Maryland Adventure Vacation Packages

Best Maryland Adventure packages

Price found within the past 48 hours. Click for updated prices.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Price was $745, price is now $601 per person
$601
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Colonial Players and 97, 99 and 101 East Street are located nearby.
Lovely historical hotel in the heart of downtown Annapolis. Very friendly staff

Reviewed on Dec 30, 2025

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
Price was $862, price is now $667 per person
$667
per person
Jul 23 - Jul 28
found 1 hour ago
Roundtrip non-stop flight included
Gulfport (GPT) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Annapolis Harbor Center Shopping Center and Westfield Annapolis Mall are located nearby.
It was a great location

Reviewed on Jun 1, 2026

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $1,846, price is now $1,502 per person
$1,502
per person
Jul 20 - Jul 24
just found
Roundtrip non-stop flight included
Portland (PWM) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
I wished that the Shooter Restaurant and bar was open while I was staying there. I love their food and breakfast buffet. If they still have the buffet.

Reviewed on Apr 20, 2026

3 night Maryland Adventure vacation packages with airfare

Price found within the past 48 hours. Click for updated prices.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Price was $598, price is now $455 per person
$455
per person
Aug 20 - Aug 23
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Baltimore (BWI)
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Colonial Players and 97, 99 and 101 East Street are located nearby.
Lovely historical hotel in the heart of downtown Annapolis. Very friendly staff

Reviewed on Dec 30, 2025

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
Price was $913, price is now $715 per person
$715
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Annapolis Harbor Center Shopping Center and Westfield Annapolis Mall are located nearby.
It was a great location

Reviewed on Jun 1, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,306, price is now $1,103 per person
$1,103
per person
Aug 20 - Aug 23
found 16 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
We enjoyed our stay at the Grand Hotel Ocean City Maryland. It is in the center of the boardwalk that has restaurants, pools (indoor & outdoor). The food was very good and the shops were very reasonable. The hotel was very clean and the ocean views was excellent.

Reviewed on Jun 8, 2026

4 night Maryland Adventure vacation packages with flight

Price found within the past 48 hours. Click for updated prices.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Price was $502, price is now $348 per person
$348
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Colonial Players and 97, 99 and 101 East Street are located nearby.
Lovely historical hotel in the heart of downtown Annapolis. Very friendly staff

Reviewed on Dec 30, 2025

Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was $566, price is now $390 per person
$390
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this historic hotel in Baltimore. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Oriole Park at Camden Yards and National Aquarium in Baltimore are located nearby.
I love supporting non-chain hotels and this was beautiful and just what I needed. Not over-the-top fancy, but clean, great views, and a really cool historic building

Reviewed on Apr 29, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,551, price is now $1,213 per person
$1,213
per person
Aug 20 - Aug 24
found 23 hours ago
Roundtrip non-stop flight included
Rochester (ROC) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
We enjoyed our stay at the Grand Hotel Ocean City Maryland. It is in the center of the boardwalk that has restaurants, pools (indoor & outdoor). The food was very good and the shops were very reasonable. The hotel was very clean and the ocean views was excellent.

Reviewed on Jun 8, 2026

5 night Maryland Adventure vacation packages with airfare included

Price found within the past 48 hours. Click for updated prices.
Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was $756, price is now $521 per person
$521
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Baltimore (BWI)
Book a stay at this historic hotel in Baltimore. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Oriole Park at Camden Yards and National Aquarium in Baltimore are located nearby.
I love supporting non-chain hotels and this was beautiful and just what I needed. Not over-the-top fancy, but clean, great views, and a really cool historic building

Reviewed on Apr 29, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,483, price is now $1,026 per person
$1,026
per person
Aug 23 - Aug 28
found 15 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
We enjoyed our stay at the Grand Hotel Ocean City Maryland. It is in the center of the boardwalk that has restaurants, pools (indoor & outdoor). The food was very good and the shops were very reasonable. The hotel was very clean and the ocean views was excellent.

Reviewed on Jun 8, 2026

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $1,943, price is now $1,490 per person
$1,490
per person
Jul 1 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
I wished that the Shooter Restaurant and bar was open while I was staying there. I love their food and breakfast buffet. If they still have the buffet.

Reviewed on Apr 20, 2026

Adventure vacation packages for 6-7 nights

Price found within the past 48 hours. Click for updated prices.
Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $803, price is now $512 per person
$512
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Baltimore (BWI)
Book a stay at this historic hotel in Baltimore. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Oriole Park at Camden Yards and National Aquarium in Baltimore are located nearby.
I love supporting non-chain hotels and this was beautiful and just what I needed. Not over-the-top fancy, but clean, great views, and a really cool historic building

Reviewed on Apr 29, 2026

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $2,785, price is now $2,131 per person
$2,131
per person
Jul 20 - Jul 26
found 23 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
I wished that the Shooter Restaurant and bar was open while I was staying there. I love their food and breakfast buffet. If they still have the buffet.

