Wingate Travel Guide

Tourist Guide

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
The price is NZ$383 per night from 3 Jan to 4 Jan
NZ$383
per night
3 Jan - 4 Jan
Stay at this beach resort in Cambridge. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (1,001 reviews)
Enjoyed everything about my one night stay. The staff was very hospitable and accommodating. The room was awesome with a very nice view of the surrounding water. Overall, a very positive experience.

Reviewed on 5 Dec 2025

Hyatt Regency Chesapeake Bay
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
Fully refundableReserve now, pay when you stay
The price is NZ$202 per night from 31 Dec to 1 Jan
NZ$202
per night
31 Dec - 1 Jan
Stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
8.2/10 Very Good! (794 reviews)
Everything was wonder starting with check in. Staff was extremely helpful and friendly. Room was clean and comfortable. Check out was very easy

Reviewed on 15 Dec 2025

Comfort Inn & Suites Cambridge
Cambridge Inn

Cambridge Inn

2 out of 5
2831 Ocean Gateway Cambridge MD
Stay at this hotel in Cambridge. Enjoy free parking, daily housekeeping and laundry facilities. Popular attractions Bay Country Shop and Dorchester County Historical ...
5.2/10 (552 reviews)
Good

Reviewed on 6 Oct 2025

Cambridge Inn
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.
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford MD
Stay at this holiday home in Woolford. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ...
9.4/10 Exceptional! (21 reviews)
House was wonderful, it had something for all ages, plenty of room for our group of 17. We also had family that lived nearby by over for breakfast one morning and still plenty of room. Lots of utensils for all our cooking needs. House was very clean. Host was very responsive with a couple of questions ...

Reviewed on 20 Oct 2025

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Cambridge MD
Stay at this family-friendly holiday home in Cambridge. Enjoy free Wi-Fi, private pools and laundry facilities. Popular attractions Spocott Windmill and Ragged ...
9.8/10 Exceptional! (64 reviews)
Incredible stay!!! What a special place! We loved this house and would definitely stay again! It was perfect for multiple families. It was great for our kids too! Lots of activities for them including basketball, shuffleboard, and kayaking! We would recommend renting this house!

Reviewed on 2 Dec 2025

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
Shewell's A-Frame on Mill Creek

Shewell's A-Frame on Mill Creek

Lusby MD
Stay at this family-friendly holiday home in Lusby. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Drum Point Lake and Annmarie ...
10/10 Exceptional! (8 reviews)
The accommodations were spacious, the view was lovely, and we were centrally located to visit all the parks and area attractions. Highly recommend!

Reviewed on 30 Nov 2025

Shewell's A-Frame on Mill Creek
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.