
Midway Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Holiday Package Deals in Midway
Price found within the past 48 hours. Click for updated prices.


The William Fell Baltimore, Tapestry Collection by Hilton
Fells Point
per person
Sep 26 - Sep 29
found 22 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Baltimore (BWI)
9.2/10 Wonderful! (37 reviews)
I docked a star because the property seemed unprepared upon our arrival. They delayed our check in, the room was not stocked with towels or silverware and someone working at the restaurant was parked in our parking space. But once we got settled in, our stay was lovely. The apartment is in the heart of Boothbay Harbor and has a lovely view of the bay and footbridge. The restaurant below had fantastic food and cocktails and service. The bakery below is next level!
Reviewed on Jul. 30, 2025

Hotel Ulysses, a Member of Design Hotels
Mount Vernon
per person
Oct 9 - Oct 13
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Baltimore (BWI)
9.2/10 Wonderful! (883 reviews)
The only thing is that the hotel needs a little clean up. I know they are going for the old look but it is dusty in the lobby area. The rugs in the rooms also need to clean.
Reviewed on Jul. 30, 2025


Hampton Inn & Suites Baltimore Inner Harbor
Downtown Baltimore
per person
Sep 26 - Sep 29
found 21 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Baltimore (BWI)
8.6/10 Excellent! (1,003 reviews)
All around it was a good place to stay. Staff was nice.They had coffee all the time in the lobby which was very nice. They even had fresh popped popcorn one night. It was easy to drive to and easy to leave the city. The breakfast was "ok". The pool had groups of white bubbles all through it so my son wouldn't go in. The room was not ready at the 3pm check in. The bathroom had no hair conditioner.
Reviewed on Jul. 30, 2025
Where to stay in Midway
Find the best Midway areas and neighborhoods for the activities you enjoy most. Learn more about Midway

South Rehoboth
4 out of top 10 points of interest in this area
If you're spending some time in South Rehoboth, Funland and Silver Lake are top sights worth seeing.
Midway Hotel Deals

Sleep Inn & Suites Rehoboth Beach
18451 Coastal Hwy, Rehoboth Beach, DE
The price is CA $134 per night from Sep 1 to Sep 2
CA $134
CA $149 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,037 reviews)
"I had a pleasant stay"
Reviewed on Jul. 29, 2025

Microtel Inn & Suites By Wyndham Rehoboth Beach
36619 Tanger Boulevard, Rehoboth Beach, DE
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Sep 1 to Sep 2
CA $165
CA $183 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (328 reviews)
"I have stayed at this location multiples times now and every time is is a very good experience. The staff is always friendly and the location is close to everything."
Reviewed on Jul. 30, 2025

Holiday Inn Express & Suites Rehoboth Beach by IHG
18438 KATES LANE, Rehoboth Beach, DE
Fully refundable
The price is CA $140 per night from Sep 1 to Sep 2
CA $140
CA $156 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (858 reviews)
Would stay again!
"Great staff. Friendly and clean. Close to everything."
Reviewed on Jul. 27, 2025
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.
Discover the most popular places to visit in Midway
Tanger Outlets
3.5/5(10 reviews)
You can enjoy retail therapy at Tanger Outlets during your trip to Rehoboth Beach. Amble around this family-friendly area's beautiful beaches and enjoy its lively bars.
Jungle Jim's River Safari Water Park
Bring the family to Jungle Jim's River Safari Water Park and enjoy this exciting amusement park in Rehoboth Beach. Stroll along the seaside in this family-friendly area, or check out its lively bars.
Things to do
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.