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
(1005 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 concierge services, luggage storage, and dry cleaning/laundry. 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 Nov 26, 2025

Great amenities, excellent spa and service, friendly staff and great food.

Get Rates
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5.0 2917 Ocean Gateway Cambridge MD
6.4/5
(1007 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 TV in a common area.
Reviewed on Nov 16, 2025

Beautifully decorated room. Very clean. Nice and friendly staff.

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
(752 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 securing valuables and dry cleaning/laundry. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Reviewed on Nov 9, 2025

Clean room and convenient location

Get Rates
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5.0 2936 Ocean Gtwy Cambridge MD
8.2/5
(784 Reviews)
Free Cancellation
Guests of Comfort Inn & Suites Cambridge have access to an indoor pool, a 24-hour 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 with luggage storage, and answer any questions about the accommodations. Additional amenities include meeting rooms, a business center, and a computer station.
Reviewed on Nov 19, 2025

The room was spacious and the property was clean

Get Rates
Cambridge Inn

Cambridge Inn

2.0 out of 5.0 2831 Ocean Gateway Cambridge MD
5.2/5
(546 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 Oct 6, 2025

Good

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
8.8/5
(1002 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 Nov 26, 2025

Very friendly staff and our dog was greeted with her own treat bag

Get Rates
Robert Morris Inn

Robert Morris Inn

3.0 out of 5.0 314 N. Morris St Oxford MD
8.2/5
(280 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
8/5
(969 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 dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include free WiFi in public areas, an outdoor tennis court, and meeting rooms.
Reviewed on Nov 23, 2025

Staff was very nice

Get Rates
Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

3.0 out of 5.0 13100 Dowell Road Solomons MD
8.4/5
(637 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 Nov 17, 2025

Was a great and pleasant experience

Get Rates
Wingate by Wyndham North East

Wingate by Wyndham North East

2.5 out of 5.0 39 Elwoods Rd North East MD
8/5
(948 Reviews)
Free Cancellation
Wingate by Wyndham North East 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 Nov 16, 2025

Staff was very polite, property was very clean

Get Rates
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5.0 150 Scheeler Road Chestertown MD
8.4/5
(853 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 a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
Reviewed on Nov 23, 2025

It was ok for what we needed for a quick, last minute over night. Not a lot of other choices. The bed was harder and shower floor was in rough shape, like they pulled a shower matte off that was stuck on and then had to resurface it and repaint it instead of repainting the whole thing or resurfacing ...

Get Rates
Quality Inn

Quality Inn

2.5 out of 5.0 101 Vfw Ave Grasonville MD
7.8/5
(854 Reviews)
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 Nov 20, 2025

Wonderful Front Desk staff. Always greeted with a smile and very pleasant.

Get Rates
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 out of 5.0 1020 Kent Narrows Rd Grasonville MD
9/5
(925 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 Nov 19, 2025

Great staff at check in desk!

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
(1005 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 Nov 24, 2025

Great Customer Service, Clean Room I Will Recommend it 1000000000000%

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
(531 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 Nov 23, 2025

The only problem was the omelet. it was rubbery.

Get Rates
Red Roof Inn Perryville

Red Roof Inn Perryville

2.0 out of 5.0 61 Heather Lane Perryville MD
9/5
(109 Reviews)
Free Cancellation
Guests of Red Roof Inn Perryville enjoy access to free WiFi in public areas, meeting rooms, and a 24-hour business center. If you plan to drive, free parking is available. The front desk is staffed 24/7 to help with locker space, and answer any questions about the accommodations. Additional amenities include coffee/tea in a common area, a meeting room, and a computer station.
Reviewed on Nov 25, 2025

.

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
(841 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 Nov 27, 2025

Room was very clean and the staff was very friendly

Get Rates
Comfort Inn & Suites North East

Comfort Inn & Suites North East

2.5 out of 5.0 1 Center Drive I 95 Exit 100 North East MD
7.8/5
(641 Reviews)
Free Cancellation
Guests of Comfort Inn & Suites North East 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 Nov 19, 2025

Very nice for the price!

*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.