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Hotels in Middletown, San Diego

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8 Dec - 9 Dec
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12 Dec - 14 Dec
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Top 10 Hotels in Middletown, San Diego

Exterior
City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills

4.5 star property
Middletown
9.6 out of 10, Exceptional, (104)
"would definitely go back and stay there again "
United States
Kounwick
City24 Hotel Little Italy Mission Hills
Terrace/patio
Wyndham San Diego Bayside

Wyndham San Diego Bayside

4.0 star property
2.3 km from Middletown
8.4 out of 10, Very good, (6077)
"Always an amazing stay"
United States
Jana
The price is RM556
RM764 total
includes taxes & fees
11 Dec - 12 Dec
Wyndham San Diego Bayside
Outdoor pool
Hard Rock Hotel San Diego

Hard Rock Hotel San Diego

4.0 star property
Gaslamp Quarter, 3.8 km from Middletown
9.0 out of 10, Wonderful, (3146)
"Great stay"
United States
Laurence
The price is RM699
RM1,000 total
includes taxes & fees
21 Dec - 22 Dec
Hard Rock Hotel San Diego
Premium bedding, in-room safe, desk, laptop workspace
Best Western Plus Marina Gateway Hotel

Best Western Plus Marina Gateway Hotel

3.5 star property
10.8 km from Middletown
9.2 out of 10, Wonderful, (3505)
"Clean room nice staff right off of the freeway. "
United States
Olivia
The price is RM477
RM526 total
includes taxes & fees
21 Dec - 22 Dec
Best Western Plus Marina Gateway Hotel
Rooftop terrace
Palihotel San Diego Gaslamp Quarter

Palihotel San Diego Gaslamp Quarter

4.0 star property
Gaslamp Quarter, 3.2 km from Middletown
8.8 out of 10, Excellent, (2089)
"Room was spotless and location great. "
United States
James
The price is RM473
RM548 total
includes taxes & fees
10 Dec - 11 Dec
Palihotel San Diego Gaslamp Quarter
Serves dinner and happy hour
The Horton Grand, Downtown/Gaslamp Quarter

The Horton Grand, Downtown/Gaslamp Quarter

3.5 star property
Marina District, 3.5 km from Middletown
9.0 out of 10, Wonderful, (2700)
"Clean facilities and friendly staff!"
United States
EMMA
The Horton Grand, Downtown/Gaslamp Quarter
Exterior
Residence Inn by Marriott San Diego Downtown/Gaslamp Quarter

Residence Inn by Marriott San Diego Downtown/Gaslamp Quarter

3.0 star property
Gaslamp Quarter, 3.7 km from Middletown
9.0 out of 10, Wonderful, (1230)
"Very nice clean room and amenities and staff was pleasant and we love the location. "
United States
Arnold
The price is RM564
RM654 total
includes taxes & fees
14 Dec - 15 Dec
Residence Inn by Marriott San Diego Downtown/Gaslamp Quarter
Property entrance
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, (1444)
"So clean, Very Nice staff, convenient location ! "
United States
Cindy
The Bristol Hotel San Diego
Garden
Legacy Resort Hotel & Spa

Legacy Resort Hotel & Spa

4.0 star property
2.2 km from Middletown
9.2 out of 10, Wonderful, (2956)
"Everything was super comfortable and the room was surprisingly affordable for the amenities you get. We will definitely stay there again if we go to San Diego."
United States
Eric
The price is RM626
RM719 total
includes taxes & fees
14 Dec - 15 Dec
Legacy Resort Hotel & Spa
Lobby
Gaslamp Plaza Suites

Gaslamp Plaza Suites

3.5 star property
Gaslamp Quarter, 3.1 km from Middletown
9.0 out of 10, Wonderful, (1009)
"Great room, clean, spacious and quiet. "
United States
Maria
The price is RM456
RM519 total
includes taxes & fees
10 Dec - 11 Dec
Gaslamp Plaza Suites
Front of property
The Sofia Hotel

The Sofia Hotel

3.5 star property
2.9 km from Middletown
8.4 out of 10, Very good, (1657)
"Great location and history to the hotel "
United States
Stephanie
The Sofia Hotel
Premium bedding, pillow-top beds, desk, laptop workspace
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, (1009)
"Great location "
United States
Mohammad
The price is RM500
RM698 total
includes taxes & fees
26 Dec - 27 Dec
Staypineapple, Hotel Z, Gaslamp San Diego
2 outdoor pools, open 6 AM to 10:00 PM, pool cabanas (surcharge)
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, (1941)
"Great hotel"
United States
Farzana
The price is RM654
RM974 total
includes taxes & fees
18 Dec - 19 Dec
Marriott Marquis San Diego Marina
Premium bedding, pillow-top beds, in-room safe, desk
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, (720)
"Great little boutique hotel ! Friendly staff as well"
Canada
Caroll
The price is RM424
RM492 total
includes taxes & fees
15 Dec - 16 Dec
The DEXTRO Little Italy, BW Premier Collection
Exterior
Holiday Inn Express San Diego South - Chula Vista by IHG

