Deals on vacations and trips to Middleton

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Middleton flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,718, price is now $1,148 per person
$1,148
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Austin (AUS) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,184, price is now $1,341 per person
$1,341
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Austin (AUS) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $2,614, price is now $1,711 per person
$1,711
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was $6,332, price is now $4,158 per person
$4,158
per person
Aug 26 - Sep 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A private beach and a hot tub are featured at this guesthouse. Enjoy a day at the beach kayaking, or relax with sun loungers. WiFi in public areas is free.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $1,793, price is now $1,190 per person
$1,190
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

Top Middleton hotels deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$219 nightly
The price is $254 total per night
$254 total
Jul 26 - Jul 27
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.
Pool
Pet friendly
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $191 total per night
$191 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Free WiFi
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $227 total per night
$227 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
Pet friendly
Free WiFi
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$270 nightly
The price is $315 total per night
$315 total
Jul 31 - Aug 1
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.
Pool
Hot Tub
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
$249 nightly
The price is $290 total per night
$290 total
Jul 26 - Jul 27
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.
Free WiFi
Restaurant
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

3 out of 5
220 Huntington Avenue Boston MA
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $189 total per night
$189 total
Jul 26 - Jul 27
Total with taxes and fees
A gym is featured at this hotel, along with self parking. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. There's a fireplace in the lobby and multilingual staff can provide around-the-clock assistance.
Breakfast included
Pet friendly
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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.

Stay near popular Middleton attractions

Water Park of New England

8.0/10 (63 reviews)
Enjoy a fun-filled day at Water Park of New England during your visit to Middleton. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
See properties

Frequently asked questions

How much are vacation packages to Middleton?
Travelocity provides flight and hotel vacation packages from just $1,148. With such great deals, you'll be exploring all of Middleton in no time.
Where can I get the best vacation package deals for Middleton?
No matter how you travel, Travelocity can help you snap up an unbeatable Middleton package deal. All you need to do is mix and match from our 400 partner airlines and 1,000,000 properties around the world.
Why should I book my Middleton vacation package via Travelocity?
From exciting destinations to fun experiences, we have everything you need to satisfy your love for travel. Our friendly 24/7 customer support will also ensure you're being taken care of during your trip. And don't panic if you find a cheaper price on your reservation, we'll match it. That's our Price Match Guarantee.
Can I save on my Middleton car rental if I combine it with my hotel or flight?
Certainly — bundle your hotel, car and flight into a Middleton vacation package and you'll save a handsome sum. With so many places to explore in Middleton, having your own set of wheels will make it easy to explore. Once you've settled into the driver's seat, crank up the music and make tracks to Plymouth Rock, a famous sight around 50 mi from Middleton.
Which airport is best for Middleton?
Logan Intl. Airport (BOS) (16 mi away from the downtown area), Manchester-Boston Regional Airport (MHT) (30 mi away from central Middleton) and Provincetown Municipal Airport (PVC) (55 mi away from central Middleton) are all great options for Middleton.

Photos of local treasures

Browse Middleton vacation photos for more inspiration

A large, two-story house with a gabled roof, surrounded by lush green trees and a stone wall.