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Find hotels in Middletown, San Diego

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Dec 17 - Dec 18
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Dec 18 - Dec 19
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for Middletown hotels

Deluxe 2 King Bedrooms, Multiple Beds, Sleeps 11ppl | Terrace/patio
City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (106)
"would definitely go back and stay there again "
United States
Kounwick
City24 Hotel Little Italy Mission Hills
Lobby lounge
The Bristol Hotel San Diego

The Bristol Hotel San Diego

The Bristol Hotel San Diego
3.5 star property
2.8 km from Middletown
8.6 out of 10, Excellent, (1454)
"So clean, Very Nice staff, convenient location ! "
United States
Cindy
The Bristol Hotel San Diego
Meeting facility
The Westin San Diego Bayview

The Westin San Diego Bayview

The Westin San Diego Bayview
4.0 star property
2.7 km from Middletown
8.6 out of 10, Excellent, (1065)
"I loved the hotel rooms bar area jacuzzi area everything was great it was in a pretty location will definitely come back "
United States
Alliyah
The price is ₩198,548
₩272,780 total
includes taxes & fees
Dec 23 - Dec 24
The Westin San Diego Bayview
2 outdoor pools, open 6 AM to 10:00 PM, cabanas (surcharge)
Marriott Marquis San Diego Marina

Marriott Marquis San Diego Marina

Marriott Marquis San Diego Marina
4.0 star property
Marina District, 3.5 km from Middletown
9.2 out of 10, Wonderful, (1951)
"Amazing stay. Absolutely perfect "
United States
Wayne
The price is ₩233,499
₩347,962 total
includes taxes & fees
Dec 23 - Dec 24
Marriott Marquis San Diego Marina
View from room
Courtyard by Marriott San Diego Downtown Little Italy

Courtyard by Marriott San Diego Downtown Little Italy

Courtyard by Marriott San Diego Downtown Little Italy
4.0 star property
Little Italy, 2.1 km from Middletown
9.0 out of 10, Wonderful, (104)
"It was a nice place to stay at"
United States
Eric
The price is ₩179,163
₩207,730 total
includes taxes & fees
Dec 23 - Dec 24
Courtyard by Marriott San Diego Downtown Little Italy
Lobby
Embassy Suites by Hilton San Diego Bay Downtown

Embassy Suites by Hilton San Diego Bay Downtown

Embassy Suites by Hilton San Diego Bay Downtown
4.0 star property
Marina District, 3.2 km from Middletown
9.0 out of 10, Wonderful, (1546)
"Clean room, friendly staff, great property. "
United States
MIGUEL
The price is ₩249,272
₩342,298 total
includes taxes & fees
Dec 23 - Dec 24
Embassy Suites by Hilton San Diego Bay Downtown
Standard Room, 1 King Bed, Non Smoking, Bay View | Premium bedding, pillowtop beds, in-room safe, desk
The DEXTRO Little Italy, BW Premier Collection

The DEXTRO Little Italy, BW Premier Collection

The DEXTRO Little Italy, BW Premier Collection
3.0 star property
2.2 km from Middletown
8.8 out of 10, Excellent, (743)
"Friendly staff and clean rooms. "
Canada
Justine
The price is ₩157,429
₩182,531 total
includes taxes & fees
Dec 23 - Dec 24
The DEXTRO Little Italy, BW Premier Collection
2 outdoor pools, a heated pool, sun loungers
The Dana on Mission Bay

The Dana on Mission Bay

The Dana on Mission Bay
3.5 star property
Mission Bay, 6.5 km from Middletown
9.0 out of 10, Wonderful, (3929)
"Always love staying here. Staff was very courteous and the rooms very clean. "
United States
Eric
The price is ₩204,128
₩264,006 total
includes taxes & fees
Dec 22 - Dec 23
The Dana on Mission Bay
Lobby
Gaslamp Plaza Suites

Gaslamp Plaza Suites

Gaslamp Plaza Suites
3.5 star property
Gaslamp Quarter, 3.1 km from Middletown
9.0 out of 10, Wonderful, (1013)
"Yes everything was great I will stay there again."
United States
Sergio
The price is ₩174,757
₩198,786 total
includes taxes & fees
Dec 18 - Dec 19
Gaslamp Plaza Suites
View from property
The Wayfarer San Diego

The Wayfarer San Diego

The Wayfarer San Diego
4.0 star property
Mission Beach, 9.3 km from Middletown
9.4 out of 10, Exceptional, (1709)
"Nice rooms, great location!! Staff was very friendly "
United States
Kevin M
The price is ₩307,294
₩353,230 total
includes taxes & fees
Dec 23 - Dec 24
The Wayfarer San Diego
3 restaurants, breakfast, lunch, dinner served; Regional cuisine
Wyndham San Diego Bayside

Wyndham San Diego Bayside

Wyndham San Diego Bayside
4.0 star property
2.3 km from Middletown
8.4 out of 10, Very Good, (6030)
"Always an amazing stay"
United States
Jana
The price is ₩198,475
₩272,710 total
includes taxes & fees
Dec 22 - Dec 23
Wyndham San Diego Bayside
Front of property
The Sofia Hotel

The Sofia Hotel

The Sofia Hotel
3.5 star property
2.9 km from Middletown
8.4 out of 10, Very Good, (1654)
"Great location and history to the hotel "
United States
Stephanie
The Sofia Hotel
Beach nearby
Inn By The Sea La Jolla