Reviewed on Apr 20, 2026

The Westin Baltimore Washington Airport - BWI

The Westin Baltimore Washington Airport - BWI

4 out of 5
Save 100% on your flight
Price was $850, price is now $655 per person
$655
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Linthicum Heights. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Arundel Mills Mall and Maryland Live Casino are located nearby.
Not the cleanest higher end hotel . Just fair. Very drab atmosphere. Pool out of order still. Somebody had a sunflower seed fest n they were left all over the floor for the days i was there, front desk at check in i dont think she wanted to be there that day. And in this climate an ev charger would have been nice for the price i paod to stay there. But the bed was comfortable #lasttime

Reviewed on May 13, 2025

Adventure hotels in Maryland

Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

3 out of 5
11700 Coastal Hwy Ocean City MD
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $166 total per night
$166 total
Jun 14 - Jun 15
Total with taxes and fees
Carousel Resort Hotel & Condominiums features an indoor pool, a children's pool, and a gym. If you drive, take advantage of free valet parking. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Other amenities at this beach hotel include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
EVEN Hotel Rockville - Washington DC Area by IHG

EVEN Hotel Rockville - Washington DC Area by IHG

3.5 out of 5
1775 Rockville Pike Rockville MD
Free Cancellation
$98 nightly
The price is $113 total per night
$113 total
Jul 12 - Jul 13
Total with taxes and fees
Guests of EVEN Hotel Rockville - Washington DC Area by IHG enjoy a 24-hour gym, free WiFi in public areas, and conference space. Self parking is offered for USD 20.00 per day. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a 24-hour business center, coffee/tea in a common area, and express check-out.
Pet friendly
Free WiFi
The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore

4.5 out of 5
550 Light Street Baltimore MD
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $160 total per night
$160 total
Jun 21 - Jun 22
Total with taxes and fees
At The Royal Sonesta Harbor Court Baltimore, guests enjoy an indoor pool, a 24-hour gym, and a sauna. Valet parking is available for USD 51.60 per night. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this luxury hotel include a rooftop terrace, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
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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.

How much does it cost to fly to Maryland?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jul 14 - Tue, Jul 21
BOS
Logan Intl.
DCA
Ronald Reagan Washington National
$109 Roundtrip, found 16 hours ago
$109
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Tue, Jul 14 from Logan Intl. to Ronald Reagan Washington National, returning Tue, Jul 21, priced at $109 found 16 hours ago
Tue, Aug 18 - Tue, Aug 25
BOS
Logan Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$109 Roundtrip, found 3 hours ago
$109
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Tue, Aug 18 from Logan Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Aug 25, priced at $109 found 3 hours ago
Tue, Aug 18 - Tue, Aug 25
BOS
Logan Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$117 Roundtrip, found 3 hours ago
$117
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Aug 18 from Logan Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Aug 25, priced at $117 found 3 hours ago
Wed, Sep 2 - Sat, Sep 5
BOS
Logan Intl.
IAD
Washington Dulles Intl.
$156 Roundtrip, found 2 days ago
$156
Roundtrip
found 2 days ago
Select United flight, departing Wed, Sep 2 from Logan Intl. to Washington Dulles Intl., returning Sat, Sep 5, priced at $156 found 2 days ago
Wed, Aug 26 - Tue, Sep 29
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Aug 26 from Los Angeles Intl. to Ronald Reagan Washington National, returning Tue, Sep 29, priced at $168 found 1 day ago
Wed, Jul 1 - Wed, Jul 8
BOS
Logan Intl.
ILG
New Castle
$194 Roundtrip, found 2 days ago
$194
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jul 1 from Logan Intl. to New Castle, returning Wed, Jul 8, priced at $194 found 2 days ago
Tue, Sep 22 - Wed, Sep 23
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$221 Roundtrip, found 23 hours ago
$221
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Tue, Sep 22 from Los Angeles Intl. to Ronald Reagan Washington National, returning Wed, Sep 23, priced at $221 found 23 hours ago
Wed, Feb 3 - Wed, Feb 17
LAX
Los Angeles Intl.
DCA
Ronald Reagan Washington National
$225 Roundtrip, found 4 days ago
$225
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Wed, Feb 3 from Los Angeles Intl. to Ronald Reagan Washington National, returning Wed, Feb 17, priced at $225 found 4 days ago
Wed, Oct 14 - Mon, Oct 19
LAX
Los Angeles Intl.
IAD
Washington Dulles Intl.
$227 Roundtrip, found 10 hours ago
$227
Roundtrip
found 10 hours ago
Select United flight, departing Wed, Oct 14 from Los Angeles Intl. to Washington Dulles Intl., returning Mon, Oct 19, priced at $227 found 10 hours ago
Wed, Aug 19 - Mon, Aug 24
LAX
Los Angeles Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$244 Roundtrip, found 1 day ago
$244
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 19 from Los Angeles Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Aug 24, priced at $244 found 1 day ago
Fri, Jun 26 - Sun, Jun 28
BOS
Logan Intl.
MGW
Morgantown Municipal
$388 Roundtrip, found 1 day ago
$388
Roundtrip
found 1 day ago
Select United flight, departing Fri, Jun 26 from Logan Intl. to Morgantown Municipal, returning Sun, Jun 28, priced at $388 found 1 day ago
Mon, Aug 31 - Sun, Sep 6
LAX
Los Angeles Intl.
ILG
New Castle
$453 Roundtrip, found 2 days ago
$453
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Aug 31 from Los Angeles Intl. to New Castle, returning Sun, Sep 6, priced at $453 found 2 days ago
Fri, Oct 2 - Sun, Oct 4
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$470 Roundtrip, found 5 days ago
$470
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Oct 2 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sun, Oct 4, priced at $470 found 5 days ago
Sun, Aug 23 - Tue, Aug 25
LAX
Los Angeles Intl.
MGW
Morgantown Municipal
$792 Roundtrip, found 4 days ago
$792
Roundtrip
found 4 days ago
Select United flight, departing Sun, Aug 23 from Los Angeles Intl. to Morgantown Municipal, returning Tue, Aug 25, priced at $792 found 4 days ago

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