Holiday Inn Express San Diego South - Chula Vista by IHG

2.5 star property
13.3 km from Middletown
9.2 out of 10, Wonderful, (1013)
"room is clean and staff really nice to guest. "
United States
Yu
The price is RM530
RM584 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express San Diego South - Chula Vista by IHG
Front of property
Hotel Palmeras Chula Vista

Hotel Palmeras Chula Vista

2.0 star property
13.5 km from Middletown
7.2 out of 10, Good, (1980)
"Great stay"
United States
Eleazar
The price is RM264
RM290 total
includes taxes & fees
10 Dec - 11 Dec
Hotel Palmeras Chula Vista
Outdoor pool, a heated pool
Days Inn by Wyndham San Diego Hotel Circle

Days Inn by Wyndham San Diego Hotel Circle

3.0 star property
2.4 km from Middletown
8.0 out of 10, Very good, (2431)
"Front desk staff was kind, knowledgeable and efficient "
United States
Elizabeth
The price is RM364
RM418 total
includes taxes & fees
10 Dec - 11 Dec
Days Inn by Wyndham San Diego Hotel Circle
Outdoor pool, pool loungers
Best Western Plus Hacienda Hotel Old Town

Best Western Plus Hacienda Hotel Old Town

3.0 star property
Old Town San Diego, 2.4 km from Middletown
8.4 out of 10, Very good, (1855)
"Excellent location, courteous staff, great airport shuttle, delicious on-site restaurant."
United States
Kathleen
The price is RM477
RM549 total
includes taxes & fees
15 Dec - 16 Dec
Best Western Plus Hacienda Hotel Old Town
Reception
Kings Inn San Diego

Kings Inn San Diego

2.5 star property
2.1 km from Middletown
8.8 out of 10, Excellent, (3575)
"Room was very clean, and the breakfast was good"
United States
Roxana
The price is RM298
RM342 total
includes taxes & fees
15 Dec - 16 Dec
Kings Inn San Diego
Meeting facility
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, (1050)
"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 RM556
RM764 total
includes taxes & fees
19 Dec - 20 Dec
The Westin San Diego Bayview
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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Where to stay in Middletown

Find the best Middletown areas for the activities you enjoy most. Learn more about Middletown
Learn more about Middletown

Downtown San Diego

Known for its fantastic nightlife, fascinating museums and beautiful waterfront views, there's plenty to explore in Downtown San Diego. Top attractions like Petco Park and Port of San Diego are major draws. Catch the metro at Civic Center Station or Civic Center Station to see more of the city.

Gaslamp Quarter showing night scenes, a bar and street scenes

Gaslamp Quarter

The historic heart of San Diego has a fascinating history, and today is a thriving hub for food, retail and entertainment.

Pacific Beach Park showing a sandy beach

Pacific Beach

Relax in beachside cafés in the morning, surf clean breaks in the afternoon and dance with a youthful club crowd at night at this coastal San Diego strip.

Belmont Park showing rides and a park

Mission Beach

If you're spending some time in Mission Beach, Mission Bay and Mission and Pacific Beaches are top sights worth seeing.

Ocean Beach

With a secluded sunbathing beach, swimming-only beach, special surf beach, volleyball beach and dog beach, San Diego’s “OB” sure takes beaches seriously.

Top Middletown Hotel Reviews

The DEXTRO Little Italy, BW Premier Collection

The DEXTRO Little Italy, BW Premier Collection

10/10 Excellent
"The room was pretty great there was a nice view of the town, but we could see homeless people in tents sleeping, so there was that. Front desk was amazing. The bar downstairs was great my husband went down and had a drink and watched some sports. Overall a great trip: for a three-star hotel, it was fantastic! Price of room was average, but the parking was a little much at $37.50 for one 24 hour peri[parking fr 9:00 p.m. to 5:00 a.m. was steep."
Jennifer 1-night trip
Posted 2 days ago
The DEXTRO Little Italy, BW Premier Collection

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Middletown?
Middletown is a neighbourhood that travellers like for its live music, bars and theatres.
How many hotels can I expect to find in the Middletown area?
Expedia has 91 hotels and other accommodation options 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! The majority of hotel reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of booking. Put your dates in and click on "Search", then use the "fully refundable" filter to view top deals in Middletown.
What are the top things to see and do in Middletown?
Favourite 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.