Williamsburg, MD

Travel Guide

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
$273 nightly
The price is $310 total per night from Sep 29 to Sep 30
$310 total
Sep 29 - Sep 30
Total with taxes and fees
Book a stay at this 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. ...
8.8/10 Excellent! (1,008 reviews)
"Na"

Reviewed on Sep 4, 2026

Hyatt Regency Chesapeake Bay
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St Easton MD
$184 nightly
The price is $202 total per night from Oct 5 to Oct 6
$202 total
Oct 5 - Oct 6
Total with taxes and fees
Book a stay at this 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 Tidewater Inn
Days Inn & Suites by Wyndham Seaford

Days Inn & Suites by Wyndham Seaford

2 out of 5
23450 Sussex Highway Seaford DE
$70 nightly
The price is $77 total per night from Sep 21 to Sep 22
$77 total
Sep 21 - Sep 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Seaford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Days Inn & Suites by Wyndham Seaford
See all 175 properties in Williamsburg
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.
Luxury on the river, steps to downtown &boat ramp!

Luxury on the river, steps to downtown &boat ramp!

Cambridge MD
Stay at this vacation home in Cambridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ruark Boatworks and Choptank River Lighthouse ...
9.8/10 Exceptional! (20 reviews)
"Would stay here again"

Reviewed on Jun 15, 2026

Luxury on the river, steps to downtown &boat ramp!
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

Cambridge MD
Stay at this vacation home in Cambridge. Enjoy free WiFi, private pools, and a garden. Popular attractions Spocott Windmill and Brannock Maritime Museum are ...
9.6/10 Exceptional! (13 reviews)
"Finding a home for four families was quite a challenge, as so many places were already booked up, but we are so glad we ended up booking this property!To be honest, I didn't have high expectations at first, but the view was completely worth it! We weren’t able to jump in the water for a "moms’ float” ..."

Reviewed on Aug 19, 2026

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Greensboro MD
Stay at this vacation home in Greensboro. Enjoy free WiFi, private pools, and a garden.
10/10 Exceptional! (66 reviews)
"The house was wonderful for our family of 5. Everything was clean and Allison kept in touch despite being out of the area. Lots of wildlife to see and very peaceful. Thanks for an amazing stay! We'll be back."

Reviewed on Aug 2, 2026

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
See all properties in Williamsburg
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.