Crumpton

Travel Guide

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

2.5 out of 5
411 MERRIMAC AVENUE Middletown DE
The price is CA $136 per night from Mar 1 to Mar 2
CA $136
CA $150 total
Mar 1 - Mar 2
includes taxes & fees
Stay at this hotel in Middletown. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (350 reviews)
Clean room, felt very safe and secure, free parking, staff very friendly, plenty of eating and shopping close by

Reviewed on Feb 22, 2026

Fairfield Inn & Suites by Marriott Middletown
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road Chestertown MD
The price is CA $139 per night from Mar 8 to Mar 9
CA $139
CA $154 total
Mar 8 - Mar 9
includes taxes & fees
Book a stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (879 reviews)
I reserved a suite for two nights on 12/26/25. Almost 2 months in advance. When I arrived the check-in girl said that she downgraded my room to a double because they were overbooked and since I only two people in my group she gave my suite to a party with 4 people because they needed more room than ...

Reviewed on Feb 17, 2026

Comfort Inn & Suites Chestertown
Hampton Inn Middletown

Hampton Inn Middletown

2.5 out of 5
117 Sandhill Dr Middletown DE
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Mar 16 to Mar 17
CA $130
CA $145 total
Mar 16 - Mar 17
includes taxes & fees
Stay at this hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (880 reviews)
Clean and modern

Reviewed on Feb 23, 2026

Hampton Inn Middletown
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.
Grays Inn Creek Waterfront Pvt. Dock Kayaks & View

Grays Inn Creek Waterfront Pvt. Dock Kayaks & View

Rock Hall MD
Stay at this vacation home in Rock Hall. Enjoy a garden, laundry facilities, and patios. Popular attractions The Mainstay and Rock Hall Harbor are located ...
10/10 Exceptional! (2 reviews)
We were a group of 15 women participating in a retreat and Grays Creek Inn was the perfect place for us. This was our second rental and we love this place. The large gathering room was great for our programs (esp the big screen tv). The kitchen was adequate for our chef and the bedroom accommodations ...

Reviewed on Nov 17, 2025

Grays Inn Creek Waterfront Pvt. Dock Kayaks & View
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Chestertown MD
Stay at this cabin in Chestertown. Enjoy a garden, laundry facilities, and patios. Popular attractions Chase Island and Crumpton Auction are located nearby.
10/10 Exceptional! (14 reviews)
Great house, great property, great hosts

Reviewed on Feb 5, 2026

Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

Rock Hall MD
Stay at this vacation home in Rock Hall. Enjoy free WiFi, private pools, and a garden. Popular attractions Waterman’s Museum and Rock Hall Harbor are located ...
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
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.

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