, Oxford, MD
8.2/5
(279 Reviews)
Robert Morris Inn features free WiFi in public areas, conference space, and a business center. Free parking is available if you drive. Helpful staff can provide concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach bed & breakfast include a computer station, a library, and a terrace.
Reviewed on Feb 11, 2024

Beautiful resort, outdated but clean. We went on the weekend before ownership changed so the menu was limited and the breakfast was undercooked but the server was AWESOME! He remembered us and catered to us like we were the only customers.

Get Rates
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5.0 155 Holiday Dr. P.O. Box 1099, Solomons, MD
7.8/5
(772 Reviews)
Free Cancellation
Guests of Solomons Inn Resort & Marina have access to an outdoor pool, a gym, and a sauna. There's free parking and an airport shuttle. The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include free WiFi in public areas, an outdoor tennis court, and meeting rooms.
Reviewed on Apr 25, 2025

Nice and quiet relaxing place to stay. Service was excellent!

Get Rates
Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

3.0 out of 5.0 13100 Dowell Road, Solomons, MD
8.6/5
(587 Reviews)
Free Cancellation
At Hilton Garden Inn Solomons, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is available for USD 3.87 per day. The 24-hour front desk has staff standing by to help with luggage storage and securing valuables. Additional amenities include a 24-hour business center, express check-in, and express check-out.
Reviewed on Apr 26, 2025

Loved the entire experience

Get Rates
Best Western Chesapeake Bay North Inn

Best Western Chesapeake Bay North Inn

2.5 out of 5.0 39 Elwoods Rd, North East, MD
8/5
(872 Reviews)
Free Cancellation
Best Western Chesapeake Bay North Inn features a gym, free WiFi in public areas, and conference space. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. Additional amenities include a business center, a microwave in a common area, and a computer station.
Reviewed on Apr 23, 2025

I would stay here again if I ever return to the area.

Get Rates
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5.0 150 Scheeler Road, Chestertown, MD
8.4/5
(758 Reviews)
Free Cancellation
Comfort Inn & Suites Chestertown features a gym, free WiFi in public areas, and a business center. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include coffee/tea in a common area, a meeting room, and laundry facilities.
Reviewed on Apr 22, 2025

The room was nice and clean and the bathroom was recently updated. I was not able to connect my Roku to their WIFI however.

Get Rates
Quality Inn

Quality Inn

2.5 out of 5.0 101 Vfw Ave, Grasonville, MD
7.8/5
(744 Reviews)
Free Cancellation
Quality Inn features free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include a computer station and a vending machine.
Reviewed on Apr 13, 2025

Hallway carpet needs to be replaced or minimally vacuumed.

Get Rates
Holiday Inn Express Annapolis - Kent Island by IHG

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 out of 5.0 1020 Kent Narrows Rd, Grasonville, MD
9/5
(837 Reviews)
Free Cancellation
Guests of Holiday Inn Express Annapolis East-Kent Island by IHG enjoy access to free WiFi in public areas, meeting rooms, and conference space. If you drive, put free parking to good use. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a business center, a seasonal outdoor pool, and a computer station.
Reviewed on Apr 20, 2025

Staff was friendly and nice clean hotel.

Get Rates
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 out of 5.0 3101 Main Street, Grasonville, MD
8/5
(1002 Reviews)
Free Cancellation
At Best Western Kent Narrows Inn, guests enjoy an indoor pool, a gym, and a sauna. There's free parking if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include free WiFi in public areas, a hot tub, and a 24-hour business center.
Reviewed on Apr 25, 2025

The property was quiet and pet friendly.

Get Rates
Holiday Inn Express North East by IHG

Holiday Inn Express North East by IHG

2.5 out of 5.0 101 Hotel Plz, North East, MD
8.2/5
(490 Reviews)
Free Cancellation
Guests of Holiday Inn Express North East by IHG have access to an outdoor pool, a gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to help secure valuables, and answer any questions about the area. Additional amenities include a business center, a seasonal outdoor pool, and coffee/tea in a common area.
Reviewed on Apr 13, 2025

The staff in the front and housekeeping were very accommodating. I traveled for a family event and needed to check in an hour before and they allowed me to without any issues.

Get Rates
Quality Inn Solomons - Beacon Marina

Quality Inn Solomons - Beacon Marina

2.5 out of 5.0 255 Lore Rd, Solomons, MD
7.4/5
(750 Reviews)
Free Cancellation
Guests of Quality Inn Solomons - Beacon Marina enjoy access to free WiFi in public areas, a business center, and a seasonal outdoor pool. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include coffee/tea in a common area, laundry facilities, and barbecue grills.
Reviewed on Mar 28, 2025

Great scene polite staff easy process

Get Rates
Comfort Inn and Suites

Comfort Inn and Suites

2.5 out of 5.0 1 Center Drive I 95 Exit 100, North East, MD
7.8/5
(567 Reviews)
Free Cancellation
Guests of Comfort Inn and Suites have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include conference space, a business center, and coffee/tea in a common area.
Reviewed on Apr 22, 2025

Everything was perfect!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.