Inn By The Sea La Jolla

Inn By The Sea La Jolla
3.5 star property
15.1 km from Middletown
9.4 out of 10, Exceptional, (1739)
"Delightful stay. Perfect location. "
United States
Nicole
The price is ₩221,602
₩254,717 total
includes taxes & fees
Dec 21 - Dec 22
Inn By The Sea La Jolla
Premium bedding, pillowtop beds, desk, laptop workspace
Staypineapple, Hotel Z, Gaslamp San Diego

Staypineapple, Hotel Z, Gaslamp San Diego

Staypineapple, Hotel Z, Gaslamp San Diego
3.0 star property
Gaslamp Quarter, 3.6 km from Middletown
9.4 out of 10, Exceptional, (1000)
"Great location "
United States
Mohammad
The price is ₩130,847
₩194,152 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Staypineapple, Hotel Z, Gaslamp San Diego
Beach nearby, scuba diving
PB Surf Beachside Inn

PB Surf Beachside Inn

PB Surf Beachside Inn
2.5 star property
North Pacific Beach, 10.2 km from Middletown
8.2 out of 10, Very Good, (1003)
"Great stay"
United States
Ernest
The price is ₩134,023
₩151,372 total
includes taxes & fees
Dec 18 - Dec 19
PB Surf Beachside Inn
On the beach, surfing
Del Mar Beach Hotel

Del Mar Beach Hotel

Del Mar Beach Hotel
2.0 star property
26.3 km from Middletown
9.4 out of 10, Exceptional, (1004)
"Room was great, staff was great!"
United States
Jude
Del Mar Beach Hotel
View from property
Pacific View Inn

Pacific View Inn

Pacific View Inn
2.0 star property
North Pacific Beach, 10.1 km from Middletown
7.8 out of 10, Good, (1003)
"Wonderful location, clean rooms. "
United States
Maureen
The price is ₩150,654
₩170,156 total
includes taxes & fees
Dec 21 - Dec 22
Pacific View Inn
Exterior
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego
4.0 star property
Marina District, 3.4 km from Middletown
9.0 out of 10, Wonderful, (2870)
"Great Location....tons of walking from the hotel Front desk were very nice and polite will be coming back for sure "
United States
Carlos
The price is ₩258,465
₩379,699 total
includes taxes & fees
Dec 19 - Dec 20
Manchester Grand Hyatt San Diego
Exterior
La Pensione Hotel

La Pensione Hotel

La Pensione Hotel
3.0 star property
Little Italy, 2 km from Middletown
8.6 out of 10, Excellent, (1912)
"Great check-in experience, convenient parking, the room was clean and bed was comfortable. The city view option was exceptionally pleasant. Will stay again! "
United States
Mike
La Pensione Hotel
Lobby
Legacy Resort Hotel & Spa

Legacy Resort Hotel & Spa

Legacy Resort Hotel & Spa
4.0 star property
2.2 km from Middletown
9.2 out of 10, Wonderful, (2953)
"Friendly, staff was very helpful, great size rooms, and over all was an amazing stay"
United States
Naya
The price is ₩223,439
₩256,833 total
includes taxes & fees
Dec 22 - Dec 23
Legacy Resort Hotel & Spa
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.
View all properties

Where to stay in Middletown

Find the best Middletown areas and neighborhoods for the activities you enjoy most.
US Grant Hotel

Downtown San Diego

Cultural and financial hub, Downtown San Diego boasts the Symphony, Opera, theaters, museums, and historic sites like Gaslamp Quarter. Enjoy diverse shops, dining, nightlife, and convenient public transport options.

Gaslamp Quarter showing signage, night scenes and street scenes

Gaslamp Quarter

Downtown San Diego's historic district boasts Victorian-era buildings, now housing vibrant restaurants, shops, and entertainment venues. Stroll from Broadway to Harbor Drive, and 4th to 6th Avenue, admiring the newly installed gaslamps at Market Street.

Pacific Beach Park showing a beach

Pacific Beach

Boasting a lively nightlife scene, Pacific Beach offers miles of sandy shores, a bustling 3.2-mile boardwalk, and attractions like Crystal Pier and Kate Sessions Park. Enjoy local shops, bars, and eateries along the vibrant walkway.

Belmont Park showing rides and a garden

Mission Beach

Spanning nearly two miles of oceanfront, this sandbar community offers sunbathing, surfing, and beach volleyball, with nearby attractions like Belmont Park's Giant Dipper Roller Coaster and SeaWorld in Mission Bay Park.

Ocean Beach

Ocean Beach

Ocean Beach is known for its stunning beaches, and with sights like Ocean Beach Pier and Dog Beach, you won't get bored spending a day wandering around this part of San Diego.

Top Middletown Hotel Reviews

Kings Inn San Diego

Kings Inn San Diego

10/10 Excellent
"Just the right price for a one-night stay. Lookalike it would be a good fit for families on a budget"
Christianne 1-night trip
Posted 2 days ago
Kings Inn San Diego

Frequently asked questions

What's it like in Middletown?
Middletown is a neighborhood that travelers like for its live music, bars, and theaters.
How many hotels are there in the Middletown area?
Expedia has 91 hotels and other accommodations in Middletown to choose from, making this an ideal home base for exploring the greater San Diego area.
If I need to cancel my hotel reservation in Middletown, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to review the best deals in Middletown.
Where can I learn more about changing or cancelling my trip to Middletown?
For more details about rescheduling or cancelling your trip to Middletown, go to https://www.expedia.com/service/.
What are the top things to see and do in Middletown?
Favorite places to visit in the surrounding area include San Diego Zoo, Hotel Circle, and Port of San Diego. While you're out sightseeing, Petco Park and Marston House are a couple of additional sights to visit in San Diego.
How can I get around Middletown and the greater San Diego area?
Ready to get out and explore the city? Middletown Station is the closest metro station.